(a) Interpretation: The product formed when the α , β − unsaturated ketone A is treated with the NaBH 4 , CH 3 OH is to be predicted. Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

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Answer 1

Question

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

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Answer 2

Question

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

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Answer 3

Question

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

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Answer 4

Question

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

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Answer 5

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

Answer 6

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Answer 7

Chapter 17, Problem 40P

Interpretation Introduction

(a)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the NaBH4, CH3OH is to be predicted.

Concept introduction: The substitution reaction involves the replacement of one functional group by other functional group. In nucleophilic substitution an electron rich species attack the species that is deficient in electrons. The electrophile and the leaving group together form a substrate. The nucleophile attacks over the substrate and there occurs the removal of leaving group from the substrate.

Answer 8

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Answer 9

Interpretation Introduction

(b)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2 (1 equiv), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Answer 10

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Answer 11

Interpretation Introduction

(c)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the H2(excess), Pd−C is to be predicted.

Concept introduction: Addition of hydrogen takes place across a double bond of alkenes to form alkanes. This process is known as hydrogenation. It takes place in the presence of catalysts such as nickel, platinum or palladium.

Answer 12

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Answer 13

Interpretation Introduction

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Answer 14

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Answer 15

Interpretation Introduction

(e)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3CH2MgBr, [2]H2O is to be predicted.

Concept introduction: Grignard reagent is prepared by the reaction of alkyl or aryl bromide with magnesium metal in the presence of ether. The reaction of Grignard reagent with an aldehyde/ketone followed by hydrolysis yields an alcohol.

Answer 16

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

Answer 17

Interpretation Introduction

(f)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1](CH2=CH)2CuLi, [2]H2O is to be predicted.

Concept introduction: The steps involved in the reaction of ketone with organolithium reagent are as follows:

• The first step involves the reduction of carbonyl group into single bonds.

• The second step is the addition of R group from organometallic reagent and hydrogen to oxygen.

Answer 18

Expert Solution & Answer

Answer 19

Expert Solution & Answer

Answer 20

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Answer 21

Ch. 17.1 - Prob. 1P Ch. 17.2 - Which carbonyl groups in the anticancer drug taxol...Ch. 17.2 - Prob. 3P Ch. 17.4 - Problem 20.4 What alcohol is formed when each...Ch. 17.4 - Problem 20.5 What aldehyde or ketone is needed to...Ch. 17.5 - Problem 20.8 Draw the products formed (including...Ch. 17.7 - Problem 20.10 Draw a stepwise mechanism for the...Ch. 17.7 - Prob. 10P Ch. 17.7 - Problem 20.12 Draw the products formed from ...Ch. 17.7 - Prob. 12P

Solution Summary: The author explains that the substitution reaction involves the replacement of one functional group by other functional groups. The electrophile and the leaving group together form a substrate.

Concept explainers

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

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Chapter 17 Solutions

Solution Summary: The author explains that the substitution reaction involves the replacement of one functional group by other functional groups. The electrophile and the leaving group together form a substrate.

Concept explainers

(d) Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted. Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.

Want to see the full answer?

Chapter 17 Solutions

(d)

Interpretation: The product formed when the α,β− unsaturated ketone A is treated with the [1]CH3Li;[2]H2O is to be predicted.

Concept introduction: Methyllithium in the presence of water reduces carbonyl compounds into alcohol. Methyllithium is a reducing agent.