ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 18, Problem 60P
Interpretation Introduction

(a)

Interpretation: A synthesis of given compound from the given starting materials is to be stated.

Concept introduction: The Wittig reaction utilizes carbon nucleophile from the Wittig reagent to yield alkenes. When a carbonyl compound is treated with a Wittig reagent, the C=O bond of carbonyl is replaced by C=C, with by-product triphenylphosphine oxide (Ph3P=O).

Interpretation Introduction

(b)

Interpretation: A synthesis of given compound from the given starting materials is to be stated.

Concept introduction: Acetals are the groups in which carbon atom is bonded with two OR groups through single bonds. They are used as protecting groups for aldehydes and ketones as they are stable enough in neutral to strong basic condition.

Interpretation Introduction

(c)

Interpretation: A synthesis of given compound from the given starting materials is to be stated.

Concept introduction: Enamines are the groups in which nitrogen atom is bonded with an alkene (C=C).A secondary amine yields enamine with a ketone, or an aldehyde. The reaction involves addition of nitrogen nucleophile followed by removal of water molecule.

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7. Draw a curved arrow mechanism for the following reaction. HO cat. HCI OH in dioxane with 4A molecular sieves
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Chapter 18 Solutions

ORGANIC CHEMISTRY

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