Question 1

Provide the structure of γ-butyrolactam.

Accepted Answer

The answer of Provide the structure of γ-butyrolactam....

Question 2

Arrange the following compounds in order of increasing boiling point: acetic acid, propanenitrile, butane, and acetamide.

Accepted Answer

butane < propanenitrile < acetic acid < acetamide

Question 3

Provide the proper IUPAC name for the compound below.

Accepted Answer

isopropyl ...

Question 4

What compound results when benzoic acid reacts with methylamine, and what compound ultimately results when the initially formed compound is heated at 140°C?

Accepted Answer

PhCO₂^- CH₃NH₃⁺ ...

Question 5

Provide a detailed, stepwise mechanism for the reaction of propanoyl chloride with ammonia.

Accepted Answer

The answer of Provide a detailed, stepwise mechanism for the...

Question 6

While the carbonyl stretching frequency for simple aldehydes, ketones, and carboxylic acids is about 1710 cm-1, the carbonyl stretching frequency for acid chlorides is about ________.

Accepted Answer

A)   1700 cm-1
B)   1735 cm-1
C)   1800 cm-1
D)   1660 cm-1
E)   2200 cm-1

Question 7

Describe, in short phrases, the three step mechanism by which hexanoyl chloride reacts with dimethylamine.

Accepted Answer

(i) addition of the nucleophil...

Question 8

Provide the name of the compound shown below.

Accepted Answer

The answer of Provide the name of the compound shown...

Question 9

Provide an arrow pushing mechanism for the following reaction. Show all
intermediate structures and formal charges. You do not need to show resonance structures.

Accepted Answer

The answer of Provide an arrow pushing mechanism for the...

Question 10

Propose a synthesis of methyl thioacetate from one carbon compounds and any other necessary inorganic reagents.

Accepted Answer

Beginning with CO₂,
1...

Question 11

While the carbonyl stretching frequency for simple aldeydes, ketones, and carboxylic acids is about 1710 cm-1, the carbonyl stretching frequency for esters is about ________.

Accepted Answer

A)   1660 cm-1
B)   1700 cm-1
C)   1735 cm-1
D)   1800 cm-1
E)   2200 cm-1

Question 12

Provide the major organic product in the reaction shown below.

Accepted Answer

The answer of Provide the major organic product in the...

Question 13

Provide the proper IUPAC name for ClCH2CH2CONHCH3.

Accepted Answer

N-methyl-3...

Question 14

Acids can be converted to primary amines by:

Accepted Answer

A)   conversion to the nitrile followed by treatment with LiAlH4.
B)   conversion to the diazonium salt followed by treatment with NaBH4.
C)   conversion to the primary amide followed by treatment with LiAlH4.
D)   both A and B.
E)   both A and C.

Question 15

Provide the proper IUPAC name for NCCH2CH2CH2CH2CO2CH3.

Accepted Answer

methyl 5-c...

Question 16

Provide the IUPAC name of the following compound.

Accepted Answer

N,N-diethy...

Question 17

Show how one might synthesize phenylacetone using toluene, NaCN, and any other necessary reagents.

Accepted Answer

1. Br₂, hν or NBS 2. NaCN 3. CH₃MgBr 4. H₃O⁺

Question 18

Distamycin and derivatives have exhibited antiviral, antibiotic, and antitumor activity by binding to the minor groove of DNA (J. Med. Chem. 2004, 2133). Place a line through each bond of distamycin that would be cleaved by acid hydrolysis.

Accepted Answer

The answer of Distamycin and derivatives have exhibited antiviral, antibiotic,...

Question 19

Which of the following statements is/are true?

Accepted Answer

A)   Two equivalents of Grignard reagent react with acid chlorides to yield tertiary alcohols after hydrolysis.
B)   LiAlH4 reacts with acid chlorides to yield secondary alcohols after hydrolysis.
C)   LiAlH[OC(CH3) 3]3 reacts with acid chlorides to yield primary alcohols after hydrolysis.
D)   both A and B
E)   both B and C

Question 20

Which of the following are intermediates in the acid hydrolysis of an amide?

Accepted Answer

A)   1
B)   2
C)   2 & 3
D)   4
E)   1, 2, & 3

Exam 21: Carboxylic Acid Derivatives

Provide the structure of γ-butyrolactam.

Correct AnswerverifiedShow Answer

Arrange the following compounds in order of increasing boiling point: acetic acid, propanenitrile, butane, and acetamide.

