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Which of the following statements about alkynes is not true?


A) Alkynes undergo many addition reactions.
B) Alkynes are more polarizable than alkenes.
C) Both bonds of a C-C triple bond are weaker than a C-C bond.
D) The electrons in the bonds of alkynes are more tightly held than those of alkenes.

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In the addition of HBr to 1-butyne, the electrophile in the first step of the mechanism is:


A) The Csp-H1s bond of 1-butyne.
B) The C-C triple bond of 1-butyne.
C) The H atom in HBr.
D) The Br ion.

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound.   A)  4-Chloro-4-methyl-2-heptyne B)  3-Chloro-3-methyl-4-heptyne C)  3-Chloro-3-methyl-4-hexyne D)  4-Chloro-4-methyl-2-hexyne


A) 4-Chloro-4-methyl-2-heptyne
B) 3-Chloro-3-methyl-4-heptyne
C) 3-Chloro-3-methyl-4-hexyne
D) 4-Chloro-4-methyl-2-hexyne

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D

In the addition of HBr to 1-butyne, the nucleophile in the first step of the mechanism is:


A) The Csp-H1s bond of 1-butyne.
B) The C-C triple bond of 1-butyne.
C) The H atom in HBr.
D) The Br ion.

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B

Which of the following molecular formulas is consistent with the formula for a molecule containing one alkyne and no other degrees of unsaturation? C10H20C10H22C10H18C10H19 I  II  III  IV \begin{array} { c c c l } \mathrm { C } _ { 10 } \mathrm { H } _ { 20 } & \mathrm { C } _ { 10 } \mathrm { H } _ { 22 } & \mathrm { C } _ { 10 } \mathrm { H } _ { 18 } & \mathrm { C } _ { 10 } \mathrm { H } _ { 19 } \\\text { I } & \text { II } & \text { III } & \text { IV }\end{array}


A) I
B) II
C) III
D) IV

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Which of the following represents an internal alkyne? Which of the following represents an internal alkyne?   A)  Only I and II B)  Only I and III C)  Only II and IV D)  Only II and III


A) Only I and II
B) Only I and III
C) Only II and IV
D) Only II and III

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How many degrees of unsaturation are introduced by a triple bond?


A) 0
B) 1
C) 2
D) 3

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Which method would work the best in accomplishing the following transformation? Which method would work the best in accomplishing the following transformation?   A)  [1] HBr; [2] 2eq. NaNH<sub>2</sub> B)  [1] Br<sub>2</sub>; [2] 2eq. NaNH<sub>2</sub> C)  [1] Br<sub>2</sub>, H<sub>2</sub>O; [2] NaNH<sub>2</sub> D)  [1]BH<sub>3</sub>, THF; [2] H<sub>2</sub>O<sub>2</sub>, NaOH; [3] NaNH<sub>2</sub>


A) [1] HBr; [2] 2eq. NaNH2
B) [1] Br2; [2] 2eq. NaNH2
C) [1] Br2, H2O; [2] NaNH2
D) [1]BH3, THF; [2] H2O2, NaOH; [3] NaNH2

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound.   A)  6,6-Dimethyl-3-octyne B)  3,3-Dimethyl-3-octyne C)  3,3-Dimethy-5-octyne D)  6-Ethyl-6-methyl-3-heptyne


A) 6,6-Dimethyl-3-octyne
B) 3,3-Dimethyl-3-octyne
C) 3,3-Dimethy-5-octyne
D) 6-Ethyl-6-methyl-3-heptyne

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Which of the following compounds is a tautomer of 2-hexanone? Which of the following compounds is a tautomer of 2-hexanone?   A)  Only I and II B)  Only I and III C)  Only II and III D)  I, II, III


A) Only I and II
B) Only I and III
C) Only II and III
D) I, II, III

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Which of the following bases can deprotonate acetylene? You are given the pKa values of the conjugate acids in parentheses. CH3NH(pKa=40) CO32(pKa=10.2) CH2=CH(pKa=44) (CH3) 3CO(pKa=18) \mathrm { CH } _ { 3 } \mathrm { NH } ^ { - } \left( \mathrm { p } K _ { a } = 40 \right) \quad \mathrm { CO } _ { 3 } ^ { 2 - } \left( \mathrm { p } K _ { a } = 10.2 \right) \quad \mathrm { CH } _ { 2 } = \mathrm { CH } ^ { - } \left( \mathrm { p } K _ { a } = 44 \right) \quad \left( \mathrm { CH } _ { 3 } \right) _ { 3 } \mathrm { CO } ^ { - } \left( \mathrm { p } K _ { a } = 18 \right) I \quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad II \quad\quad\quad\quad\quad\quad\quad\quad\quad III \quad\quad\quad\quad\quad\quad\quad\quad\quad\quad\quad IV


A) Only I and II
B) Only I and III
C) Only II and III
D) Only II and IV

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What is the major product of the following reaction? What is the major product of the following reaction?   A)  Only I B)  Only II C)  Only III D)  I, II, III


A) Only I
B) Only II
C) Only III
D) I, II, III

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A

Which of the following alkynes is a symmetrical alkyne? Which of the following alkynes is a symmetrical alkyne?   A)  I B)  II C)  III D)  IV


A) I
B) II
C) III
D) IV

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Which of the following represents a terminal alkyne? Which of the following represents a terminal alkyne?   A)  Only I and II B)  Only II and III C)  Only I and III D)  Only II and IV


A) Only I and II
B) Only II and III
C) Only I and III
D) Only II and IV

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How many bonds and bonds are present in a triple bond?


A) One bond and one bond.
B) One bond and two bonds.
C) Two bonds and one bond.
D) Two bonds and two bonds.

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Which of the indicated hydrogen in the following compounds is the least acidic? Which of the indicated hydrogen in the following compounds is the least acidic?   A)  I B)  II C)  III D)  IV


A) I
B) II
C) III
D) IV

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?   A)  I B)  II C)  III D)  IV


A) I
B) II
C) III
D) IV

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What is the major organic product of the following reaction? What is the major organic product of the following reaction?   A)  I B)  II C)  III D)  IV


A) I
B) II
C) III
D) IV

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Which of the following anions is the most basic? Which of the following anions is the most basic?   A)  I B)  II C)  III D)  IV


A) I
B) II
C) III
D) IV

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Which of the following statements about tautomers is true?


A) Tautomers differ in the position of a single bond and a hydrogen atom.
B) Tautomers differ in the position of a double bond and a carbon atom.
C) Tautomers differ in the position of a double bond and a hydrogen atom.
D) Tautomers differ in the position of a single bond and a carbon atom.

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