_7 Assuming all of the following molecules are planar, which one can be labeled antiaromatic? HN IV d. IV е. V I II I а. I b. II с. Ш

2. Assign the R or S configuration to each chiral center in the molecules below. CH2CH2B. CH3 .CO2H (H3C)3C. C=CH HO CH,F H,C=G+CH(CH,CH3)2 CH2CH,CH3 HO H C(CH3)3 ОН CH,CH,Br F"CH2Br 3 4 (numbers indicate the IUPAC numbering)

How many of the following molecules will rotate plane polarized light? H. CH, CH3 Me H. CH, CH,CH3 H;C. CH2CH3 H;C. H. ČH, Br cı' H H;CH,C 2

2. How many chiral centers does the following compound have? Br A. 2 В. 3 С.4 D. 5

Which of the following molecules has a chiral (asymmetric) carbon atom? Br CH3 CH3 CH;CH2CHCH3 CH3-C ; CH3 C-CH,Br CH3CH2CH2CH2Br -Br CH3 CH3 A O a. D O b. C О с. В O d. A

Which of the following is a chiral molecule? Но- HO. O., 1 2 O A 1 O B. 2 OC.3 O D.4 3.

4. Optical isomerism occurs when a molecule's mirror image is superimposable. b. both cis and trans isomers exist in equal concentrations. two or more structural isomers of a molecule exist. а. с. d. at least one carbon atom in a molecule is bonded to four different atoms or groups. e. both enantiomers are present in a racemic mixture.

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2. Identify the functional groups labelled A-I. HO, CO2H HOʻ но. HO, CO2H A HO H „CH3 H3č „CH3 H H3C° но E F Zocor (Merck) Pravachol (Bristol-Myers Squibb) Lipitor (Pfizer) FUNCTIONAL GROUPS A. В. C. D. Е. F. G. Н. I.

Which OH groups are bonded to sp3 hybridized carbon atoms and which are bonded to sp2 hybridized carbons?