Question 1

What is the common name for the following compound?

Accepted Answer

A) benzonitrile 
B) benzenecyanide 
C) phenylcyanide 
D) cyanophenyl 
E) benzocyanide 
A) benzonitrile 
B) benzenecyanide 
C) phenylcyanide 
D) cyanophenyl 
E) benzocyanide

Question 2

Which of the following compounds is hydrolyzed most slowly in aqueous NaOH?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 3

Which of the following compounds is an ester?

Accepted Answer

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

Question 4

Provide the proper IUPAC name for (CH3)3CCH2CH2CH(CN)CH3.

Accepted Answer

2,5,5-trim

Question 5

In the lab,a student tried to prepare N,N-diethylacetamide by heating acetyl chloride with two equivalents of triethylamine.Was the student successful? Explain.

Accepted Answer

No,the reaction was unsuccessful.Tertiar

Question 6

What is the main intramolecular force between two molecules of N,N-dimethylacetamide?

Accepted Answer

A) London dispersion forces 
B) dipole-dipole interaction 
C) hydrogen bonding 
D) induced dipole interactions 
E) none of the above 
A) London dispersion forces 
B) dipole-dipole interaction 
C) hydrogen bonding 
D) induced dipole interactions 
E) none of the above

Question 7

What are the products from the following reaction?

Accepted Answer

The answer of What are the products from the following...

Question 8

Esters and amides are most easily made by nucleophilic acyl substitution reactions on

Accepted Answer

A) alcohols. 
B) acid anhydrides. 
C) carboxylates. 
D) carboxylic acids. 
E) acid chlorides. 
A) alcohols. 
B) acid anhydrides. 
C) carboxylates. 
D) carboxylic acids. 
E) acid chlorides.

Question 9

Give the product of the reaction.

Accepted Answer

The answer of Give the product of the reaction. ...

Question 10

In nucleophilic acyl substitution

Accepted Answer

A) protonation of the carbonyl is followed immediately by loss of the leaving group. 
B) loss of the leaving group is followed by rearrangement of the carbocation. 
C) addition to the carbonyl by a nucleophile is followed by loss of the leaving group. 
D) ester hydrolysis is followed by deprotonation. 
E) an SN2 reaction occurs. 
A) protonation of the carbonyl is followed immediately by loss of the leaving group. 
B) loss of the leaving group is followed by rearrangement of the carbocation. 
C) addition to the carbonyl by a nucleophile is followed by loss of the leaving group. 
D) ester hydrolysis is followed by deprotonation. 
E) an SN2 reaction occurs.

Question 11

Provide a detailed,stepwise mechanism for the reaction of acetyl chloride with methanol to produce methyl acetate and HCl.

Accepted Answer

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

Question 12

What is the IUPAC name for the following compound?

Accepted Answer

A) phenyl acetate 
B) methyl benzoate 
C) methyl phenylacetate 
D) benzyl acetate 
E) benzyl methylacetate 
A) phenyl acetate 
B) methyl benzoate 
C) methyl phenylacetate 
D) benzyl acetate 
E) benzyl methylacetate

Question 13

Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because

Accepted Answer

A) the ester is more sterically hindered than the acid chloride. 
B) the acid chloride is more sterically hindered than the ester. 
C) the methoxide is a better leaving group than chloride. 
D) esters hydrolyze faster than acid chlorides. 
E) chloride is a better leaving group than methoxide. 
A) the ester is more sterically hindered than the acid chloride. 
B) the acid chloride is more sterically hindered than the ester. 
C) the methoxide is a better leaving group than chloride. 
D) esters hydrolyze faster than acid chlorides. 
E) chloride is a better leaving group than methoxide.

Question 14

Provide the proper IUPAC name for ClCH2CH2CONHCH3.

Accepted Answer

N-methyl-3

Question 15

Which of the following compounds is an acyl chloride?

Accepted Answer

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

Question 16

In the following reaction,why are 2 equivalents of the amine needed?

