(a) Interpretation: Thiols should be identified after reduction of C H 3 S − S C H 2 C H 2 C H 3 . Concept Introduction: Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon. Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

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Answer 1

Question

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

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1. Answer the questions about the following reaction: (a) Draw in the arrows that can be used make this reaction occur and draw in the product of substitution in this reaction. Be sure to include any relevant stereochemistry in the product structure. + SK F Br + (b) In which solvent would this reaction proceed the fastest (Circle one) Methanol Acetone (c) Imagine that you are working for a chemical company and it was your job to perform a similar reaction to the one above, with the exception of the S atom in this reaction being replaced by an O atom. During the reaction, you observe the formation of three separate molecules instead of the single molecule obtained above. What is the likeliest other products that are formed? Draw them in the box provided.

3. For the reactions below, draw the arrows corresponding to the transformations and draw in the boxes the reactants or products as indicated. Note: Part A should have arrows drawn going from the reactants to the middle structure and the arrows on the middle structure that would yield the final structure. For part B, you will need to draw in the reactant before being able to draw the arrows corresponding to product formation. A. B. Rearrangement ΘΗ

2. Draw the arrows required to make the following reactions occur. Please ensure your arrows point from exactly where you want to exactly where you want. If it is unclear from where arrows start or where they end, only partial credit will be given. Note: You may need to draw in lone pairs before drawing the arrows. A. B. H-Br 人 C Θ CI H Cl Θ + Br O

Answer 2

Question

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

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Answer 3

Question

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

Expert Solution & Answer

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Answer 4

Question

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

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Answer 5

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

Answer 6

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Answer 7

Chapter 14, Problem 14.83P

Interpretation Introduction

(a)

Interpretation:

Thiols should be identified after reduction of CH3S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agentwill form thiolsand the reaction is known as a reduction reaction.

Answer 8

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

Answer 9

Interpretation Introduction

(b)

Interpretation:

Thiols should be identified after reduction of CH2=CHCH2S−SCH2CH2CH3.

Concept Introduction:

Thiols are organic compounds which contains a sulfhydryl group (SH group) bonded to a tetrahedral carbon.

Reaction of disulfides with reducing agent will form thiols and the reaction is known as a reduction reaction.

Answer 10

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Answer 11

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Answer 12

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Answer 13

Ch. 14.1 - Prob. 14.1P Ch. 14.2 - Prob. 14.2P Ch. 14.2 - Classify each hydroxyl group in sorbitol as 1°,...Ch. 14.2 - Prob. 14.4P Ch. 14.2 - Prob. 14.5P Ch. 14.3 - Prob. 14.6P Ch. 14.3 - Give the structure corresponding to each name a....Ch. 14.5 - Draw the products formed when each alcohol is...Ch. 14.5 - Prob. 14.9P Ch. 14.5 - Prob. 14.10P

Solution Summary: The author explains that thiols are considered as sulfur analogs of alcohols since S is placed directly below to the oxygen in the periodic table and disulfides undergo reduction reactions.

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Chapter 14 Solutions