Structural formua of the product formed when each alkene is treated with one equivalent of NBS in C H 2 C l 2 in presence of light has to be drawn. Concept introduction: Bromine does not act as good source for free radical bromination on allylic C-H bonds since it will simply add to the alkene. • NBS: N-bromosuccinimide: using NBS with low concentration of Bromine molecule, that catalyzed by HBr leads to th eproduct. • Allylic susbstitution using NBS involves a net double substitution i.e, B r in NBs is exchanged by the hydrogen in alkene.

Question

Using diethylmalonate and benzyl bromide as your only as your only source of carbon, propose a synthesis for the following compound.

Answer 1

Question

Chapter 8, Problem 8.26P

(a)

Interpretation Introduction

Interpretation:

Structural formua of the product formed when each alkene is treated with one equivalent of NBS in CH2Cl2 in presence of light has to be drawn.

Concept introduction:

Bromine does not act as good source for free radical bromination on allylic C-H bonds since it will simply add to the alkene.

• NBS: N-bromosuccinimide: using NBS with low concentration of Bromine molecule, that catalyzed by HBr leads to th eproduct.

• Allylic susbstitution using NBS involves a net double substitution i.e, Br in NBs is exchanged by the hydrogen in alkene.

(b)

Interpretation Introduction

Interpretation:

Structural formua of the product formed when each alkene is treated with one equivalent of NBS in CH2Cl2 in presence of light has to be drawn.

Concept introduction:

Bromine does not act as good source for free radical bromination on allylic C-H bonds since it will simply add to the alkene.

• NBS: N-bromosuccinimide: using NBS with low concentration of Bromine molecule, that catalyzed by HBr leads to th eproduct.

• Allylic susbstitution using NBS involves a net double substitution i.e, Br in NBs is exchanged by the hydrogen in alkene.

(c)

Interpretation Introduction

Interpretation:

Structural formua of the product formed when each alkene is treated with one equivalent of NBS in CH2Cl2 in presence of light has to be drawn.

Concept introduction:

Bromine does not act as good source for free radical bromination on allylic C-H bonds since it will simply add to the alkene.

• NBS: N-bromosuccinimide: using NBS with low concentration of Bromine molecule, that catalyzed by HBr leads to th eproduct.

• Allylic susbstitution using NBS involves a net double substitution i.e, Br in NBs is exchanged by the hydrogen in alkene.

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