Chapter 22 Organic Chemistry1. Consider the line-angle drawing of a molecule given below.A. What is the molecular formula of the molecule? (1 point)B. For each the circled atom-in the molecule, what is the hybridization, electrongeometry (EG), and molecular geometry (MG)? (3 points)HOABNHCH3C

Step 1:A.The molecular formula of given molecule can be determined based on its chemical…

Answered: Chapter 22 Organic Chemistry 1.…

Chemistry

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Chapter9: Covalent Bonding: Orbitals

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Problem 87CP: Consider the following computer-generated model of caffeine: Complete a Lewis structure for caffeine...

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In Chapter 6, we study a group of organic cations called carbocations. Following is the structure of one such carbocation, the tert-butyl cation. (a) How many electrons are in the valence shell of the carbon bearing the positive charge? (b) Using VSEPR, predict the bond angles about this carbon. (c) Given the bond angle you predicted in (b), what hybridization do you predict for this carbon?
Allene (1,2-propadicne), a gas, has the following structure: What is the hybridization at each carbon atom? What is the geometry about each carbon atom? Using valencebond theory, describe the bonding about the center carbon atom. 1,3-dichloroallene is a derivative of allene with the following structure: Is this a polar molecule? (If you have difficulty visualizing the structure of this molecule, you might build a molecular model of it.)
A student draws the picture of ammonia (NH3) in the box below, left, and predicts it will be a flatmolecule with HNH bond angles of exactly 120°. Unfortunately, the student left something out. a. What did the student omit from his drawing? b. What is the actual HNH bond angle of ammonia (based on the draw g above, right)? c. Explain why water, ammonia, and methane (shown below) all have about the same bondangles (close to 109.5°) even though they have different numbers of bonds.
Numerous molecules are detected in deep space. Three of them are illustrated here. (a) Are these compounds isomers? (b) Indicate the hybridization of each C atom in each molecule. (c) What is the value of the HCH angle in each of the three molecules? (d) Which of these molecules is/are polar? (e) Which molecule should have the strongest carbon-carbon bond? The strongest carbon-oxygen bond?
Phosphoserine is a less-common amino acid. (a) Identify the hybridizations of atoms I through 5. (b) What are the approximate values of the bond angles A, B. C, and D? (c) What are the most polar bonds in the molecule?
Consider acetyl salicylic acid, better known as aspirin. Its structure is (a) How many sigma and pi bonds are there in aspirin? (b) What are the approximate values of the angles marked (in blue) A, B, and C? (c) What is the hybridization of each atom marked (in red) 1, 2, and 3?
When two amino acids react with each other, they form a linkage called an amide group, or a peptide link. (If more linkage. are added, a protein or polypeptide is formed.) (a) What are the hybridizations of the C and N atoms in the peptide linkage? (b) Is the structure illustrated the only resonance structure possible for the peptide linkage? If another resonance structure is possible. compare it with the o ne shown. Decide which is the more important structure. (c) The computer-generated structure shown here, which contains a peptide linkage, shows that this linkage is flat. This is an important feature of proteins. Speculate on reasons that the CONH linkage is planar. What are the sites of positive and negative charge in this dipeptide?
What are the bond angles predicted by the VSEPR model about the carbon atom in the formate ion, HCO2? Considering that the bonds to this atom are not identical, would you expect the experimental values to agree precisely with the VSEPR values? How might they differ?
Cinnamaldehyde ocaus naturally in cinnamon oil. (a) What is the most polar bond in the molecule? (b) How many bonds and how many bonds are there? (c) Is cis-trans isomerism possible? If so, draw the isomers of the molecule. (d) Give the hybridization of the C atoms in the molecule. (e) What are the values of the bond angles 1, 2, and 3 ?
The structure of amphetamine, a stimulant, is shown below. (Replacing one H atom on the NH2, or amino, group with CH3 gives methamphetamine a particularly dangerous drug commonly known as speed.) (a) What are the hybrid orbitals used by the C atoms of the C6 ring. by the C atoms of the side chain, and by the N atom? (b) Give approximate values for the bond angles A, B, and C. (c) How many bonds and bonds are in the molerule? (d) Is the molecule polar or nonpolar? (e) Amphetamine reacts readily with a proton (H+) in aqueous solution. Where does this proton attach to the molecule? Explain how the electrostatic potential map predicts this site of protonation.
Using cartoon representations, draw a molecular orbital mixing diagram for a CO bond. In your picture, consider the relative energies of C and O and how this changes the resulting bonding and antibonding molecular orbitals relative to a CC bond.
Predict the valence electron molecular orbital configurations for the following, and state whether they will be stable or unstable ions. (a) Na,2+ (b) Mg,2 (c) AI,2 (d) Si,2 (e) p2+ (f) s,2 (g) F,2 (h) Ar,2 40. Predict the valence electron molecular orbital configurations for the following, and state whether they will be stable or unstable ions. (a) Na22+ (b) Mg22+ (c) Al22+ (d) Si22+ (e) P22+ (f) S22+ (g) F22+ (h) Ar22+

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