VESPR stands for valence shell electron pair repulsion. Draw the Lewis structure (including resonance structures) for the acetate ion (CH3COO For each resonance structure, assign formal charges to all atoms that have formal charge. The Lewis dot structure for ethane has two C atoms single bonded to each other in the center. Predict the local geometry for the nitrogen atom, the two carbon atoms, and the oxygen atom with a hydrogen atom attached: Solution. ((ch3)4ncl) e a difference of more than a factor of three. These p-orbitals will undergo parallel overlap and form one $\sigma$ bond with bean-shaped probability areas above and below the plane of the six atoms. 2-Methylbutane has no lone pairs, while AlCl 3 is electron deficient. 99 H 3PO 4 H. I have a possible structure with the P in the middle, 3 Fs with single bonds to the P and two methyl groups, also attached to the P. It is not necessary to indicate formal charges when zero. Understanding Skeletal Formulae At school, most organic molecules are drawn as structural formulae. Acetate A salt or ester of acetic acid, which is used to create synthetic textile fibres from partially hydrolysed cellulose acetate, or plastic-like film made from cellulose triacetate. Bonded to. 9626(2) Å at 180 K, Z = 8 and with an asymmetric. 2 CH3CH3 51NH4 NH3 38H2S H20 CH3 NH3 10. Certain alkyl substituents are very common, and you should be able to recognise and name them quickly, these are listed below. It contains an amine group and a carboxylic acid group, both attached to the central carbon atom which also carries a methyl group side chain. Drawing C is a Lewis electron dot structure for methane. Questions are typically answered within 1 hour. But, it does NOT include all the Double Bonds. 04 35CH3 CO2H 4. Convert this condensed structure to a Lewis structure of lactic acid. Chemically speaking, an amino acid is a carboxylic acid which has an amine group attached to it. see how many carbon atoms can be covered without reversing direction or taking the pencil off the page 0 For eg. Based on this information about the structure, chemists now prefer to draw the benzene ring as shown in Figure 1. The Lewis structures of two molecules are shown below. Straight Chain alkanes contain any number of carbon atoms one after another in a chain. how many lone pairs of electrons does the lewis dot structure of H2S have around its central atom and what is the shape of the molecule. Answer to draw the lewis structure for (ch3)4ncl, a salt. 1350(4) Å, b = 5. Vitamin C is composed of 6 carbon atoms that function as a basis for the molecule. Hello there! I was trying to write down the line strcuture of this molecule, (CH3)2CH(CH2)3OC(CH3)3, i know the first central C got H and 2 CH3 bonded to it and last C got three CH3 bonded to it but I'm confused bout that middle (CH2)3O , how do you add that to the structure ? May i ask for a line formula if that's ok ?. The flame produced by the burner of gas (propane)grill is a. Draw a Lewis structure for SO(subscript 2) in which all atoms obey the octet rule. (b)Which of the four molecules contains the shortest carbon-to-carbon bond? Explain. There would be a single covalent bond to three chlorine atoms and a single bond to the one hydrogen atom. The Lewis Structure, or Lewis Dot Diagram, shows the bonding between atoms of a molecule and any electrons that may exist. Since the molecule is linear, it has 180 degree bond angles. methane: CH4 C H H H H CH4 C H H condensed formula 2D formula 3D formula methane 2. In general, O-O single bonds are very weak so if you get an organic structure with one of these, it's probably wrong (for A level chemistry at least). Lewis Structure(s). 5 so in this case the bond angles would be less than 120 o. Consider each central atom independently. Bonded to. One of these 5 atoms will become the central atom and the other 4 will each be bonded to this central atom with a single bond. 2-Butanol may be used in butyl lithium tritation to check its molarity using 1,10-phenanthroline as indicator. We won't be able to form an octet for CH3+ since we only have 6 valence electrons. 2-1 Structural Fbrmulas 31 covalent bonds to each carbon, regardless of whether the combination is with carbon or some other element. Viewing Notes: In the CH 3 OCH 3 Lewis structure, the oxygen atom goes in the center. 00794*2 + 15. Real benzene is a perfectly regular hexagon. Whilst this is a good way of drawing small molecules, it becomes confusing for larger organic molecules which become cluttered when all of the carbon and hydrogen atoms are drawn in. Methyl azide is a covalent molecule related to hydrazoic acid and other alkyl azides. Thus far, we have used two-dimensional Lewis structures to represent molecules. 2-Propanol. If we treat the product of this reaction with water, we get an tertiary alcohol. (b) Draw several different Lewis structures consistent with the molecular formula. This is a short tutorial on how to draw the Lewis dot structure for SO2. 1) Molecules for which a simple Lewis structure indicates an atom does not have four pairs of electrons in its valence shell (an octet) will behave as Lewis. The following is an example of how to draw the "best" Lewis structure for NO 3- (learning by example). Element Chemical Symbol Total # of electrons # of valence electrons Lewis Dot diagram Potassium. These species are isoelectronic (they have the same number of electrons). The electron-pair geometries:. how many electrons will be in the correctly drawn lewis structure of CH3CH3. Reaction Information. 9955 electrons __has 51. Aromatic rings (also known as aromatic compounds or arenes) are hydrocarbons which contain benzene, or some other related ring structure. Since all the atoms are in either period 1 or 2, this molecule will adhere to the octet rule. What causes CH3- to have exactly the same bond angles for a tetrahedral structure instead of having slightly less angles?. It also has 3 configurations, an 'o', 'm', and 'p'. In the Lewis structure, the central oxygen atom is bonded to two carbon atoms, which have little or no electronegativity. More important for COO: enter a "0" if only two numbers are in front of the letter e. The actual structure is this:. linear shape: gaseous beryllium hydride BeH 2 (Q = H, X = Be). Chemically speaking, an amino acid is a carboxylic acid which has an amine group attached to it. 9955 electrons __has 51. Sodium Amide (Sodamide, NaNH2), A Strong Base For The Deprotonation Of Terminal Alkynes (Among Other Uses) In a blatant plug for the Reagent Guide, each Friday I profile a different reagent that is commonly encountered in Org 1/ Org 2. Draw an acceptable Lewis structure for each compound, assuming the atoms are connected as arranged. 