(a) Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted. Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product. The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

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Answer 1

Question

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

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What would be the best choices for the missing reagents 1 and 3 in this synthesis? 1. PPh3 3 2. n-BuLi • Draw the missing reagents in the drawing area below. You can draw them in any arrangement you like. • Do not draw the missing reagent 2. If you draw 1 correctly, we'll know what it is. • Note: if one of your reagents needs to contain a halogen, use bromine. Click and drag to start drawing a structure.

Answer 2

Question

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

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Answer 3

Question

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

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Answer 4

Question

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

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Answer 5

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 6

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 7

Chapter 10, Problem 10.68P

Interpretation Introduction

(a)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 8

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Answer 9

Interpretation Introduction

(b)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Electrophilic addition reaction follows markovnikov rule.

According to markovnikov rule, the positive part of halogen acid attached to that carbon atom in C=C bond which carries higher number of hydrogen atoms and the negative part of halogen acid will attach to that carbon atom in C=C bond which has lesser number of hydrogen atoms.

Answer 10

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Answer 11

Interpretation Introduction

(c)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-markovnikov rule.

Anti-markovnikov rule states that the positive part of acid attached to that carbon atom in C=C bond which carries lesser number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has higher number of hydrogen atoms.

Answer 12

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 13

Interpretation Introduction

(d)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 14

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 15

Interpretation Introduction

(e)

Interpretation: The synthesis of each product from the given starting material having more than one step is to be predicted.

Concept introduction: The reaction of alkene with halogen and water results in the formation of halohydrin product.

The addition of Halogens to alkenes is a stereospecific reaction. The resultant product is meso compound, if alkene is cis and addition of halogen is syn addition. If addition of halogen is anti, then the resultant products are racemic mixture. In case of trans alkene, the resultant product is meso, if addition of halogen is anti. The resultant products are racemic mixture, if the addition of halogen is syn.

Answer 16

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Answer 17

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Answer 19

Ch. 10 - Prob. 10.1P Ch. 10 - Problem 10.2 How many degrees of unsaturation are...Ch. 10 - Give an example of a compound with molecular...Ch. 10 - Give the IUPAC name for each alkene.Ch. 10 - Give the IUPAC name for each polyfunctional...Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Problem 10.10 Rank the following isomers in order...

Solution Summary: The author explains that the synthesis of each product from the given starting material having more than one step is to be predicted.

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Chapter 10 Solutions