Question 1

What is the missing reagent in the reaction below?

Accepted Answer

A) [1] Mg,[2] CO2,[3] acidic work-up 
B) [1] CO2,[2] NaOH 
C) [1] CO2,[2] acidic work-up 
D) LiAlH4 
A) [1] Mg,[2] CO2,[3] acidic work-up 
B) [1] CO2,[2] NaOH 
C) [1] CO2,[2] acidic work-up 
D) LiAlH4

Question 2

What is the starting material in the following reaction?

Accepted Answer

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

Question 3

What is the major organic product of the following reaction?

Accepted Answer

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

Question 4

What is the major organic product of the following reaction?

Accepted Answer

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

Question 5

What is the major organic product of the following reaction?

Accepted Answer

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

Question 6

What is the major organic product of the following reaction?

Accepted Answer

A) Only I 
B) Only II 
C) Only III 
D) Only I and II 
A) Only I 
B) Only II 
C) Only III 
D) Only I and II

Question 7

What is the purpose of a silyl ether?

Accepted Answer

A) To protect esters from organometallic reagents and other reagents 
B) To protect ketones from organometallic reagents and other reagents 
C) To protect alcohols from organometallic reagents and other reagents 
D) To prevent the formation of carboxylic acids 
A) To protect esters from organometallic reagents and other reagents 
B) To protect ketones from organometallic reagents and other reagents 
C) To protect alcohols from organometallic reagents and other reagents 
D) To prevent the formation of carboxylic acids

Question 8

Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent,NaBH4.

Accepted Answer

A) I < II < III 
B) III < II < I 
C) II < III < I 
D) II < I < III 
A) I < II < III 
B) III < II < I 
C) II < III < I 
D) II < I < III

Question 9

What is the major product from the following reaction?

Accepted Answer

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

Question 10

What is the product of the following reaction?

Accepted Answer

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

Question 11

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution reactions,starting with the least reactive compound.

Accepted Answer

A) III < II < I 
B) II < III < I 
C) III < I < II 
D) II < I < III 
A) III < II < I 
B) II < III < I 
C) III < I < II 
D) II < I < III

Question 12

What is the starting material in the reaction below?

Accepted Answer

A) Bromobenzene 
B) Benzyl bromide 
C) Benzoic acid 
D) Lithium benzoate 
A) Bromobenzene 
B) Benzyl bromide 
C) Benzoic acid 
D) Lithium benzoate

Question 13

Which reagent can be used to reduce the carbonyl in methyl vinyl ketone?

Accepted Answer

A) NaBH4/CH3OH 
B) H2 and Pd-C 
C) FeCl3 
D) NaH 
A) NaBH4/CH3OH 
B) H2 and Pd-C 
C) FeCl3 
D) NaH

Question 14

What is the major organic product of the following reaction?

Accepted Answer

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

Question 15

Which reagent can be used to reduce the alkene in cyclopentenone?

Accepted Answer

A) NaBH4 
B) LiAlH4 
C) H2 and Pd-C 
D) DIBAL-H 
A) NaBH4 
B) LiAlH4 
C) H2 and Pd-C 
D) DIBAL-H

Question 16

What is the major product from the following reaction?

Accepted Answer

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

Question 17

Which of the following terms explain why aldehydes are more reactive than ketones?

Accepted Answer

A) Electronegativity and resonance 
B) Hybridization and resonance 
C) Electronegativity and hybridization 
D) Sterics and electronics 
A) Electronegativity and resonance 
B) Hybridization and resonance 
C) Electronegativity and hybridization 
D) Sterics and electronics

Question 18

What is the missing reagent in the reaction below?

Accepted Answer

A) NaBH4/CH3OH 
B) DIBAL-H 
C) H2,Pd-C 
D) LiAlH4 then H2O 
A) NaBH4/CH3OH 
B) DIBAL-H 
C) H2,Pd-C 
D) LiAlH4 then H2O

Question 19

What reagent can be used to cleave a silyl ether protecting group?

Accepted Answer

A) NaOMe 
B) MeMgBr 
C) Bu4NF 
D) Pd/C 
A) NaOMe 
B) MeMgBr 
C) Bu4NF 
D) Pd/C

Question 20

What is the product of the following reaction?

Accepted Answer

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

Exam 17: Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

What is the missing reagent in the reaction below?

What is the starting material in the following reaction?

What is the major organic product of the following reaction?

What is the major organic product of the following reaction?

What is the major organic product of the following reaction?

What is the major organic product of the following reaction?

What is the purpose of a silyl ether?

Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent,NaBH4.

What is the major product from the following reaction?

What is the product of the following reaction?

Rank the following compounds in order of increasing reactivity in nucleophilic acyl substitution reactions,starting with the least reactive compound.

What is the starting material in the reaction below?

Which reagent can be used to reduce the carbonyl in methyl vinyl ketone?

What is the major organic product of the following reaction?

Which reagent can be used to reduce the alkene in cyclopentenone?

What is the major product from the following reaction?

Which of the following terms explain why aldehydes are more reactive than ketones?

What is the missing reagent in the reaction below?

What reagent can be used to cleave a silyl ether protecting group?

What is the product of the following reaction?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

Filters

Rank the following compounds in order of increasing reactivity toward the nucleophilic hydride reagent,NaBH₄.