CHEM 202 Practice Exam 3

CHEM 202 Practice Exam 3 - C HEM202 Practice Exam 3 Fall...

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CHEM202 Practice Exam 3 Fall 2010 NAME: Dr. Thomas Berg Total Points = 125 Questionsl-25 : 5 points each
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1. \\Inat is the compound formed from the following reaction? o I: CH3CH2CNHCH3 + CH3CH2COO -- ? 0 0 il II a) CH3CH2C-O-CCH2CH2CH3 0 II b) CH3CH2COCH2CH2CH3 0 c) CH3CH2CH 2 COCH 2 CH 3 0 d) CH3CH2CCH2CH2CH3 e) No reaction. 2. Which ofthe following is not an intermediate or product ofthe following reaction? b) c) 0= 1&0 _M_e_o_~ II> O< 0Me OMe oMe l'OH
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3. Which of the following compounds is N,N-dimethylbenzamide? N. v. a) I b) II c) III d) IV e) V 4 .. What is the IUPAC name for the following compound? Br 0 I II CH 3 CHCHCH 2 CH I CH2CH3 a) 2-bromo-3-ethylpentanal b) ~-bromo-'Y-methylcapraldehyde c) 3-bromo-4-methylcapraldehyde d) 3-bromo-4-ethylpentanal e) None of these is correct.
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5. Why do aldehydes undergo nucleophilic addition reactions while esters undergo nucleophilic acyl substitution reactions? a) The carbonyl carbon of an ester is more electrophilic than that of an aldehyde. b) Aldehydes are more sterically hindered than esters. c) Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one ofthe attached groups. d) The ester carbonyl carbon is Sp3 hybridized while the aldehyde carbonyl carbon is Sp2 hybridized. e) Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated since they are strongly basic. 6. Which ofthe folloVving is an enamine? I. IV. n. v. III. a) I b) II c) III d) IV e) V 7. When the carbonyl group from a neutral ketone is protonated, which of the following statements is not correct?
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CHEM 202 Practice Exam 3 - C HEM202 Practice Exam 3 Fall...

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