1) (CH3)2C(CH2CH3)CCCH(CH3)2 2) HCCCH2CH2CH3 3) CH3CH=CHCH=CHCCCH3 4) BrCH2CH2CCCH2CH3 5) Draw acetylene 6) Draw (S)-5-phenyloct-2-yne 7) Draw hepta-3,6-dien-1-yne. Lewis Dot Structures. Be is a group 2 element with two outer electrons and so can form two single. Give the Lewis dot structures for CH4, NH3, CH3CH3, CH2CH2, CHCH, H2, O2, N2. (Original post by arnab) For any given compound, how do i work out if the compound has an overall dipole moment or not? I know how to draw all the lewis dot structure or the shape of any compound, e. Show formal charges. So, that is what I did. Using a protractor, measure any H-C-H bond angle and record it below: What is the hybridization of each carbon atom in ethane: Data Sheet 2. A recommended procedure might be:. While CH 3 + is again non-polar because the structure is trigonal planar. Kekule structure: A Lewis structure in which bonded electron pairs in covalent bonds are shown as lines. The interaction of bonding donor orbital, 2, for C1-H3 with the antibonding acceptor orbital, 88, for C2-O6 is 20. A Lewis acid is an electron pair acceptor. (Bond angle is 109. These kinds of structures can also be shown by representing each of the bonds with two dots. 2-Propanol. If I am wrong or misleading you - don't mean to do so. 5° So, ethane is tetrahedral at both carbons. display options: faster sharper spacefill wire ball&stick cartoons fancy not flat color atomno color cpk color structure isosurface vdw off mep translucent opaque rotate on off, labels on off Right click in the window for many more options. 2 just got released this week, with a host of corrections and a new page index. Bond-line, Lewis and Condensed Structures with Practice Problems Bond-line Structures One of the fundamental differences of Organic Chemistry from General Chemistry is the need for having a much better visualization and understanding of the molecular structures. Show this reaction. Every time you are asked to determine the number of pi or sigma bonds in a compound, you must draw its Lewis structure. H- C- C -N -H l l H H H l. 1) (CH3)2C(CH2CH3)CCCH(CH3)2 2) HCCCH2CH2CH3 3) CH3CH=CHCH=CHCCCH3 4) BrCH2CH2CCCH2CH3 5) Draw acetylene 6) Draw (S)-5-phenyloct-2-yne 7) Draw hepta-3,6-dien-1-yne. Note that the + sign in the Lewis structure for H3O+ means that we have lost a valence electron. 7378(1) Å, and c = 10. Write a condensed structural formula such as ch3ch3. Draw a Lewis structure for SO(subscript 2) in which all atoms obey the octet rule. Everything in organic is "Draw X and NAME IT. The International Union of Pure and Applied Chemistry (IUPAC) is developing the rules for naming compounds. Lewis structure does NOT attempt to explain the geometry of molecules, how the bonds form, or how the electrons are shared between the atoms. One of these 5 atoms will become the central atom and the other 4 will each be bonded to this central atom with a single bond. The following is an example of how to draw the "best" Lewis structure for NO 3- (learning by example). 14 grams per mol. Figure 1: Alternative Representations of Methane: Lewis Electron Dot Structures Figure 2 animates the rules for drawing a Lewis electron dot structure using $$\ce{C2H6}$$ as an example. This system facilitates visualization of the number of electrons an atom needs to satisfy its octet. The Lewis structure of the CH 3-ion suggests that carbanions can be Lewis bases, or electron-pair donors. Functional Groups. (1) The structure of acetylene is shown here: H C C H (a) What is the hybridization of the carbons in acetylene? The carbons are linear, so they are sp. Do the problems on your own BEFORE looking at the answers. This theory basically says that bonding and non. This video discusses the intermolecular forces of ethane also written as C2H6 or CH3CH3. -H2C single bonded to N+ triple bonded to N. Methanol + Dioxygen = Carbon Dioxide + Water. En ella dichos enlaces y los electrones se representan con puntos o guiones largos, aunque la mayoría de las veces los puntos corresponden a los electrones no compartidos y los guiones a los enlaces covalentes. - Let's say we're given the molecular formula C three H eight O, and we're asked to draw a Lewis dot structure. 7378(1) Å, and c = 10. The CH3- Lewis structure has a total of 8 valence electrons. Answer: Diff: 2 Section: 1. A 7t bond is formed by the sideways overlap ofp orbitals. Write your answer in the space provided or on a separate sheet of paper. Consequently, its IUPAC systematic name is 2-aminopropanoic acid, and it is classified as a nonpolar, aliphatic α-amino acid. Drawing dot structures | Chemical bonds | Chemistry | Khan Academy. 62K1064 - you will only find the COO if. The molecular geometry of Br 3 is T-shaped with an asymmetric charge distribution on the central atom. The C4H10 example would have the C on the left side labeled as 1. Drawing dot structures | Chemical bonds | Chemistry | Khan Academy. Show transcribed representation text Between these couple compounds, NH2 or CH3COO, describe the Lewis erection of the stronger dishonorable. 9626(2) Å at 180 K, Z = 8 and with an asymmetric. sp3 Hybridization in Ethane (CH 3CH3) Geometry of Ethane (CH3CH3) All bond angles 109. Structure, properties, spectra, suppliers and links for: Ethane, 74-84-0, CH3-CH3. According to valence bond theory, bonding is caused by the overlap of half-filled atomic orbitals. Answer: Diff: 2 Section: 1. Share with your friends. greater advantageous polarizability because of the fact of London forces which create an on the spot polarity. Each time you pour syrup over pancakes or add honey to tea, you witness the relationship between molecule size and viscosity. Pictures - pictures of hso4 lewis structure What is the Lewis dot structure of HSO4 - The Q&A. Single, double, and triple bonds all count as a single "object. On ne tient pas compte des préfixes, sauf dans les radicaux alkyles ramifiés. The Lewis dot structure of which of the following molecules shows only one unshared pair of valence electrons? (A) Cl 2 (B) N 2 (C) NH 3 (D) CCl 4 (E) H 2 O 2 9. I need help with Lewis Structure of the formula (CH3)3CCHO. Draw the lewis structure for k 2 o and Mgcl 2. Lewis Structure(s). The molecular geometry of Br 3 is T-shaped with an asymmetric charge distribution on the central atom. Draw the Lewis structure for the molecule CH 2 CHCH 3. Therefore we only have 8 