Product should be predicted for the given reaction conditions. Concept introduction: Anti-dihydroxylation: two hydroxyl groups adding across the double bond from both the planes is known as anti-dihydroxylation. This anti-hydroxylation happens when alkene is treated with peroxy acids followed by aqueous acid. In this reaction, intermediate is three membered cyclic oxonium ion ( epoxide formation), this cyclic strain will be revealed by the attack of nucleophile (water) molecule. Instead of water, some other nucleophiles also can attack and give anti-products. To find: the major product formed for given alkene while treated with peroxy acids followed by aqueous ethanol.

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Chapter 8.10, Problem 25ATS

(a)

Interpretation Introduction

Interpretation:

Product should be predicted for the given reaction conditions.

Concept introduction:

Anti-dihydroxylation: two hydroxyl groups adding across the double bond from both the planes is known as anti-dihydroxylation.

This anti-hydroxylation happens when alkene is treated with peroxy acids followed by aqueous acid.

In this reaction, intermediate is three membered cyclic oxonium ion (epoxide formation), this cyclic strain will be revealed by the attack of nucleophile (water) molecule.

Instead of water, some other nucleophiles also can attack and give anti-products.

To find: the major product formed for given alkene while treated with peroxy acids followed by aqueous ethanol.

(b)

Interpretation Introduction

Interpretation:

Product should be predicted for the given reaction conditions.

Concept introduction:

Anti-dihydroxylation: two hydroxyl groups adding across the double bond from both the planes is known as anti-dihydroxylation.

This anti-hydroxylation happens when alkene is treated with peroxy acids followed by aqueous acid.

In this reaction, intermediate is three membered cyclic oxonium ion (epoxide formation), this cyclic strain will be revealed by the attack of nucleophile (water) molecule.

Instead of water, some other nucleophiles also can attack and give anti-products.

To find: the major product formed for given epoxide while treated with phenol.

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