Question 1

What carbonyl compound and Grignard reagent could be used to prepare 2-butanol?

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 2

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 3

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 4

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 5

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 6

Which of the following statements about organometallic reagents is not true?

Accepted Answer

A) Organometallic reagents contain a carbon atom bonded to a metal. 
B) The more polar the carbon-metal bond,the more reactive the organometallic reagent. 
C) Organometallic reagents react as bases and nucleophiles. 
D) Organometallic reagents are strong acids that readily donate a proton to water. 
A) Organometallic reagents contain a carbon atom bonded to a metal. 
B) The more polar the carbon-metal bond,the more reactive the organometallic reagent. 
C) Organometallic reagents react as bases and nucleophiles. 
D) Organometallic reagents are strong acids that readily donate a proton to water.

Question 7

What is the missing reagent in the reaction below?

Accepted Answer

A) PhMgBr then H2O 
B) Benzene,AlCl3 
C) Ph2CuLi then H2O 
D) PhLi then H2O 
A) PhMgBr then H2O 
B) Benzene,AlCl3 
C) Ph2CuLi then H2O 
D) PhLi then H2O

Question 8

Rank the following compounds in order of decreasing reactivity in nucleophilic addition reactions,starting with the most reactive compound.

Accepted Answer

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

Question 9

What will be the product of the following reaction (before any aqueous work-up)?

Accepted Answer

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

Question 10

Why would the alcohol in the following compound need to be protected before reaction?

Accepted Answer

A) If it isn't protected,the product will be a carboxylic acid. 
B) The Grignard reagent will react with the alcohol before the ketone. 
C) Magnesium is Lewis acidic and will coordinate with the alcohol. 
D) There is no need to protect the alcohol. 
A) If it isn't protected,the product will be a carboxylic acid. 
B) The Grignard reagent will react with the alcohol before the ketone. 
C) Magnesium is Lewis acidic and will coordinate with the alcohol. 
D) There is no need to protect the alcohol.

Question 11

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 12

What is the name of the general reaction type that carboxylic acids,esters,and amides undergo?

Accepted Answer

A) Electrophilic acyl addition 
B) Nucleophilic acyl addition 
C) Nucleophilic acyl substitution 
D) Electrophilic acyl substitution 
A) Electrophilic acyl addition 
B) Nucleophilic acyl addition 
C) Nucleophilic acyl substitution 
D) Electrophilic acyl substitution

Question 13

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 14

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 15

What is the major organic product in the following sequence of reactions?

Accepted Answer

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

Question 16

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 17

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 18

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 19

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 20

What is the missing reagent in the reaction below?

Accepted Answer

A) [1] LiAlH4,[2] H2O 
B) [1] CH2=CHLi,[2] H2O 
C) [1] (CH2=CH)2CuLi,[2] H2O 
D) [1] DIBAL-H,[2] H2O 
A) [1] LiAlH4,[2] H2O 
B) [1] CH2=CHLi,[2] H2O 
C) [1] (CH2=CH)2CuLi,[2] H2O 
D) [1] DIBAL-H,[2] H2O

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

What carbonyl compound and Grignard reagent could be used to prepare 2-butanol?

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

What is the starting material in the reaction below?

What is the product of the following reaction?

What is the starting material in the following reaction?

Which of the following statements about organometallic reagents is not true?

What is the missing reagent in the reaction below?

Rank the following compounds in order of decreasing reactivity in nucleophilic addition reactions,starting with the most reactive compound.

What will be the product of the following reaction (before any aqueous work-up)?

Why would the alcohol in the following compound need to be protected before reaction?

What is the major product from the following reaction?

What is the name of the general reaction type that carboxylic acids,esters,and amides undergo?

What is the major organic product of the following reaction?

What is the missing reagent in the reaction below?

What is the major organic product in the following sequence of reactions?

What is the missing reagent in the reaction below?

What is the 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 missing reagent in the reaction below?

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

Spectroscopy A: Mass Spectrometry

Spectroscopy B: Infrared Spectroscopy

Spectroscopy C: Nuclear Magnetic Resonance Spectroscopy

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