Question 1

Propose a reasonable synthetic route to prepare butanal from butanoic acid.

Accepted Answer

1) LiAlH₄ 2

Question 2

Draw a Fischer projection of the product which results when (R)-2-bromobutane is treated with the following sequence of reagents:   
   
and

Accepted Answer

The answer of Draw a Fischer projection of the product...

Question 3

What are the products of the reaction of phenylacetic acid with oxalyl chloride?

Accepted Answer

phenylacetyl chlorid

Question 4

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 5

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 6

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 7

What salt results from the reaction of benzoic acid with potassium hydroxide?

Accepted Answer

The answer of What salt results from the reaction of...

Question 8

Acid chlorides can be prepared from carboxylic acids by treatment with ________.

Accepted Answer

A)  (COCl)2 
B)  SOCl2 
C)  KCl 
D)  both A and B 
E)  both B and C 
A)  (COCl)2 
B)  SOCl2 
C)  KCl 
D)  both A and B 
E)  both B and C

Question 9

What reagent is needed to complete the following transformation?

Accepted Answer

The answer of What reagent is needed to complete the...

Question 10

Which of the following statements is true?

Accepted Answer

A)  The carbonyl carbon in a carboxylic acid does not give a 13C signal in a 13C-NMR spectrum. 
B)  The carbonyl carbon in a carboxylic acid gives a 13C signal in the same region as a carbonyl carbon from a ketone or aldehyde - in the range of 200 ppm. 
C)  The carbonyl carbon of a carboxylic acid splits a proton signal into a doublet in an H-NMR spectrum. 
D)  The carbonyl carbon in a carboxylic acid gives a 13C signal in the same region as a carbonyl carbon from an ester or amide in the range of 150 to 180 ppm. 
E)  The carbonyl carbon in a carboxylic acid cannot be distinguished from an aromatic carbon because they both give signals in the range of 110 to 130 ppm. 
A)  The carbonyl carbon in a carboxylic acid does not give a 13C signal in a 13C-NMR spectrum. 
B)  The carbonyl carbon in a carboxylic acid gives a 13C signal in the same region as a carbonyl carbon from a ketone or aldehyde - in the range of 200 ppm. 
C)  The carbonyl carbon of a carboxylic acid splits a proton signal into a doublet in an H-NMR spectrum. 
D)  The carbonyl carbon in a carboxylic acid gives a 13C signal in the same region as a carbonyl carbon from an ester or amide in the range of 150 to 180 ppm. 
E)  The carbonyl carbon in a carboxylic acid cannot be distinguished from an aromatic carbon because they both give signals in the range of 110 to 130 ppm.

Question 11

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 12

Provide a detailed, stepwise mechanism to show how PhCHO is formed by the reaction of PhCOCl with LiAlH [O(CH3)3]3.

Accepted Answer

Question 13

What two features are prominent in the infrared spectrum of a carboxylic acid?

Accepted Answer

The carbonyl stretch

Question 14

Which of the following sequences ranks the structures below in order of increasing
Acidity?

Accepted Answer

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

Question 15

Name the salt formed from the reaction of acetic acid with ammonia.

Accepted Answer

The answer of Name the salt formed from the reaction...

Question 16

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 17

Provide the major organic product of the reaction shown below.

Accepted Answer

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

Question 18

Provide the major organic product of the reaction shown below and draw a mechanism that shows how it is formed.

Accepted Answer

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

Question 19

Provide the structure of succinic acid.

Accepted Answer

The answer of Provide the structure of succinic acid....

Question 20

Are carboxylic acids of more than 10 carbons more soluble in polar or nonpolar solvents?

Accepted Answer

The answer of Are carboxylic acids of more than 10...

Exam 20: Carboxylic Acids

Propose a reasonable synthetic route to prepare butanal from butanoic acid.

Draw a Fischer projection of the product which results when (R)-2-bromobutane is treated with the following sequence of reagents: and

What are the products of the reaction of phenylacetic acid with oxalyl chloride?

Provide the major organic product of the reaction shown below.

Provide the major organic product of the following reaction.

Provide the major organic product of the reaction shown below.

What salt results from the reaction of benzoic acid with potassium hydroxide?

Acid chlorides can be prepared from carboxylic acids by treatment with ________.

What reagent is needed to complete the following transformation?

Which of the following statements is true?

Provide the major organic product of the reaction shown below.

Provide a detailed, stepwise mechanism to show how PhCHO is formed by the reaction of PhCOCl with LiAlH [O(CH3)3]3.

What two features are prominent in the infrared spectrum of a carboxylic acid?

Which of the following sequences ranks the structures below in order of increasing Acidity?

Name the salt formed from the reaction of acetic acid with ammonia.

Provide the major organic product of the reaction shown below.

Provide the major organic product of the reaction shown below.

Provide the major organic product of the reaction shown below and draw a mechanism that shows how it is formed.

Provide the structure of succinic acid.

Are carboxylic acids of more than 10 carbons more soluble in polar or nonpolar solvents?

Structure and Bonding

Acids and Bases; Functional Groups

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides; Nucleophilic Substitution

Structure and Synthesis of Alkenes; Elimination

Reactions of Alkenes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide a detailed, stepwise mechanism to show how PhCHO is formed by the reaction of PhCOCl with LiAlH [O(CH₃)₃]₃.