(a) Interpretation: The reason as to why compound ( 2S, 3R ) − 2 − bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated. Concept introduction: An E2 reaction is a base promoted β − elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β - proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

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Answer 1

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Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

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6. Consider the following exothermic reaction below. 2Cu2+(aq) +41 (aq)2Cul(s) + 12(aq) a. If Cul is added, there will be a shift left/shift right/no shift (circle one). b. If Cu2+ is added, there will be a shift left/shift right/no shift (circle one). c. If a solution of AgNO3 is added, there will be a shift left/shift right/no shift (circle one). d. If the solvent hexane (C6H14) is added, there will be a shift left/shift right/no shift (circle one). Hint: one of the reaction species is more soluble in hexane than in water. e. If the reaction is cooled, there will be a shift left/shift right/no shift (circle one). f. Which of the changes above will change the equilibrium constant, K?

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Answer 2

Question

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

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Answer 3

Question

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

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Answer 4

Question

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

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Answer 5

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Answer 6

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Answer 7

Chapter 9, Problem 9.61AP

Interpretation Introduction

(a)

Interpretation:

The reason as to why compound (2S, 3R)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the Z isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously, a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The reason as to why compound (2S, 3S)−2−bromobutane deuterated at position 3 reacts to give a mixture of 2- butene stereoisomers in which only the E isomer contains deuterium is to be stated.

Concept introduction:

An E2 reaction is a base promoted β−elimination reaction. This reaction follows a concerted reaction mechanism. In this reaction, a β- proton is taken by the base and simultaneously a halide ion is removed. It can be understood that bond breaking of hydrogen and halide ion and double bond formation is occurring simultaneously.

Answer 10

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Answer 13

Ch. 9 - Prob. 9.1P Ch. 9 - Prob. 9.2P Ch. 9 - Prob. 9.3P Ch. 9 - Prob. 9.4P Ch. 9 - Prob. 9.5P Ch. 9 - Prob. 9.6P Ch. 9 - Prob. 9.7P Ch. 9 - Prob. 9.8P Ch. 9 - Prob. 9.9P Ch. 9 - Prob. 9.10P

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