Correct Answerverifiedbutane < propanenitrile < acetic acid < acetamide

Provide the proper IUPAC name for the compound below.

Correct Answerverifiedisopropyl ...View AnswerShow Answer

What compound results when benzoic acid reacts with methylamine, and what compound ultimately results when the initially formed compound is heated at 140°C?

Correct AnswerverifiedPhCO2- CH3NH3+ ...View AnswerShow Answer

Provide a detailed, stepwise mechanism for the reaction of propanoyl chloride with ammonia.

Correct AnswerverifiedShow Answer

While the carbonyl stretching frequency for simple aldehydes, ketones, and carboxylic acids is about 1710 cm-1, the carbonyl stretching frequency for acid chlorides is about ________.

Correct AnswerverifiedShow Answer

Describe, in short phrases, the three step mechanism by which hexanoyl chloride reacts with dimethylamine.

Correct Answerverified(i) addition of the nucleophil...View AnswerShow Answer

Provide the name of the compound shown below.

Correct AnswerverifiedShow Answer

Provide an arrow pushing mechanism for the following reaction. Show all intermediate structures and formal charges. You do not need to show resonance structures.

Correct AnswerverifiedShow Answer

Propose a synthesis of methyl thioacetate from one carbon compounds and any other necessary inorganic reagents.

Correct AnswerverifiedBeginning with CO2,1...View AnswerShow Answer

While the carbonyl stretching frequency for simple aldeydes, ketones, and carboxylic acids is about 1710 cm-1, the carbonyl stretching frequency for esters is about ________.

Correct AnswerverifiedShow Answer

Provide the major organic product in the reaction shown below.

Correct AnswerverifiedShow Answer

Provide the proper IUPAC name for ClCH2CH2CONHCH3.

Correct AnswerverifiedN-methyl-3...View AnswerShow Answer

Acids can be converted to primary amines by:

Correct AnswerverifiedShow Answer

Provide the proper IUPAC name for NCCH2CH2CH2CH2CO2CH3.

Correct Answerverifiedmethyl 5-c...View AnswerShow Answer

Provide the IUPAC name of the following compound.

Correct AnswerverifiedN,N-diethy...View AnswerShow Answer

Show how one might synthesize phenylacetone using toluene, NaCN, and any other necessary reagents.

Correct Answerverified1. Br2, hν or NBS 2. NaCN 3. CH3MgBr 4. H3O+

Distamycin and derivatives have exhibited antiviral, antibiotic, and antitumor activity by binding to the minor groove of DNA (J. Med. Chem. 2004, 2133). Place a line through each bond of distamycin that would be cleaved by acid hydrolysis.

Correct Answerverified11eab45f_cded_fbf9_acdb_4bf757a41609_TB6198_00

Which of the following statements is/are true?

Correct AnswerverifiedShow Answer

Which of the following are intermediates in the acid hydrolysis of an amide?

Correct AnswerverifiedShow Answer

Correct Answer
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Correct Answer
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butane < propanenitrile < acetic acid < acetamide

Correct Answer
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isopropyl ...
View Answer

Correct Answer
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PhCO₂^- CH₃NH₃⁺ ...
View Answer

Correct Answer
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While the carbonyl stretching frequency for simple aldehydes, ketones, and carboxylic acids is about 1710 cm^-1, the carbonyl stretching frequency for acid chlorides is about ________.

Correct Answer
verified

Correct Answer
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(i) addition of the nucleophil...
View Answer

Correct Answer
verified

Correct Answer
verified

Correct Answer
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Beginning with CO₂,
1...
View Answer

While the carbonyl stretching frequency for simple aldeydes, ketones, and carboxylic acids is about 1710 cm^-1, the carbonyl stretching frequency for esters is about ________.

Correct Answer
verified

Correct Answer
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Provide the proper IUPAC name for ClCH₂CH₂CONHCH₃.

Correct Answer
verified
N-methyl-3...
View Answer

Correct Answer
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Provide the proper IUPAC name for NCCH₂CH₂CH₂CH₂CO₂CH₃.

Correct Answer
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methyl 5-c...
View Answer

Correct Answer
verified
N,N-diethy...
View Answer

Correct Answer
verified
1. Br₂, hν or NBS 2. NaCN 3. CH₃MgBr 4. H₃O⁺

Correct Answer
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11eab45f_cded_fbf9_acdb_4bf757a41609_TB6198_00

Correct Answer
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Correct Answer
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