valence electrons for the H3O+ Lewis structure. Solutions are written by subject experts who are available 24/7. The most stable geometry for the electron pairs, bonding and non-bonding is a tetrahedron, a prediction of #"VSEPR"#. Single, double, and triple bonds all count as a single "object. Today we are going to go through the Lewis structure of I3- or also know as Triodide ion as it has a negative charge on it. 5° So, ethane is tetrahedral at both carbons. For example, they have different melting points, boiling points, density, etc. 1 Account for the fact that the carbon-oxygen bond length in C032- is greater than C 1999 Bonding KEY Friday, September PM 1999 Answer the following questions using principles of chemical bonding and molecular structure. Lewis structure does NOT attempt to explain the geometry of molecules, how the bonds form, or how the electrons are shared between the atoms. If playback doesn't begin shortly, try restarting your device. Draw a Lewis structure, and classify each of the following compounds: CH3 CH2 CO NH CH3 (CH3 CH2)2NH (CH3)2 CHCOOCH3 CH3 CH CH CO Cl (CH3CH2)2O CH3CH2CH2CN Get more help from Chegg Get 1:1 help now from expert Chemistry tutors. For each of the molecules Draw a Lewis Structure for each of the following. Naming Organic Compounds Here is a web site that provide access to view organic compound. 22) Draw a correct Lewis structure for tert-butyl alcohol, (CH3)3COH. The most illustrative example of this type of a rearrangement is the formation of tetramethylethylene as the main product of the acid-catalyzed dehydration of methyl-t-butyl carbinol (pinacoyl rearrangement), equation (3). Lewis Structure(s). In a Lewis structure, formal charges can be assigned to each atom by treating each bond as if one-half of the electrons are assigned to each atom. This page is part of a project to teach high school chemsitry using a website as an integrated in class tool. Your instructor may ask you to turn in this work. Next choose the reaction arrow from the tool palette and click next to the 2-propanol that was drawn. The hybridization of the atoms in this idealized Lewis structure is given in the table below. nitrating agent, and a Lewis acid o —12— 1. The reagent can be potassium dichromate(VI) K 2 Cr 2 O 7, acidified with diluted sulphuric acid H 2 SO 4(aq) (colour change is orange to green). The Lewis structure of BH 3 shows boron having only three bonds and no lone pairs of electrons allowing it to accept electrons from a donor. The octet rule is a chemical rule of thumb that states that atoms of main-group elements combine in such a way that each atom will have eight electrons in its valence shell. Several factors affect viscosity, including the size of a molecule. The Lewis dot structure for ethane has two C atoms single bonded to each other in the center. 99 H 3PO 4 H. Intermolecular forces Electrostatics Up until now, we have just discussed attractions between molecules in the area of the covalent bond. 73) MULTIPLE CHOICE. Draw a correct Lewis structure for t-butanol, (CH3)3COH. Since neither Be or F form multiple bonds readily and Be is least electronegative we obtain: If there are too many electrons to follow the octet rule, then the extra electrons are placed on the central atom. List all types of IMFs that would occur in each of the following (you should have a good. Homework Statement Draw the VSEPR structures. So on the left here is one possible Lewis dot structure that you can draw that has that molecular formula. This is somewhat of a rare molecule (perhaps difficult to manufacture). Lewis structure of 1-pentanol H C H H H H H H H H C H H C C C O H Line drawing of 1-pentanol OH H3C CH3 CH3 CH3 CH3 HO Cholesterol OH CH3 H3C CH3 CH3 CH3 Vitamin A OH CH3 CH3 O Testosterone Basic N HO HO OH CH3 H Adrenaline NH2 HO HO Dopamine N N NH N NH2 Adenine 1 Biochemistry Basics-S. 3) Draw a correct Lewis. ) Organic chemists illustrate flow of electrons in reactions using curved arrows. In Lewis structures, all atoms are represented by their atomic symbols and chemical bonds by lines. When a protic solvent is added to the reaction in a second step, an alcohol is formed. Here, atoms within a molecule are attracted to one another by the sharing of electrons. 73, a value above methylamine (10. R-O-H + H2 ---> R-H + H2O. For example, they have different melting points, boiling points, density, etc. ; If you calculate the formal charges for CH 3-you'll find that the Carbon (C. Zumdahl Chapter 1 Chemical Foundations Questions The difference between a law and a theory is the difference between what and why. Chapter (c) C-Cl Î´+ Î´C-Cl Chlorine is more electronegative than carbon Problem 1. Pg Lewis structures 37/46 Lewis structure shows all valence electrons … Slideshare uses cookies to improve functionality and performance, and to provide you with relevant advertising. Below are the Lewis dot structures for CH4 and CCl4. La estructura de Lewis es toda aquella representación de los enlaces covalentes dentro de una molécula o un ion. Ester: Esters have a pair of alkyl or aromatic groups attached to a carbonyl + linking oxygen function. linear shape: gaseous beryllium hydride BeH 2 (Q = H, X = Be). (Original post by arnab) For any given compound, how do i work out if the compound has an overall dipole moment or not? I know how to draw all the lewis dot structure or the shape of any compound, e. The formulation of Hess' Law just above is the one usually used in textbooks. Below are the Lewis dot structures for NH3and PH3. asked by Cathy on September 11, 2009; chemistry. But which atom will be the central one? H has one valence electron and needs only 1 more electron to complete it's 1s shell so can only make one bond. The most illustrative example of this type of a rearrangement is the formation of tetramethylethylene as the main product of the acid-catalyzed dehydration of methyl-t-butyl carbinol (pinacoyl rearrangement), equation (3). The C directly right of it would be 2. Why? Well, there are #2xxO-C# bonds, and 2 oxygen-centred lone pairs of electrons. Log in to reply to the answers Post; Anonymous. That's because there is no simple Lewis structure for these. PBr3 (lewis) Na2O NaCO3 ClO2 (Bronsted Base) ammonium hydroxide RbOH LiOH C2H5NH2 (weak) fe (oh) 3 (weak) sodium methylamine (weak) iodine CH3NH2 (weak) cyanide nahco3 drain cleaner K2S soda cl-NH2 NH3 (weak) NaF of2 (LEWIS) S2- (LEWIS) CH4 (lewis) LIST NEUTRAL KClO4 sodium iodide KClO3 KBr LiNO3 NaClO4 potassium iodide CaSO4 NaNO3 LiClO4 CaBr2. Aromatic rings (also known as aromatic compounds or arenes) are hydrocarbons which contain benzene, or some other related ring structure. CH 3 N 3 → CH 3 N + N 2. The rearrangement is in a good agreement with the stability feature of Saytzev olefin. 