Question 1

Predict the product for the following reaction sequence.

Accepted Answer

A)  2,2-dimethylpropanoic acid 
B)  3,3-dimethyl-2-butanone 
C)  2,2-dimethyl-1-propanol 
D)  2,2-dimethylbutanoic acid 
E)  2,2-dimethylethanoic acid 
A)  2,2-dimethylpropanoic acid 
B)  3,3-dimethyl-2-butanone 
C)  2,2-dimethyl-1-propanol 
D)  2,2-dimethylbutanoic acid 
E)  2,2-dimethylethanoic acid

Question 2

Using ethyl 3-methylbutanoate as your only source of carbon and using any other reagents necessary, propose a stepwise synthesis for the following conversion.

Accepted Answer

@#IMG-DLM&_TB4454_00

Question 3

What is the IUPAC name for the following compound?

Accepted Answer

2-bromocyc

Question 4

Predict the product(s) for the following reaction.

Accepted Answer

The answer of Predict the product(s) for the following reaction....

Question 5

What is the common name for the following compound?

Accepted Answer

A)  3-fluorobutanoic acid 
B)  2-fluorobutanoic acid 
C)  β-fluorobutyric acid 
D)  α-fluorobutyric acid 
E)  none of these 
A)  3-fluorobutanoic acid 
B)  2-fluorobutanoic acid 
C)  β-fluorobutyric acid 
D)  α-fluorobutyric acid 
E)  none of these

Question 6

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

A)  1. LiAlH4
2) H2O 
B)  NaBH4/CH3OH 
C)  LiAl[OC(CH3)3]H 
D)  BH3·THF 
E)  C and D 
A)  1. LiAlH4
2) H2O 
B)  NaBH4/CH3OH 
C)  LiAl[OC(CH3)3]H 
D)  BH3·THF 
E)  C and D

Question 7

What is the common name for the following compound?

Accepted Answer

A)  methanoic anhydride 
B)  ethanoic anhydride 
C)  acetic anhydride 
D)  formic anhydride 
E)  propanoic anhydride 
A)  methanoic anhydride 
B)  ethanoic anhydride 
C)  acetic anhydride 
D)  formic anhydride 
E)  propanoic anhydride

Question 8

Predict the product for the following reaction sequence.

Accepted Answer

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

Question 9

Methanoic acid is commonly known as ________.

Accepted Answer

The answer of Methanoic acid is commonly known as ________....

Question 10

Provide the structure for N-phenyl-N-propyl-2,3-dimethylbutanamide?

Accepted Answer

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

Question 11

What is the IUPAC name for the following compound?

Accepted Answer

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

Question 12

Which of the following is the strongest acid?

Accepted Answer

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

Question 13

Which of the following reactions would not yield isopropyl acetate as major product?

Accepted Answer

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

Question 14

What is the IUPAC name for the following compound?

Accepted Answer

A)  2,3-dimethylbutanenitrile 
B)  ($\alpha$,$\beta$-dimethylbutyrnitrile) 
C)  ($\beta$,$\gamma$-dimethylbutyrnitrile) 
D)  3,4-dimethylbutanenitrile 
E)  3,4-dimethylpentanenitrile 
A)  2,3-dimethylbutanenitrile 
B)  ($\alpha$,$\beta$-dimethylbutyrnitrile) 
C)  ($\beta$,$\gamma$-dimethylbutyrnitrile) 
D)  3,4-dimethylbutanenitrile 
E)  3,4-dimethylpentanenitrile

Question 15

Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution.

Accepted Answer

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

Question 16

Provide the structure for benzyl propionate.

Accepted Answer

The answer of Provide the structure for benzyl propionate....

Question 17

Which one of the following is the weakest acid?

Accepted Answer

A)  benzoic acid 
B)  4-nitrobenzoic acid 
C)  4-ethylbenzoic acid 
D)  4-chlorobenzoic acid 
E)  4-hydroxybenzoic acid 
A)  benzoic acid 
B)  4-nitrobenzoic acid 
C)  4-ethylbenzoic acid 
D)  4-chlorobenzoic acid 
E)  4-hydroxybenzoic acid

Question 18

Propose a stepwise synthesis for the following conversion.

Accepted Answer

@#IMG-DLM&_TB4454_00 @#IMG-DLM&_TB4454_0

Question 19

Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution.

Accepted Answer

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

Question 20

Provide the reagents necessary to carry out the following conversion.

Accepted Answer

1. Mg/ethe

Exam 20: Carboxylic Acids and Their Derivatives

Predict the product for the following reaction sequence.

Using ethyl 3-methylbutanoate as your only source of carbon and using any other reagents necessary, propose a stepwise synthesis for the following conversion.

What is the IUPAC name for the following compound?

Predict the product(s) for the following reaction.

What is the common name for the following compound?

Provide the reagents necessary to carry out the following conversion.

What is the common name for the following compound?

Predict the product for the following reaction sequence.

Methanoic acid is commonly known as ________.

Provide the structure for N-phenyl-N-propyl-2,3-dimethylbutanamide?

What is the IUPAC name for the following compound?

Which of the following is the strongest acid?

Which of the following reactions would not yield isopropyl acetate as major product?

What is the IUPAC name for the following compound?

Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution.

Provide the structure for benzyl propionate.

Which one of the following is the weakest acid?

Propose a stepwise synthesis for the following conversion.

Rank the following carboxylic acid derivatives in decreasing order (most to least) of reactivity towards nucleophilic substitution.

Provide the reagents necessary to carry out the following conversion.

A Review of General Chemistry: Electrons, Bonds, and Molecular Properties

Molecular Representations

Acids and Bases

Alkanes and Cycloalkanes

Stereoisomerism

Chemical Reactivity and Mechanisms

Alkyl Halides: Nucleophilic Substitution and Elimination Reactions

Addition Reactions of Alkenes

Alkynes

Radical Reactions

Synthesis

Alcohols and Phenols

Ethers and Epoxides; Thiols and Sulfides

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Conjugated Pi Systems and Pericyclic Reactions

Aromatic Compounds

Aromatic Substitution Reactions

Aldehydes and Ketones

Alpha Carbon Chemistry: Enols and Enolates

Amines

Introduction to Organometallic Compounds

Carbohydrates

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

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