Question 1

The rate-determining step in the following reaction is protonation of the alcohol. $\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{OH}+\mathrm{HBr} \longrightarrow\left(\mathrm{CH}_{3}\right)_{3} \mathrm{C}-\mathrm{Br}+\mathrm{H}_{2} \mathrm{O}$ ?

Accepted Answer

A) True 
 B)False

Question 2

What is the approximate C−O−H bond angle of an alcohol?

Accepted Answer

A)   90°
B)   109.5°
C)   120°
D)   180°E) B) and C)
F) A) and B)

Question 3

What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with HCl to give tert-butyl chloride?

Accepted Answer

A)   tert-butyl radical
B)   tert-butyl anion
C)   tert-butyl cation
D)   tert-butoxideE) A) and B)
F) B) and D)

Question 4

Reaction with Na, NaH, or NaOH can be used to irreversibly accomplish the following reaction. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{ONa}^{+}$

Accepted Answer

A) True 
 B)False

Question 5

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 6

If the Ka of isopropyl alcohol is 1.0 × 10-17, the pKa of isopropyl alcohol______.

Accepted Answer

Question 7

What is the IUPAC name of the following compound (shown as a Fischer projection)?

Accepted Answer

The answer of What is the IUPAC name of the...

Question 8

What is the major organic product obtained from the following reaction?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and C)
F) A) and B)

Question 9

What is the major organic product obtained from the following reaction? 3CH=CHCH3 B)  butanedione, CH3COCOCH3 C)  acetaldehyde, CH3CHO D)  acetic acid, CH3COOH" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   trans-2-butene, (
E)   CH3CH=CHCH3
B)   butanedione, CH3COCOCH3
C)   acetaldehyde, CH3CHO
D)   acetic acid, CH3COOHE) A) and C)
F) A) and B)

Question 10

What is the IUPAC name of the following compound?

Accepted Answer

A)   (R) -2,2-dimethyl-3-pentanol
B)   (S) -2,2-dimethyl-3-pentanol
C)   1-tert-butyl-1-propanol
D)   (S) -4,4-dimethyl-3-pentanolE) None of the above
F) C) and D)

Question 11

What is the major organic product obtained from the following reaction?

Accepted Answer

The answer of What is the major organic product obtained...

Question 12

What is the major organic product obtained from the following reaction? $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\stackrel { \mathrm{NaSH} } { \longrightarrow }$

Accepted Answer

The answer of What is the major organic product obtained...

Question 13

What is the major organic product obtained from the following reaction?

Accepted Answer

A)   1
B)   2
C)   3
D)   4E) B) and C)
F) A) and D)

Question 14

Identify "X" and "Y" in the following reaction. ​ 4. B)  X is 3-methylpentane-2,3-diol, and Y is HIO3. C)  X is 2-methylpentane-2,3-diol, and Y is HIO4. D)  X is 2-methylpentane-2,3-diol, and Y is HIO3." class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   X is 4-methylpentane-3,4-diol, and Y is HIO4.
B)   X is 3-methylpentane-2,3-diol, and Y is HIO3.
C)   X is 2-methylpentane-2,3-diol, and Y is HIO4.
D)   X is 2-methylpentane-2,3-diol, and Y is HIO3.E) B) and D)
F) None of the above

Question 15

What is the IUPAC name of the following compound (shown as a Fischer projection)?

Accepted Answer

(1R,2R)-2-...

Question 16

What is the best choice of reagent to perform the following transformation? 2SO4 D)  KMnO4" class="answers-bank-image d-inline" rel="preload" >

Accepted Answer

A)   HCl
B)   NaOH
C)   H2SO4
D)   KMnO4E) A) and C)
F) A) and B)

Question 17

What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux?

Accepted Answer

A)   1-bromo-2,2-dimethylpropane
B)   1-bromo-2-methylbutane
C)   2-bromo-2-methylbutane
D)   3-bromo-2-methylbutaneE) A) and B)
F) A) and C)

Question 18

Which of the following is/are secondary (2°)  alcohols?

Accepted Answer

A)   only 1
B)   only 3
C)   only 2 and 4
D)   1, 2, 3 and 4E) C) and D)
F) A) and B)

Question 19

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)   3-methyl-1-butene
B)   2-iodo-2-methylbutane
C)   1-iodo-3-methylbutane
D)   1-chloro-3-methylbutaneE) C) and D)
F) A) and B)

Question 20

What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3) 3CCH(OH) CH3, with sulfuric acid?

Accepted Answer

A)   3,3-dimethyl-1-butene
B)   2,3-dimethyl-1-butene
C)   2,3-dimethyl-2-butene
D)   tert-butyl alcoholE) All of the above
F) C) and D)

Exam 10: Alcohols

What is the major organic product obtained from the following sequence of reactions?

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Reaction with Na, NaH, or NaOH can be used to irreversibly accomplish the following reaction. CH3CH2OH⟶CH3CH2ONa+\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{ONa}^{+}CH3​CH2​OH⟶CH3​CH2​ONa+

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Identify "X" and "Y" in the following reaction. ​

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What is the IUPAC name of the following compound?

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What is the IUPAC name of the following compound (shown as a Fischer projection)?

Correct Answerverified(1R,2R)-2-...View AnswerShow Answer

What is the major organic product obtained from the reaction of 2,2-dimethyl-1-propanol aqueous HBr at reflux?

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What is the major organic product obtained from the following reaction?

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What is the IUPAC name of the following compound (shown as a Fischer projection)?

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What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH3) 3CCH(OH) CH3, with sulfuric acid?

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Which of the following is/are secondary (2°) alcohols?

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What is the major organic product obtained from the following reaction?

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What is the major organic product obtained from the following reaction?

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What is the best choice of reagent to perform the following transformation?

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What is the major organic product obtained from the following reaction?

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What is the major organic product obtained from the following reaction? CH3CH2CH2CH2Br⟶NaSH\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\stackrel { \mathrm{NaSH} } { \longrightarrow }CH3​CH2​CH2​CH2​Br⟶NaSH​

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What type of reactive intermediate is formed in the reaction of tert-butyl alcohol with HCl to give tert-butyl chloride?

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What is the approximate C−O−H bond angle of an alcohol?

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If the Ka of isopropyl alcohol is 1.0 × 10-17, the pKa of isopropyl alcohol______.

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What is the major organic product obtained from the following reaction?

Correct AnswerverifiedShow Answer

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Reaction with Na, NaH, or NaOH can be used to irreversibly accomplish the following reaction. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH} \longrightarrow \mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{ONa}^{+}$

Correct Answer
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Identify "X" and "Y" in the following reaction.

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(1R,2R)-2-...
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What is the major organic product obtained upon heating a mixture of 3,3-dimethyl-2-butanol, (CH₃) ₃CCH(OH) CH₃, with sulfuric acid?

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What is the major organic product obtained from the following reaction? $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{Br}\stackrel { \mathrm{NaSH} } { \longrightarrow }$

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If the K_a of isopropyl alcohol is 1.0 × 10^-17, the pK_a of isopropyl alcohol______.

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Correct Answer
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