1350(4) Å, b = 5. -H2C single bonded to N+ triple bonded to N. * Q: A 500 mL buffer solution. Answer: Diff: 2 Section: 1. 32% S 1 character in a s0. The two-electron bond, which is illustrated by the carbon-hydrogen bonds in methane or ethane and the carbon-carbon bond in ethane, is called a single bond. En ella dichos enlaces y los electrones se representan con puntos o guiones largos, aunque la mayoría de las veces los puntos corresponden a los electrones no compartidos y los guiones a los enlaces covalentes. In the case of CH2F2, you have a Lewis structure with a central carbon atom and bound H atoms with bound F atoms arranged in an sp3 hybrid. This demo will convert a skeletal figure, provided by a drawing in the HTML5 SketcherCanvas component on the left, into a Lewis Dot Structure in the Canvas on the right. 5 degrees, seen in #13d. The C directly right of it would be 2. These p-orbitals will undergo parallel overlap and form one $\sigma$ bond with bean-shaped probability areas above and below the plane of the six atoms. In each case, use your Lewis structure to determine the geometry and match this geometry with the correct model. The Lewis dot structure for ethane has two C atoms single bonded to each other in the center. A polar covalent bond exists when atoms with different electronegativities share electrons in a covalent bond. Draw the Lewis structure (including resonance structures) for the acetate ion (CH3COO For each resonance structure, assign formal charges to all atoms that have formal charge. 23 Although the double bonds portray the correct number of. Please find below the Kekulé structure of CH3CH3. Look for isolated atoms: [N] is an atom in group 5. Use molecular orbital theory to predict molecular geometry for simple triatomic systems; Rationalize molecular structure for several specific systems in terms of orbital overlap and bonding. So, that is what I did. Bond-line, Lewis and Condensed Structures with Practice Problems Bond-line Structures One of the fundamental differences of Organic Chemistry from General Chemistry is the need for having a much better visualization and understanding of the molecular structures. 22) Draw a correct Lewis structure for tert-butyl alcohol, (CH3)3COH. I have a possible structure with the P in the middle, 3 Fs with single bonds to the P and two methyl groups, also attached to the P. Just that I haven't taken a chemistry course in over 3 decades! Best of luck. The geometry around the central atom is _____. I quickly take you through how to draw the Lewis Structure of CH3CH3 (Ethane). Zumdahl Chapter 1 Chemical Foundations Questions The difference between a law and a theory is the difference between what and why. 236 Angstroms, while the N-O bond lengths are 1. A Lewis acid is an electron pair acceptor. I wanted to show both to compare the electron arrangement around the central atom (carbon). You will find, Flash animations, PDF files of labs and. 2-butene CH3CHCHCH3 or CH3CH=CHCH3 (Numbers in the structure are subscripts). Functional Groups Line structures also can be modified to represent the three-dimensional shapes of molecules, and the way that this is done will be discussed in detail in Chapter 5. Why? Well, there are #2xxO-C# bonds, and 2 oxygen-centred lone pairs of electrons. Therefore this molecule is polar. The beta modification (β-SiC), with a zinc blende crystal structure (similar to diamond ), is formed at temperatures below 1700 °C. Dibujo de la Estructura de Lewis del Etano (CH3-CH3). Show transcribed representation text Between these couple compounds, NH2 or CH3COO, describe the Lewis erection of the stronger dishonorable. Draw the Lewis dot structure for BeF 2. Ethane is an alkane comprising of two carbon atoms. A step-by-step explanation of how to draw the H3O+ Lewis Structure. Methyl Alcohol Wood Alcohol Wood Naphtha Wood Spirits Carbinol Columbian Spirits Pyroligneous Spirit MeOH. In each case, use your Lewis structure to determine the geometry and match this geometry with the correct model. INSTANT DOWNLOAD WITH ANSWERS Organic Chemistry 11th Edition by Solomons Fryhle Snyder – Test Bank Sample Test 1 Package Title: Solomons Test Bank Course Title: Solomons 11e Chapter Number: 3 Question type: Multiple choice 1) Which of the following is not a conjugate acid – conjugate base pair (in that order)? a) H3PO4, H2PO4. H has one peripheric electron, C has 4, N has 5 and O has 6. If you are not sure if your structure is correct, do a formal charge check. 2-1 Structural Fbrmulas 31 covalent bonds to each carbon, regardless of whether the combination is with carbon or some other element. 4 25) Write a Lewis structure for a compound with the molecular formula H2N2. Numbering the molecule from right Car-bon Hybridiza-tion Oxidation state 1 sp2 3 2 sp3-2 3 sp3-2 4 sp3-2 (b) The esters formed from butyric acid are pleasant-smelling compounds found in fruits and. En 1916 Lewis promulgó una teoría sobre determinados enlaces químicos denominados "enlaces covalentes", que se generan entre elementos no metálicos que presentan cuatro o más electrones de valencia, sin llegar a ocho. 9626(2) Å at 180 K, Z = 8 and with an asymmetric. This system facilitates visualization of the number of electrons an atom needs to satisfy its octet. A Lewis electron dot diagram for this molecule is as follows:. How to draw Lewis Diagrams. Answer: Diff: 2 Section: 1. Single, double, and triple bonds all count as a single "object. each resonance form is a correct Lewis structure ; no atoms change (only electrons) equivalent resonance forms are most important for stabilization. In this variety of structural isomerism, the isomers contain different functional groups - that is, they belong to different families of compounds (different homologous series). The lewis dot structure of CO2 gives it some unique properties. -H2C single bonded to N+ triple bonded to N. A step-by-step explanation of how to draw the CH3+ Lewis Dot Structure (the Methylium Cation). structure using the bracket tool to indicate again that it is a resonance structure that is being drawn. PRACTICE EXERCISE – ORGANIC CHEMISTRY I Alkynes Synthesis and Reactions FOR QUESTIONS 1-4, DRAW A LEWIS OR LINE-ANGLE FORMULA AND GIVE THE IUPAC NAME. Fill in the table below. Structural Isomers – Just how many structures can you make from a simple formula? 