Accepted Answer

Because HCl is formed in the reaction an

Question 17

Acetonitrile shown below has higher boiling point than propane because

Accepted Answer

A) triple bonds in acetonitrile are very stable 
B) acetonitrile has dipole-dipole interactions between the molecules 
C) acetonitrile has hydrogen bonding between the molecules 
D) acetonitrile has induced dipole interactions between the molecules 
E) triple bonds in acetonitrile require more energy to break 
A) triple bonds in acetonitrile are very stable 
B) acetonitrile has dipole-dipole interactions between the molecules 
C) acetonitrile has hydrogen bonding between the molecules 
D) acetonitrile has induced dipole interactions between the molecules 
E) triple bonds in acetonitrile require more energy to break

Question 18

Which of the following compounds is most reactive toward nucleophilic acyl substitution?

Accepted Answer

A)    
B)    
C)    
D)    
E)    
A)    
B)    
C)    
D)    
E)

Question 19

Provide the major organic product of the following.

Accepted Answer

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

Question 20

What is the major organic product obtained from the following sequence of reactions?

Accepted Answer

A)    
B)    
C) CH3COCl 
D)    
E)    
A)    
B)    
C) CH3COCl 
D)    
E)

Exam 15: Reactions of Carboxylic Acids and Carboxylic Acid Derivatives

What is the common name for the following compound?

Which of the following compounds is hydrolyzed most slowly in aqueous NaOH?

Which of the following compounds is an ester?

Provide the proper IUPAC name for (CH3)3CCH2CH2CH(CN)CH3.

In the lab,a student tried to prepare N,N-diethylacetamide by heating acetyl chloride with two equivalents of triethylamine.Was the student successful? Explain.

What is the main intramolecular force between two molecules of N,N-dimethylacetamide?

What are the products from the following reaction?

Esters and amides are most easily made by nucleophilic acyl substitution reactions on

Give the product of the reaction.

In nucleophilic acyl substitution

Provide a detailed,stepwise mechanism for the reaction of acetyl chloride with methanol to produce methyl acetate and HCl.

What is the IUPAC name for the following compound?

Acetyl chloride undergoes nucleophilic substitution at a faster rate than methyl acetate because

Provide the proper IUPAC name for ClCH2CH2CONHCH3.

Which of the following compounds is an acyl chloride?

In the following reaction,why are 2 equivalents of the amine needed?

Acetonitrile shown below has higher boiling point than propane because

Which of the following compounds is most reactive toward nucleophilic acyl substitution?

Provide the major organic product of the following.

What is the major organic product obtained from the following sequence of reactions?

Remembering General Chemistry: Electronic Structure and Bonding

Acids and Bases: Central to Understanding Organic Chemistry

An Introduction to Organic Compounds: Nomenclature, physical Properties, and Structure

Isomers: the Arrangement of Atoms in Space

Alkenes: Structure,nomenclature,and an Introduction to Reactivity - Thermodynamics and Kinetics

The Reactions of Alkenes - the Stereochemistry of Addition Reactions

The Reactions of Alkynes - Introduction to Multistep Synthesis

Delocalized Electrons: Their Effect on Stability, pka, and the Products of a Reaction - Aromaticity and Electronic Effects: an Introduction to the Reactions of Benzene

Substitution and Elimination Reactions of Alkyl Halides

Reactions of Alcohols, ethers, epoxides, amines and Sulfur-Containing Compounds

Organometallic Compounds

Radicals

Mass Spectrometry,infrared Spectroscopy,and Uvvis Spectroscopy

Nmr Spectroscopy

Reactions of Aldehydes and Ketones

Reactions at the Α-Carbon

Reactions of Benzene and Substituted Benzenes

More About Amines - Reactions of Heterocylic Compounds

The Organic Chemistry of Carbohydrates

Amino Acids,peptides,and Proteins

Catalysis in Organic Reactions and in Enzymatic Reactions

The Organic Chemistry of the Coenzymes, compounds Derived From Vitamins

The Organic Chemistry of the Metabolic Pathways

The Organic Chemistry of Lipids

The Chemistry of the Nucleic Acids

Synthetic Polymers

Pericyclic Reactions

Filters

Provide the proper IUPAC name for (CH₃)₃CCH₂CH₂CH(CN)CH₃.

Provide the proper IUPAC name for ClCH₂CH₂CONHCH₃.