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CHM 332 > Ethers, Epoxides, and Sulfides > Flashcards

Ethers, Epoxides, and Sulfides Flashcards

1
Q
  1. Which of the following are ethers?
A

D. 1, 2, 3 and 4

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2
Q
  1. Which of the following are epoxides?
A

B. only 3 and 4

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3
Q
  1. What is the correct assignment of the names of the following ethers?
A

A. 1 = oxirane; 2 = oxetane; 3= oxolane

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4
Q
  1. What is the correct assignment of the names of the following ethers?
A

D. 1 = oxirane; 2 = oxolane; 3 = oxane

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5
Q
  1. Which of the following are thiols?
A

A. only 1

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6
Q
  1. Which of the following statements are true?
  2. ethanol is more soluble in water than dimethyl ether
  3. ethanol has higher boiling point than dimethyl ether
  4. ethanol has the same molecular weight as dimethyl ether

A. only 1

B. only 1 and 2

C. only 1 and 3

D. 1, 2, and 3

A

D. 1, 2 and 3

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7
Q
  1. What is the IUPAC name of the following compound?
A

C. cis-1,4-dimethoxycyclohexane

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8
Q
  1. What is the IUPAC name of the following compound?
A

B. 2-ethylsulfanylpropane

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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

C. 3

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

A. 1

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12
Q
  1. Which of the following reactions provides anisole (PhOCH3) in a high yield?
    A. phenol + sodium methoxide
    B. bromobenzene + bromomethane
    C. sodium phenoxide (PhONa) + bromomethane
    D. bromobenzene + sodium methoxide
A

C. sodium phenoxide (PhONa) + bromomethane

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13
Q
  1. Which of the following reactions provides tert-butyl methyl ether in a high yield?
    A. potassium tert-butoxide + iodomethane
    B. sodium methoxide + tert-butyl bromide
    C. methanol + tert-butyl alcohol in the presence of KOH
    D. iodomethane + tert-butyl bromide in the presence of KOH
A

A. potassium tert-butoxide + iodomethane

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14
Q
  1. Which of the following ethers cannot be prepared by a Williamson ether synthesis?
    A. tert-butyl phenyl ether
    B. isopropyl methyl ether
    C. anisole
    D. tert-butyl methyl ether
A

A. tert-butyl phenyl ether

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15
Q
  1. What is the major organic product obtained from the following reaction?
A

B. 2

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16
Q
  1. What is the major organic product obtained from the following reaction?
A

D. 4

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17
Q
  1. What is the major organic product obtained from the following reaction?
A

B. 2

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18
Q
  1. What type of reactive intermediate is formed in the reaction of tert-butyl methyl ether with HBr to give tert-butyl bromide?
    A. tert-butyl anion
    B. tert-butoxide
    C. tert-butyl radical
    D. tert-butyl cation
A

D. tert-butyl cation

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19
Q
  1. What type of mechanism accounts for the cleavage of dibutyl ether upon treatment with HBr to give two moles of 1-bromobutane?
    A. SN1
    B. SN2
    C. E1
    D. E2
A

B. SN2

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20
Q
  1. What type of mechanism accounts for the cleavage of tert-butyl methyl ether upon treatment with HBr?
    A. SN1
    B. SN2
    C. E1
    D. E2
A

A. SN1

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21
Q
  1. What are the major products obtained upon treatment of anisole, PhOCH3, with excess HBr?
    A. phenol and methanol
    B. bromobenzene and bromomethane
    C. phenol and bromomethane
    D. bromobenzene and methanol
A

C. phenol and bromomethane

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22
Q
  1. What are the major products obtained upon treatment of tert-butyl methyl ether with excess HBr?
    A. tert-butyl alcohol and methanol
    B. tert-butyl bromide and methanol
    C. tert-butyl alcohol and bromomethane
    D. tert-butyl bromide and bromomethane
A

D. tert-butyl bromide and bromomethane

23
Q
  1. What type of reactive intermediate is formed in the reaction of methyl propene with methanol in the presence of an acid catalyst to give methyl tert-butyl ether (MTBE)?
    A. tert-butyl cation
    B. tert-butyl radical
    C. tert-butyl anion
    D. tert-butoxide
A

A. tert-butyl cation

24
Q
  1. What is the major organic product obtained from the following reaction?
25
Q
  1. What is the major organic product obtained from the following reaction?
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 best choice of reagent(s) to perform the following transformation?
A

C. LiAlH4 followed by H3O+

29
Q
  1. What is the best choice of reagent(s) to perform the following transformation?
A

A. peroxyacid

30
Q
  1. What is the major organic product obtained from the following sequence of reactions?
31
Q
  1. What is the major organic product obtained from the following sequence of reactions?
32
Q
  1. What is the major organic product obtained from the following sequence of reactions?
33
Q
  1. What is the major organic product obtained from the following sequence of reactions?
34
Q
  1. What is the major organic product obtained from the following reaction?
35
Q
  1. What is the major organic product obtained from the following reaction?
36
Q
  1. What is the major organic product obtained from the following reaction?
37
Q
  1. What is the major organic product obtained from the following reaction?
38
Q
  1. What is the best choice of reagent(s) to perform the following transformation?
A

LiAlH4 followed by H3O+

39
Q
  1. What is the best choice of reagent(s) to perform the following transformation?
A

B. peroxyacid

40
Q
  1. What is the major organic product obtained from the following sequence of reactions?
41
Q
  1. What is the major organic product obtained from the following sequence of reactions?
42
Q
  1. What is the major organic product obtained from the following sequence of reactions?
43
Q
  1. What is the major organic product obtained from the following sequence of reactions?
44
Q
  1. Which of the following general structures can be made by sequential reaction of epichlorohydrin with appropriate nucleophiles?
45
Q
  1. What is the major organic product obtained from the following reaction?
46
Q
  1. What is the major organic product obtained from the following reaction?
47
Q
  1. What is the major organic product obtained from the following reaction?
48
Q
  1. What is the major organic product obtained from the following reaction?
49
Q
  1. What is the major organic product obtained from the following reaction?
50
Q
  1. What is the major organic product obtained from the following reaction?
51
Q
  1. What would be the best choice of reagent(s) to perform the following transformation?
52
Q
  1. What would be the best choice of reagent(s) to perform the following transformation?
53
Q
  1. What would be the best choice of reagent(s) to perform the following transformation?
A

NaOEt, followed by CH3I

54
Q
  1. What would be the best choice of reagent(s) to perform the following transformation?

CHM 332 (12 decks)

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