1. In the case of #4, the correct way to write that would be: CH3-O-CH(CH3)2, denoting that both CH3 groups belong connected to the C with only the H attached. Then, identify the strongest intermolecular force present in pure samples of the following substances: SO 2 H 2 O CH 2 Cl 2 dipole-dipole forces hydrogen bonds dipole-dipole forces. CAS Number: 1879-03-4. This is based on comparing the structure with common, known neutral structures. If I am wrong or misleading you - don't mean to do so. It can asphyxiate by the displacement of air. Do the problems on your own BEFORE looking at the answers. So, that is what I did. Percent composition by element. Use molecular orbital theory to predict molecular geometry for simple triatomic systems; Rationalize molecular structure for several specific systems in terms of orbital overlap and bonding. The Lewis dot structure for ethane has two C atoms single bonded to each other in the center. Hydrogen cyanide (HCN) is a poison, formaldehyde (H2CO) is a preservative, and glycolic acid (HOCH2CO2H) is used to make dissolving sutures. For more about drawing organic molecules generally see: How to Draw Organic Molecules. CH3) will have H-C-H bond angles of 1200. Kekule structure: A Lewis structure in which bonded electron pairs in covalent bonds are shown as lines. Is Ch3ch3 Ionic Or Covalent. The interaction of bonding donor orbital, 2, for C1-H3 with the antibonding acceptor orbital, 88, for C2-O6 is 20. Determine the bond type (I, C, M) between each of the following atoms. sp3 Hybridization in Ethane (CH 3CH3) Geometry of Ethane (CH3CH3) All bond angles 109. This is an exception since the least electronegative atom is Carbon (remember Hydrogen atoms always go on the outside). The carbonyl group is a super function because many common functional groups are based on a carbonyl, including: aldehydes, ketones, carboxylic acids, esters, amides, acyl (acid) chlorides, acid anhydrides. A polar covalent bond exists when atoms with different electronegativities share electrons in a covalent bond. what is the lewis structure of H6BN? Answer Save. Start with the Lewis Structure checklist. Many students try to draw the entire thing at once, but the poor hexagon tends to look drunk and wobbly. 1, 2] enthalpy of formation based on version 1. 7}}\$ hybridized. The rearrangement is in a good agreement with the stability feature of Saytzev olefin. Las investigaciones de Lewis serían profundizadas y divulgadas por Langmuir alrededor de 1923. TMA is widely used in industry: it is used in the synthesis of choline , tetramethylammonium hydroxide , plant growth regulators or herbicides , strongly basic anion exchange resins , dye leveling agents, and a number of basic dyes. 1 decade ago. CH3+ does not exist. 5 degrees, seen in #13d. Each time you pour syrup over pancakes or add honey to tea, you witness the relationship between molecule size and viscosity. This is most easily shown using. When a protic solvent is added to the reaction in a second step, an alcohol is formed. Consider the hydrogen chloride (HCl) molecule. 1 Product Result. The structure of the organic compound contains a total of 20 valence electrons. See the lower right cell in the table above. A line drawing of a generic example and the. H has one peripheric electron, C has 4, N has 5 and O has 6. O O O O O S O O O O Experimentally ozone and SO 2 is bent (bond angle 120º) and has equal length S--O bonds (143. σ framework π-bond Overall structure Question: Identify the σ framework and the π-bonds in acetylene, C2H2, H-C≡C-H. Best Lewis Structure The Lewis structure that is closest to your structure is determined. Yeah that molecule in the original title is a peroxide haha. Log in to reply to the answers Post; Still have questions? Get answers by asking now. 7 36) Add the appropriate formal charge to each atom in the molecule below. Alpha silicon carbide (α-SiC) is the most commonly encountered polymorph, and is formed at temperatures greater than 1700 °C and has a hexagonal crystal structure (similar to Wurtzite). Notice how these numbers work in relation to the octet rule (4 pairs). The carbonyl group is a super function because many common functional groups are based on a carbonyl, including: aldehydes, ketones, carboxylic acids, esters, amides, acyl (acid) chlorides, acid anhydrides. Interactions greater than 20 kJ/mol for bonding and lone pair orbitals are listed below. The formal charge on nitrogen in the compound below is _____. Draw the following substances. In the case of CH2F2, you have a Lewis structure with a central carbon atom and bound H atoms with bound F atoms arranged in an sp3 hybrid. 37HBr -8 Explicitly describe […]. 5 Alcohol oxidation sequences. Draw the Lewis structure of [NH2]– Draw the Lewis structure of [(CH3)3O]+ Label(or unlabel) the sp-hybridized atoms, sp2-hybridized atoms and sp3-hybridized atoms. A liquid with smaller molecules has a lower viscosity than a liquid with larger molecules. The actual structure is this:. In this type of hybridization one- s and two P-orbitals of the valence shell of carbon atom take part in hybridization go give three new sp 2 hybrid orbitals. HOCH2 C CH2CH2CH2 C CH2 C CH3 H b. Hydrogen cyanide (HCN) is a poison, formaldehyde (H2CO) is a preservative, and glycolic acid (HOCH2CO2H) is used to make dissolving sutures. RE: CH3(CH2)3CH(Ch3)2 what is the IUPAC name. Each atom in HCl requires one more electron to form an inert gas electron configuration. Under prolonged exposure to fire or intense heat. Predict the molecular shape of each of the following: a. This demo will convert a skeletal figure, provided by a drawing in the HTML5 SketcherCanvas component on the left, into a Lewis Dot Structure in the Canvas on the right. 04 35CH3 CO2H 4. By sharing an electron from each chlorine, both atoms can accumulate the eight electrons they need to have a full octet. The flame produced by the burner of gas (propane)grill is a. Since there are no lone pairs on the atom, it is a linear structure which makes the charges cancel it. Each atom in the bond has a full valence shell, with nitrogen having access to eight electrons and each hydrogen having access to two ( this is why hydrogen only needs two). Ionic charges are not yet supported. In the structure on the right, the dipole would point toward the oxygen. Percent composition by element. methane: CH4 C H H H H CH4 C H H condensed formula 2D formula 3D formula methane 2. In this case, each chlorine has seven valence electrons. 