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Chapter 13, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  1

(b)

Interpretation Introduction

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Anti-Markovnikov’s rule: Unsymmetrical alkene reacts with hydrogen halide, halide ions goes to the less substitution position of carbon-carbon double bond which provides alkyl halides.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  3

Dehydration reaction:

Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid and gives alkene.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  4

The stability of carbocation is given below,

Tertiary carbocation is more stable than the secondary and primary.

(d)

Interpretation Introduction

Interpretation:

Using necessary organic or inorganic reagents, the synthesis of given compounds has to be indicated.

Concept introduction:

Alkenes undergoes bromination reaction using bromine which yields the dibromo compound, bromination takes place in the double bond of the alkenes.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  5

Heck reaction:

The Heck reaction is a cross-coupling reaction of an alkyl halide with an alkene to make a substituted alkenes using palladium as a catalyst and a base.

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  6

Hydrogenation:

Alkenes undergoes hydrogenation using Pd/C and hydrogen will reduce alkene to alkane

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card;  Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition), Chapter 13, Problem 39P , additional homework tip  7

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Chapter 13 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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