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What is (are) the product(s) of the following reaction? What is (are) the product(s) 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

E) All of the above
F) A) and B)

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Which of the following represents a keto-enol tautomeric pair? Which of the following represents a keto-enol tautomeric pair? A) I B) II C) III D) IV


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

E) A) and B)
F) None of the above

Correct Answer

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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

E) C) and D)
F) A) and D)

Correct Answer

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


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

E) C) and D)
F) B) and D)

Correct Answer

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Which of the following about the physical properties of alkynes is not true?


A) Alkynes have low melting and boiling points.
B) Melting and boiling points increase as the number of carbons increases.
C) Alkynes are soluble in organic solvents.
D) Alkynes are soluble in water.

E) B) and D)
F) B) and C)

Correct Answer

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


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

E) B) and C)
F) None of the above

Correct Answer

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What is the starting material in the following reaction? What is the starting material in the following reaction? A) I B) II C) III D) IV


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

E) A) and B)
F) None of the above

Correct Answer

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What is (are) the major organic product(s) of the following reaction? What is (are) the major organic product(s) of the following reaction? A) Only I and II B) Only II and III C) Only I and III D) I, II, III


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

E) A) and D)
F) None of the above

Correct Answer

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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

E) None of the above
F) A) and B)

Correct Answer

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What is the reagent required to accomplish the following transformation? What is the reagent required to accomplish the following transformation? A) SOCl<sub>2</sub> B) 2eq. HCl C) Cl<sub>2</sub> D) Br<sub>2</sub>/CCl<sub>4</sub>


A) SOCl2
B) 2eq. HCl
C) Cl2
D) Br2/CCl4

E) A) and B)
F) A) and C)

Correct Answer

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Which of the following compounds can be an enol tautomer of 1,3-cyclohexandione? Which of the following compounds can be an enol tautomer of 1,3-cyclohexandione? 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

E) B) and D)
F) None of the above

Correct Answer

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Which of the following explains why 1-pentyne has a slightly higher boiling point than 1-pentene?


A) 1-Pentyne has more carbons than 1-pentene.
B) 1-Pentyne has more carbons per hydrogen than 1-pentene.
C) 1-Pentyne is linear while 1-pentene is trigonal planar.
D) The C-C triple bond in 1-pentyne is more polar than the C-C double bond in 1-pentene.

E) All of the above
F) A) and B)

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Which of the following statements about the reactions of alkynes is not true?


A) Alkynes contain easily broken bonds.
B) Alkynes undergo addition reactions.
C) When alkynes undergo two sequential addition reactions, four new bonds are formed.
D) When alkynes undergo two sequential addition reactions, two new bonds and a bond are formed.

E) B) and D)
F) B) and C)

Correct Answer

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Rank the following compounds in order of decreasing basicity, putting the most basic first. Rank the following compounds in order of decreasing basicity, putting the most basic first. A) I > II > III B) III > II > I C) III > I > II D) II > III > I


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

E) B) and C)
F) A) and D)

Correct Answer

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound. A) 4-Methyl-4-penten-1-yne B) 2-Methyl-2-hexen-5-yne C) 5-Methyl-4-hexen-1-yne D) 2-Methyl-2-penten-4-yne


A) 4-Methyl-4-penten-1-yne
B) 2-Methyl-2-hexen-5-yne
C) 5-Methyl-4-hexen-1-yne
D) 2-Methyl-2-penten-4-yne

E) C) and D)
F) A) and D)

Correct Answer

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound. A) 3-sec-Butyl-1,4-octadiyne B) 3-Isopropyl-1,5-octadiyne C) 3-Isopropyl-1,5-nonadiyne D) 3-sec-Butyl-1,4-nonadiyne


A) 3-sec-Butyl-1,4-octadiyne
B) 3-Isopropyl-1,5-octadiyne
C) 3-Isopropyl-1,5-nonadiyne
D) 3-sec-Butyl-1,4-nonadiyne

E) A) and B)
F) A) and C)

Correct Answer

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


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

E) A) and B)
F) B) and C)

Correct Answer

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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

E) A) and C)
F) A) and B)

Correct Answer

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Which of the following bases cannot 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

E) A) and B)
F) A) and C)

Correct Answer

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Give the IUPAC name for the following compound. Give the IUPAC name for the following compound. A) trans-2-Acetylenecyclohexanol B) trans-2-Ethynylcyclohexanol C) trans-2-Acetylene-1-cyclohexanol D) trans-2-Ethylenecyclohexanol


A) trans-2-Acetylenecyclohexanol
B) trans-2-Ethynylcyclohexanol
C) trans-2-Acetylene-1-cyclohexanol
D) trans-2-Ethylenecyclohexanol

E) B) and C)
F) A) and D)

Correct Answer

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