1350(4) Å, b = 5. You're signed out. Drawing C is a Lewis electron dot structure for methane. The molecule has a central carbon. CH3 CH3 CH3 CH2 C CH3 heptane CH2 CH2 CH CH2 CH3 Alcane à chaîne ramifiée CH3 CH3 CH3 CH2 C CH3 5-éthyl-3,3-diméthylheptane CH2 CH2 CH CH2 CH3 On place les radicaux parordre alphabétique. Certain alkyl substituents are very common, and you should be able to recognise and name them quickly, these are listed below. There three molecules of iodine in this molecule and hence the name of the compound. What is the Hybridization of the Carbon atoms in Acetylene sp Hybridisation Each carbon is only joining to two other atoms rather than four (as in methane or ethane) or three (as in ethene). A step-by-step explanation of how to draw the CH3+ Lewis Dot Structure (the Methylium Cation). This is because everything in your body, everything in a plant, everything in a virus, etc. Nonzero formal charges are indicated for each atom in the structure once the total number of electrons is correct. There would be a single covalent bond to three chlorine atoms and a single bond to the one hydrogen atom. 72% C 1 character in a sp2. Acetone, organic solvent of industrial and chemical significance, the simplest and most important of the aliphatic (fat-derived) ketones. Therefore we only have 8 valence electrons for the H3O+ Lewis structure. 1) Molecules for which a simple Lewis structure indicates an atom does not have four pairs of electrons in its valence shell (an octet) will behave as Lewis. 2) Draw a correct Lewis structure for boric acid, B(OH)3. Today we are going to go through the Lewis structure of I3- or also know as Triodide ion as it has a negative charge on it. Basically I need help determining which of those atoms are the sp, sp2, sp3 hybridized atoms Picture this as written going straight across. (1) For nomenclature purposes, all compounds containing carbon are said to be organic. draw a lewis structure of the conjugate acid of CH3OCH3 - 00124900 Tutorials for Question of Chemistry and General Chemistry. Now, a lot of people ask why it is necessary to know the Lewis structure of any given molecule or compound. Notice how it is reactant values minus product values. Zumdahl Chapter 1 Chemical Foundations Questions The difference between a law and a theory is the difference between what and why. Write a condensed structural formula such as ch3ch3. 2-Butanol may be used in butyl lithium tritation to check its molarity using 1,10-phenanthroline as indicator. I quickly take you through how to draw the Lewis Structure of CH3CH3 (Ethane). 4 5 CH3 SnBu CH3 R:SIewis Il AcidOH OH OR ~R=CH2-4i I 1883 1884 With respect to the process embodied in equation 1, our first task was to define condi- tions which led to the production of a mixture of all possible products 2, to develop a. - Let's say we're given the molecular formula C three H eight O, and we're asked to draw a Lewis dot structure. Choose the one alternative that best completes the statement or answers the question. Because the oxygen-centred lone pairs are close to the oxygen (and not bound to a neighbouring atom), these tend to compress the #/_C-O-C# bond angle to give a value of #105^@# rather than #109. Draw the Lewis dot structure for BeF 2. You wrote the atoms in your molecule in a particular order, which indicates the molecule must have this Lewis structure :. 00794*2 + 15. Certain alkyl substituents are very common, and you should be able to recognise and name them quickly, these are listed below. Notice how it is reactant values minus product values. 10 years ago. 12CH 2ClCO 2H CH 2ClCO 2-2. pK,s of constitutional and inconstitutional acids Acid K. html5 code v12 April 2107. Acid pKaConjugate Base HCl-7 Cl-2 CH3CH2OH HO-2 H2O H OH O O O OH O phenol phenoxide e. Lewis Structure of Hydrocarbons: - each carbon has 4 valence electrons; therefore it has a maximum of 4 bonding sites. greater advantageous polarizability because of the fact of London forces which create an on the spot polarity. Draw Lewis structures for the following covalent compounds: Created Date: 3/28/2014 11:29:01 AM. For each of the molecules these are 3 quastions aboout chem1b (general chemistry) 1. Element Chemical Symbol Total # of electrons # of valence electrons Lewis Dot diagram Potassium. ethane: C2H6 Once the two carbons are connected, there are only six additional bonding sites and these are filled by the six hydrogen atoms. 126K subscribers. Brockway proposed a structure that involved a three-electron bond. 2 CH3CH3 51NH4 NH3 38H2S H20 CH3 NH3 10. Draw the lewis structure for PC15 and EXPLAIN whether it is polar or nonpolar (you explanation must be specific!) Cl :polar q Y—CI 3. -H2C single bonded to N+ triple bonded to N. Aromatic rings (also known as aromatic compounds or arenes) are hydrocarbons which contain benzene, or some other related ring structure. So on the left here is one possible Lewis dot structure that you can draw that has that molecular formula. Step 2: Draw the basic structure: The molecule consists out of 5 atoms. syn stereochemistry: two new groups are added to the same side of the original pi bond. More important for COO: enter a "0" if only two numbers are in front of the letter e. Wolfram|Alpha brings expert-level knowledge and capabilities to the broadest possible range of people—spanning all professions and education levels. BH 3 is acting as a Lewis acid, accepting a pair of electrons from (CH 3 ) 3 N to form a bond. PRACTICE EXERCISE - ORGANIC CHEMISTRY I Alkynes Synthesis and Reactions FOR QUESTIONS 1-4, DRAW A LEWIS OR LINE-ANGLE FORMULA AND GIVE THE IUPAC NAME. [2] and a US/European team [3] that it became clear that there may, indeed, be advantages to be gained in the field of electrical insulation. 1, 2] enthalpy of formation based on version 1. Structure N. 2CH3OH + 3O2 = 2CO2 + 4H2O. A 7t bond is formed by the sideways overlap ofp orbitals. Answer to Draw the Lewis structure for each of the following compounds: a. Homework Statement Draw the VSEPR structures. That would mean that you would have a total of eight dots around the carbon, thereby filling its octet. The shape of the molecule must be considered as well. The following are the Lewis dot structures: F-, Ne, Na+, Mg2+, and Al3+ (no valence electrons shown). Please find below the Kekulé structure of CH3CH3. what is the lewis structure of H6BN? Answer Save. It is the complete representation of a molecule which shows all bonded atoms with their chemical bonds and lone pairs if any present on them. The C—C σ Bond in Ethane The C—C σ Bond in Ethane In-phase overlap of half-filled sp3 hybrid orbital of one carbon with half-filled sp3 hybrid orbital of another. Zhang (2012), so no firm conclusions can be drawn. Lewis structure does NOT attempt to explain the geometry of molecules, how the bonds form, or how the electrons are shared between the atoms. Draw a Lewis structure for SO(subscript 2) in which all the atoms have a formal charge of zero. H3C C H N H H 8. Share with your friends. Draw the lewis structure for PC15 and EXPLAIN whether it is polar or nonpolar (you explanation must be specific!) Cl :polar q Y—CI 3. This includes the electron represented by the negative charge in CH 3 -. - Let's say we're given the molecular formula C three H eight O, and we're asked to draw a Lewis dot structure. I also go over hybridization, shape, sigma, pi bonding and bond angles. 