The pericyclic reactions involved in the reaction shown are to be identified and a mechanism for the reactions is to be proposed. Concept introduction: In electrocyclic reactions cyclic alkenes or dienes react to yield acyclic conjugated dienes as poducts. A σ bond is broken, a new π bond is formed and some π bonds change their positions. The reactions are reversible. In cycloaddition reactions two unsaturated molecules add to one another to yield a cyclic product.

Question

Mustard gas, Cl¬CH2CH2¬S¬CH2CH2¬Cl, was used as a poisonous chemical agentin World War I. Mustard gas is much more toxic than a typical primary alkyl chloride. Itstoxicity stems from its ability to alkylate amino groups on important metabolic enzymes,rendering the enzymes inactive.(a) Propose a mechanism to explain why mustard gas is an exceptionally potent alkylatingagent

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Question

Chapter 30.SE, Problem 15MP

Interpretation Introduction

Interpretation:

The pericyclic reactions involved in the reaction shown are to be identified and a mechanism for the reactions is to be proposed.

Concept introduction:

In electrocyclic reactions cyclic alkenes or dienes react to yield acyclic conjugated dienes as poducts. A σ bond is broken, a new π bond is formed and some π bonds change their positions. The reactions are reversible.

In cycloaddition reactions two unsaturated molecules add to one another to yield a cyclic product.

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