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Which of the following is the correct order of decreasing acid strength (more acidic > less acidic) ?


A) FCH2COOH > ClCH2COOH > BrCH2COOH
B) CH3COOH > ClCH2COOH > Cl2CHCOOH
C) CH3COOH > FCH2COOH > CH3CH2OH
D) CH3CH2OH > FCH2COOH > ClCH2COOH

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

Correct Answer

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Which of the following has the highest boiling point?


A) hexane
B) 1-pentanol
C) pentanal
D) butanoic acid

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

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Which of the following is a reactive intermediate in the thermal decarboxylation of a 1,3-diacid?


A) enol
B) carbocation
C) carbanion
D) carboxylate

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

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What is the major organic product obtained from the following reaction? 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? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What is the best choice of reagent to perform the following transformation? What is the best choice of reagent to perform the following transformation? A) NaCl B) HCl C) SOCl<sub>2</sub> D) Cl<sub>2</sub>


A) NaCl
B) HCl
C) SOCl2
D) Cl2

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

Correct Answer

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s) to perform the following transformation? A) 1. LiAlH<sub>4</sub>; 2. H<sub>3</sub>O<sup>+</sup> B) H<sub>2</sub>, Pt C) 1. NaBH<sub>4</sub>; 2. H<sub>2</sub>O D) NaH


A) 1. LiAlH4; 2. H3O+
B) H2, Pt
C) 1. NaBH4; 2. H2O
D) NaH

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

Correct Answer

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s) to perform the following transformation? A) CH<sub>3</sub>OH, H<sub>2</sub>SO<sub>4</sub> B) CH<sub>3</sub>I, H<sub>2</sub>SO<sub>4</sub> C) NaOCH<sub>3</sub> D) CH<sub>3</sub>Li


A) CH3OH, H2SO4
B) CH3I, H2SO4
C) NaOCH3
D) CH3Li

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

Correct Answer

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A

What is the IUPAC name of the following compound What is the IUPAC name of the following compound A) 3,3-dimethylhexanoic acid B) 2,2-dimethylpentanoic acid C) 2,2-dimethylpentanal D) 4,4-dimethyl-6-hexanoyl acid


A) 3,3-dimethylhexanoic acid
B) 2,2-dimethylpentanoic acid
C) 2,2-dimethylpentanal
D) 4,4-dimethyl-6-hexanoyl acid

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

Correct Answer

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Which of the following has the highest boiling point?


A) acetic acid
B) pentanol
C) butanoic acid
D) pentanal

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

Correct Answer

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What is the best choice of reagent(s) to perform the following transformation? What is the best choice of reagent(s) to perform the following transformation? A) 1. LiAlH<sub>4</sub>; 2. H<sub>3</sub>O<sup>+</sup> B) H<sub>2</sub>, Pt C) 1. NaBH<sub>4</sub>; 2. H<sub>2</sub>O D) NaH


A) 1. LiAlH4; 2. H3O+
B) H2, Pt
C) 1. NaBH4; 2. H2O
D) NaH

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

Correct Answer

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

E) None of the above
F) All of the above

Correct Answer

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A

What is the correct assignment of the names of the following substituted benzenes? What is the correct assignment of the names of the following substituted benzenes? A) 1 = succinic acid; 2 = oxalic acid; 3 = malonic acid; 4 = adipic acid B) 1 = oxalic acid; 2 = malonic acid; 3 = succinic acid; 4 = adipic acid C) 1 = oxalic acid; 2 = succinic acid; 3 = adipic acid; 4 = malonic acid D) 1 = adipic acid; 2 = malonic acid; 3 = succinic acid; 4 = oxalic acid


A) 1 = succinic acid; 2 = oxalic acid; 3 = malonic acid; 4 = adipic acid
B) 1 = oxalic acid; 2 = malonic acid; 3 = succinic acid; 4 = adipic acid
C) 1 = oxalic acid; 2 = succinic acid; 3 = adipic acid; 4 = malonic acid
D) 1 = adipic acid; 2 = malonic acid; 3 = succinic acid; 4 = oxalic acid

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

Correct Answer

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B

What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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Which of the following carboxylic acids undergoes the most rapid thermal decarboxylation reaction? Which of the following carboxylic acids undergoes the most rapid thermal decarboxylation reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound? A) (E) -4-ethyl-3-pentenoic acid B) (Z) -4-ethyl-3-pentenoic acid C) (E) -4-methyl-3-hexenoic acid D) (Z) -4-methyl-3-hexenoic acid


A) (E) -4-ethyl-3-pentenoic acid
B) (Z) -4-ethyl-3-pentenoic acid
C) (E) -4-methyl-3-hexenoic acid
D) (Z) -4-methyl-3-hexenoic acid

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

Correct Answer

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

Correct Answer

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction? A) 1 B) 2 C) 3 D) 4


A) 1
B) 2
C) 3
D) 4

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

Correct Answer

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