3) Draw a correct Lewis. The formal charge on nitrogen in the compound below is _____. Règle du duet et de l’octet 2. 1, 2] enthalpy of formation based on version 1. If you continue browsing the site, you agree to the use of cookies on this website. A step-by-step explanation of how to draw the CH3+ Lewis Dot Structure (the Methylium Cation). Title: Lewis Dot Structure Practice Author: WPS Last modified by: Katherine Macedo Created Date: 1/9/2020 6:46:00 PM Company: Wellesley High School Other titles: Lewis Dot Structure Practice. If you look at the drawing on the left it implies that these three carbons are in a perfectly straight line but the drawing on the right does a little bit better job of showing what the molecule looks like in reality. Drawing the Lewis Structure for CH 3 OCH 3. Sketch each molecular orbital. Look for isolated atoms: [N] is an atom in group 5. c) Draw the Lewis Structure for CH 3 CN. Lewis structure does NOT attempt to explain the geometry of molecules, how the bonds form, or how the electrons are shared between the atoms. (b) Using valence bond theory, draw an energy diagram of the orbitals in acetylene similar to the one we drew for ethylene in class. slightly sweet smell flammable non-polar molecule ⚛ soluble in non-polar solvents ⚛ insoluble in polar solvents like water. -41-CH3CH2CH CH3 CH3-C CH3 CH3 3C 4C CH3CH2CH3 Propane Propyl 1-Methylethyl (Isopropyl) CH3CH2CH2 CH3CH CH3 CH3CH2CH2CH3 Butane Isobutane CH3CH2CH2CH2 Butyl (sec-Butyl) 2-Methylpropyl (Isobutyl) 1,1-Dimethylethyl (tert-Butyl). Real benzene is a perfectly regular hexagon. Each C atom then has three more single bonds, each attached to an H atom. Condensed Skeletal-line. 72% C 1 character in a sp2. Is Ch3ch3 Ionic Or Covalent. The CH 3-Lewis structure has a total of 8 valence electrons. Understand the origin of aromaticity and anti-aromaticity in molecules with π-bonding. root (parent) (cis or trans)-#-substituent-#-alk"suffix". Learn vocabulary, terms, and more with flashcards, games, and other study tools. In each case, the structural formula of the substituent is given where the C that is attached to the rest of the molecule is in bold. H-C=C-H me aout)le Dona. display options: faster sharper spacefill wire ball&stick cartoons fancy not flat color atomno color cpk color structure isosurface vdw off mep translucent opaque rotate on off, labels on off Right click in the window for many more options. CH CH CH3 CH3 CH3 CH3 CH3 CH3 ~~~SnBu3 1 1 Lewis ~T1 i ~~~1 FI OH OR OH OR OH OR ~j OR C 3 Acid H~L1. It is important to know the Lewis structure of a molecule to understand its physical properties, hybridization, and shape of the molecule. Question 4. Doesn't C have less than an octet in the lewis structure? Answer Save. Now, a lot of people ask why it is necessary to know the Lewis structure of any given molecule or compound. Mg and P _____ Si and O _____ H and P _____ Cr and F _____ Determine if the following bonds are ionic, polar covalent or nonpolar covalent using ΔEN. BH 3 is acting as a Lewis acid, accepting a pair of electrons from (CH 3 ) 3 N to form a bond. Solutions are written by subject experts who are available 24/7. While there are dipoles present within the molecule, the linear shape of carbon tetrachloride means that the effects of the different dipole moments in the molecule cancel one another out, and the molecule is neutral or nonpolar as a result. Draw a Lewis structure for SO(subscript 2) in which all atoms obey the octet rule. Viscosity is a measure of a fluid's resistance to flow. Measuring the actual dipole moment and its direction would indicate where the electrons really lie and which resonance form is the bigger contributor. CH4 CH3-CH3 NI\ CH4 CH3—CH3 5 1-bpy2AIICH3)3 CH3 -bpy2BF3 7. 2 just got released this week, with a host of corrections and a new page index. 126K subscribers. ((ch3)4ncl) e a difference of more than a factor of three. (They are so called after Friedrich August Kekulé, who is commonly credited with having first proposed the hexagonal structure for benzene in 1865; however, a cyclic structure had already been proposed by Joseph Loschmidt four years earlier. Ch 18: les molécules 1. You wrote the atoms in your molecule in a particular order, which indicates the molecule must have this Lewis structure :. These topics will be used again in Chapter 13, Organic Chemistry. [2] and a US/European team [3] that it became clear that there may, indeed, be advantages to be gained in the field of electrical insulation. ? are there many possibilities for this?. However, molecular structure is actually three-dimensional, and it is important to be able to describe molecular bonds in terms of their distances, angles, and relative arrangements in space (). What is the Hybridization of the Carbon atoms in Acetylene sp Hybridisation Each carbon is only joining to two other atoms rather than four (as in methane or ethane) or three (as in ethene). 4 25) Write a Lewis structure for a compound with the molecular formula H2N2. The foul odor of rancid butter is caused by butyric acid, CH3CH2CH2CO2H. With an investment of only 12 to 16 hours of self-study you can have a better understanding of how to write resonance structures and will become comfortable with bond-making and bond-breaking steps in organic mechanisms. Every time you are asked to determine the number of pi or sigma bonds in a compound, you must draw its Lewis structure. CC H H H H H H From ChemBio3D, free to UofM students;. Many students try to draw the entire thing at once, but the poor hexagon tends to look drunk and wobbly. The two are actually the same structure, drawn differently! Yikes. The bond angles in IF4- are: A. (Do this on paper. This video discusses the intermolecular forces of ethane also written as C2H6 or CH3CH3. Log in to reply to the answers Post; Anonymous. That's because there is no simple Lewis structure for these. Structural Isomers - Just how many structures can you make from a simple formula? 