Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction Concept introduction: Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an S N 2 reaction. For example, the structure of 2-methyl propane 2-thiol.

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Answer 1

Question

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

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Assign ALL signals for the proton and carbon NMR spectra on the following pages.

7.5 1.93 2.05 C B A 4 3 5 The Joh. 9 7 8 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 0.86 OH 10 4 3 5 1 2 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 ppm 9 7 8 CI 4 3 5 1 2 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 2.21 4.00 1.5 2.00 2.07 1.0 ppm 2.76

Assign the functional group bands on the IR spectra.

Answer 2

Question

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Expert Solution & Answer

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Answer 3

Question

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

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Answer 4

Question

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

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Answer 5

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Answer 6

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Answer 7

Chapter 16, Problem 64P

a.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. Propose a mechanism for the reaction

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Answer 8

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Answer 9

b.

Interpretation Introduction

Interpretation:

Thiols can be prepared from the reaction of thiourea with an alkyl halide , followed by hydroxide –io-promoted hydrolysis. What will be formed if the alkyl halide employed is pentyl bromide.

Concept introduction:

Organosulfur compound that contains a carbon –bonded sulfhydry group are called thiols. It has strong odour. The –SH froup is called a mercapto group. Named by adding the suffix –thiol to the alkane name. They are commonly prepared by an SN2 reaction.

For example, the structure of 2-methyl propane 2-thiol.

Answer 10

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Answer 13

Ch. 16.1 - Give two names for each of the following:Ch. 16.1 - Prob. 2P Ch. 16.1 - Name the following:Ch. 16.2 - Prob. 4P Ch. 16.4 - What products are formed when the following...Ch. 16.4 - We saw on the previous page that...Ch. 16.4 - a. How many stereoisomers are obtained from the...Ch. 16.4 - Prob. 9P Ch. 16.4 - Write the mechanism for the reaction of acetyl...Ch. 16.4 - Prob. 11P

Solution Summary: The author explains how thiols can be prepared from a reaction with an alkyl halide, followed by hydroxide –io-promoted hydrolysis.

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