Question 1

Provide the structure of pent-3-ynoic acid.

Accepted Answer

The answer of Provide the structure of pent-3-ynoic acid....

Question 2

Hept-3-yne yields what acids upon treatment with concentrated permanganate of ozone followed by water?

Accepted Answer

propanoic

Question 3

Draw an acetic acid dimer. Be sure to indicate the hydrogen bonds present.

Accepted Answer

The answer of Draw an acetic acid dimer. Be sure...

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 sequence of reagents needed to accomplish the conversion below.

Accepted Answer

1. BH₃∙THF

Question 6

Provide the structure of glutaric acid.

Accepted Answer

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

Question 7

Suggest a sequence of synthetic steps through which p-toluic acid can be prepared from toluene.

Accepted Answer

1. Br₂, FeB

Question 8

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 9

At pH 4.5, which of the following acids would be most dissociated?

Accepted Answer

A)  p-nitrobenzoic acid (pKa = 3.41) 
B)  acetic acid (ethanoic acid) (pKa = 4.74) 
C)  hexanoic acid (pKa = 4.88) 
D)  octanoic acid (pKa = 4.89) 
E)  water 
A)  p-nitrobenzoic acid (pKa = 3.41) 
B)  acetic acid (ethanoic acid) (pKa = 4.74) 
C)  hexanoic acid (pKa = 4.88) 
D)  octanoic acid (pKa = 4.89) 
E)  water

Question 10

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 11

Name the compound shown below.

Accepted Answer

4-methylpe

Question 12

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

Accepted Answer

phenylacetyl chlorid

Question 13

The first mechanistic step in the direct reaction of an amine with a carboxylic acid to produce an amide is:

Accepted Answer

A)  an acid-base reaction. 
B)  nucleophilic attack on the carbonyl carbon. 
C)  loss of H2O. 
D)  loss of CO2. 
E)  loss of N2. 
A)  an acid-base reaction. 
B)  nucleophilic attack on the carbonyl carbon. 
C)  loss of H2O. 
D)  loss of CO2. 
E)  loss of N2.

Question 14

Provide the IUPAC name for HO2CCH2C(CH3)2CH2CH2CO2H.

Accepted Answer

3,3-dimeth

Question 15

An acid which could not be prepared by the reaction of an organic halide with cyanide ion followed by acid hydrolysis of the nitrile is:

Accepted Answer

A)  propanoic acid. 
B)  phenylacetic acid. 
C)  acetic acid. 
D)  (CH3)3CCO2H. 
E)  CH3(CH2)14CO2H. 
A)  propanoic acid. 
B)  phenylacetic acid. 
C)  acetic acid. 
D)  (CH3)3CCO2H. 
E)  CH3(CH2)14CO2H.

Question 16

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 17

List the following weak acids in order of increasing acidity (from lowest to highest.).

Accepted Answer

A)  4 < 3 < 2 < 1 < 5 
B)  4 < 1 < 3 < 2 < 5 
C)  5 < 2 < 3 < 1 < 4 
D)  4 < 1 < 2 < 5 < 3 
E)  1 < 2 < 4 < 3 < 5 
A)  4 < 3 < 2 < 1 < 5 
B)  4 < 1 < 3 < 2 < 5 
C)  5 < 2 < 3 < 1 < 4 
D)  4 < 1 < 2 < 5 < 3 
E)  1 < 2 < 4 < 3 < 5

Question 18

Provide the major organic product of the following reaction.

Accepted Answer

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

Question 19

Provide the major organic product of the following reaction.
HC(OCH2CH3)3

Accepted Answer

Question 20

Provide the IUPAC name for the compound shown below.

Accepted Answer

E-2,5-dime

Exam 20: Carboxylic Acids

Provide the structure of pent-3-ynoic acid.

Hept-3-yne yields what acids upon treatment with concentrated permanganate of ozone followed by water?

Draw an acetic acid dimer. Be sure to indicate the hydrogen bonds present.

Provide the major organic product of the reaction shown below.

Provide the sequence of reagents needed to accomplish the conversion below.

Provide the structure of glutaric acid.

Suggest a sequence of synthetic steps through which p-toluic acid can be prepared from toluene.

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

At pH 4.5, which of the following acids would be most dissociated?

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

Name the compound shown below.

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

The first mechanistic step in the direct reaction of an amine with a carboxylic acid to produce an amide is:

Provide the IUPAC name for HO2CCH2C(CH3)2CH2CH2CO2H.

An acid which could not be prepared by the reaction of an organic halide with cyanide ion followed by acid hydrolysis of the nitrile is:

Provide the major organic product of the following reaction.

List the following weak acids in order of increasing acidity (from lowest to highest.).

Provide the major organic product of the following reaction.

Provide the major organic product of the following reaction. HC(OCH2CH3)3

Provide the IUPAC name for the compound shown below.

Introduction and Review

Structure and Properties of Organic Molecules

Structure and Stereochemistry of Alkanes

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

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 the IUPAC name for HO₂CCH₂C(CH₃)₂CH₂CH₂CO₂H.

Provide the major organic product of the following reaction. HC(OCH₂CH₃)₃