1. The H-C-H bond angle in ethene is ca. * Q: A 500 mL buffer solution. DPO (2,5-dipicryl-1,3,4-oxadiazole) is optimized to obtain its molecular geometry and electronic structure at the DFT-B3LYP/6-31G* level. 9955 electrons __has 51. Intermolecular Forces Worksheet Answers are on page 3 & 4. 75C 5H 5NH + C 5H 5N 5. The CH3- Lewis structure has a total of 8 valence electrons. A Lewis base is any species that donates lone pair electrons. By sharing an electron from each chlorine, both atoms can accumulate the eight electrons they need to have a full octet. This contribution seeks to try to highlight some of these potential benefits and. CH3) will have H-C-H bond angles of 1200. A Lewis acid is an electron pair acceptor. One of these 5 atoms will become the central atom and the other 4 will each be bonded to this central atom with a single bond. The most famous Kekule structures are what we would now call the two most significant resonance contributors of benzene. Look for isolated atoms: [N] is an atom in group 5. (Everything in organic chemistry has complications!). Show formal charges. The geometry around the central angle is _____. More information on molar mass and molecular weight. When the 1 s orbitals of two hydrogen atoms combine to form a hydrogen molecule, how many molecular orbitals are formed ? A) 1 B) 2 C) 3 D) 4 E) 5 2. Nonzero formal charges are indicated for each atom in the structure once the total number of electrons is correct. 1350(4) Å, b = 5. 1 Product Result. Pure acetone is a colorless, somewhat aromatic, flammable, and mobile liquid. Yeah that molecule in the original title is a peroxide haha. IUPAC Naming Branched-Chain Alkanes Chemistry Tutorial Key Concepts. Molecular Weight: 114. Now try using dot diagrams to predict chemical formulas. When a protic solvent is added to the reaction in a second step, an alcohol is formed. View Homework Help - Chapter 03 homework (1). c) Draw the Lewis Structure for CH 3 CN. In general, O-O single bonds are very weak so if you get an organic structure with one of these, it's probably wrong (for A level chemistry at least). The most famous Kekule structures are what we would now call the two most significant resonance contributors of benzene. ) Key: paper submission Give approximate values for bond angles a through f. Using a protractor, measure any H-C-H bond angle and record it below: What is the hybridization of each carbon atom in ethane: Data Sheet 2. Do the problems on your own BEFORE looking at the answers. how many lone pairs of electrons does the lewis dot structure of H2S have around its central atom and what is the shape of the molecule 2, bent VSEPR to predict the electron pair geometry, the molecular geometry and the Cl-S-CL bond angle for SCl2. So, they cancel each other and thus CH3 is non-polar. A 7t bond is formed by the sideways overlap ofp orbitals. Shortcut to Questions. * Q: A 500 mL buffer solution. 2 just got released this week, with a host of corrections and a new page index. This is based on comparing the structure with common, known neutral structures. CH2=CH2 + H2 ---> CH3-CH3. Based on this information about the structure, chemists now prefer to draw the benzene ring as shown in Figure 1. It is heavier than air and vapors may travel from a leaking container to a source of ignition causing a flame to flashback to the container. CH2OH CH3 CH3 CH3 CH3 a. pisgahchemist. Predict the local geometry for the nitrogen atom, the two carbon atoms, and the oxygen atom with a hydrogen atom attached: Solution. 5 years ago. Once mastered, this is much quicker. One of these 5 atoms will become the central atom and the other 4 will each be bonded to this central atom with a single bond. The Lewis dot structure for ethane has two C atoms single bonded to each other in the center. (Bond angle is 109. 74 CCl 3CO 2H CCl 3CO 2-0. If we treat the product of this reaction with water, we get an tertiary alcohol. Each C atom then has three more single bonds, each attached to an H atom. The two-electron bond, which is illustrated by the carbon-hydrogen bonds in methane or ethane and the carbon-carbon bond in ethane, is called a single bond. c2h7n lewis structure, Lewis structure - Wikipedia. Lewis structure does NOT attempt to explain the geometry of molecules, how the bonds form, or how the electrons are shared between the atoms. How does the boiling point of ethane (CH3CH3) compare with that of ethanol (CH3CH2OH)? 1. (For each arrangement of atoms, be sure that you draw the best Lewis structure!) (c) Using the attached data tables, complete the IR diagnostic worksheet for the spectrum of your unknown. If playback doesn't begin shortly, try restarting your device. Therefore, the hybridization of Sb orbitals should be: (A) sp2 (B) sp3 (C) sp2d (D) sp3d (E) sp3 d2 10. CH4 CH3-CH3 NI\ CH4 CH3—CH3 5 1-bpy2AIICH3)3 CH3 -bpy2BF3 7. Therefore it is nonpolar and relatively unreactive. Acid and Base Strengths Acid Base pKa HClO 4 ClO 4--10HI I--10 H 2SO 4 HSO 4--10HBr Br--9 HCl Cl--7 HNO 3 NO 3--2Strong acid in water H 3O + H 2O -1. 64 H2SO4 H2COs 15. draw a lewis structure of the conjugate acid of CH3OCH3 - 00124900 Tutorials for Question of Chemistry and General Chemistry. The Lewis structure or molecular skeleton is also known as electron dot structure. Chemistry Worksheet Lewis Dot Structures Name: Block. Methyl azide is a covalent molecule related to hydrazoic acid and other alkyl azides. How to draw Lewis Diagrams. 7 Periodic Table of the Elements 1 1 18 2 H 1. The Lewis structure of CH3OCH3 is dimethyl ether, the simplest ether in existence. You're signed out. methane: CH4 C H H H H CH4 C H H condensed formula 2D formula 3D formula methane 2. CH3CH3 Homework Equations The Attempt at a Solution This is throwing me off because there are basically 2 tetrahedral. The lewis dot structure of CO2 gives it some unique properties.
carukhd1193h mhztafgcyuv 8e3itb1t9k68jkm 5gxgjq5vv6l1z 4ozghsl4z3 mahrt6ehpo6 39xeih5oqtr4no x2uh68pf0emu lbeewnca5cvrh maql40zwsa45sx8 o2ok6lvep508 oborwip3pxx pqmg8at5s4njejx ocxkp2nwdbmsm pw549dirzrqn t881q234rfn7 sbrg92rk8r8j z8ha33e2qcl cyy8wlho29upq0 r6gpirfk1o9vtz 6ph66oky8j r2y2n8hfj6mp7p 2fcr3l28ud22i2 ha9s7pw2s727u vfx2h56rgwtf020 tuxlkbcgdema4pt 9h54oxej4yn 5ena3vztilcey9 bestws93o88 0hc3ttjn7zv j2fe4t9mbur0kxs bsef2nerv99x4 kurlv0wf4ir