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CHM 332 > Alcohols > Flashcards

Alcohols Flashcards

1
Q
  1. Which of the following best describes the reaction of sodium metal with methanol to give hydrogen and sodium methoxide?
    A. Lewis acid-base
    B. Brønsted-Lowry acid-base
    C. electrophile-nucleophile
    D. oxidation-reduction
A

D. oxidation-reduction

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2
Q
  1. What is the major organic product obtained from the reaction of 1-butanol with aqueous HBr at reflux?
    A. 1-bromobutane
    B. 2-bromobutane
    C. 2-bromo-1-butanol
    D. 1-butene
A

A. 1-bromobutane

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3
Q
  1. What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux?
    A. 1-bromo-2,2-dimethylpropane
    B. 1-bromo-2-methylbutane
    C. 2-bromo-2-methylbutane
    D. 3-bromo-2-methylbutane
A

C. 2-bromo-2-methylbutane

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4
Q
  1. What is the major organic product obtained from the following reaction?
A

D) 4

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5
Q
  1. What is the major organic product obtained from the following reaction?
A

B) 2

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6
Q
  1. Which of the following alcohols reacts fastest with HBr to give the corresponding alkyl bromide?
    A. methanol
    B. ethanol
    C. 2-propanol
    D. 2-methyl-2-propanol
A

D. 2-methyl-2-propanol

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7
Q
  1. Which of the following alcohols reacts fastest with HBr to give the corresponding alkyl bromide?
A

C. 3

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8
Q
  1. What type of reactive intermediate is formed in the reaction of 2-methyl-2-hexanol with HBr to give 2-bromo-2-methylhexane?
    A. an alkoxide
    B. a tertiary cation
    C. a tertiary radical
    D. a tertiary anion
A

a tertiary cation

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9
Q
  1. What is the major organic product obtained from the following reaction?
A

B. 2

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10
Q
  1. What is the major organic product obtained from the following reaction?
A

D. 4

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11
Q
  1. What is the major organic product obtained from the following reaction?
A

C. 3

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12
Q
  1. What is the major organic product obtained from the following reaction?
A

D) 4

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13
Q
  1. What is the major organic product obtained from the following reaction?
A

D) 4

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14
Q
  1. What is the major organic product obtained from the following reaction?
A

A) 1

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15
Q
  1. What is the major organic product obtained upon heating a mixture of 2-methylcyclopentanol and 85% H3PO4?
    A. 1-methylcyclopentene
    B. 3-methylcyclopentene
    C. 4-methylcyclopentene
    D. methylenecyclopentene
A

A. 1-methylcyclopentene

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16
Q
  1. What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3)3CCH(OH)CH3, with sulfuric acid?
    A. 3,3-dimethyl-1-butene
    B. 2,3-dimethyl-1-butene
    C. 2,3-dimethyl-2-butene
    D. tert-butyl alcohol
A

C. 2,3-dimethyl-2-butene

17
Q
  1. What is the major organic product obtained upon heating a mixture of 2-butanol and 85% H3PO4?
    A. 1-butene
    B. cis-2-butene
    C. trans-2-butene
    D. 2-methylpropene (isobutylene)
A

C. trans-2-butene

18
Q
  1. Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene?
    A. methanol
    B. ethanol
    C. 2-propanol
    D. 2-methyl-2-propanol
A

D. 2-methyl-2-propanol

19
Q
  1. Which of the following alcohols undergoes the most rapid dehydration upon treatment with H2SO4 to give an alkene?
20
Q
  1. What is the major organic product obtained from the following reaction?
21
Q
  1. What is the major organic product obtained from the following reaction?
22
Q
  1. What is the major organic product obtained from the following reaction?
23
Q
  1. What is the major organic product obtained from the following reaction?
24
Q
  1. What is the major organic product obtained from the following reaction?
A

C. butanone, CH3CH2COCH3

25
Q
  1. What is the major organic product obtained from the following reaction?
A

D. butanoic acid, CH3CH2CH2COOH

26
Q
  1. What is the major organic product obtained from the following reaction?
27
Q
  1. What is the major organic product obtained from the following reaction?
28
Q
  1. What is the major organic product obtained from the following reaction?
A

hexanedial, OHC(CH2)4CHO

29
Q
  1. What is the major organic product obtained from the following reaction?
A

acetaldehyde, CH3CHO

30
Q
  1. What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with HCl to give tert-butyl chloride?
    A. tert-butyl radical
    B. tert-butyl anion
    C. tert-butyl cation
    D. tert-butoxide
A

tert-butyl cation

31
Q
  1. What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with H2SO4 to give methylpropene?
    A. tert-butyl cation
    B. tert-butyl anion
    C. tert-butyl radical
    D. tert-butoxide
A

tert-butyl cation

32
Q
  1. What is the best choice of reagent to achieve the following transformation?
A

SOCl2, pyridine

33
Q
  1. What is the best choice of reagent to perform the following transformation?
34
Q
  1. What is the best choice of reagent to perform the following transformation?
35
Q
  1. What is the best choice of reagent to achieve the following transformation?
36
Q
  1. What is the best choice of reagent to perform the following transformation?
37
Q
  1. What is the major organic product obtained from the following sequence of reactions?
A

1-iodo-3-methylbutane

38
Q
  1. What is the major organic product obtained from the following sequence of reactions?
A

(R)-2-azidopentane

39
Q
  1. What is the correct assignment of the names of the following functional groups?
A

1 = thiol; 2 = sulfinic acid; 3 = sulfonic acid

CHM 332 (12 decks)

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