ORGANIC CHEMISTRY (LL) W/ACCESS
ORGANIC CHEMISTRY (LL) W/ACCESS
4th Edition
ISBN: 9781119856122
Author: Klein
Publisher: WILEY
Question
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Chapter 21, Problem 63PP

(a)

Interpretation Introduction

Interpretation:

The reagents used to obtain aldol condensation product should be known.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules.  For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.  The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

  • Deprotonation of α carbon
  • Attach of enolate ion with the aldehyde (nucleophilic attack)
  • Protonation of the alkoxide ion to give aldol product
  • Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Note : Simple way to find the starting materials for aldol condensation product instead of writing the entire mechanism is to find the carbon-carbon double bond in the product.  Break the bond and add oxygen to the β position and two hydrogens to the α positions.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 21, Problem 63PP , additional homework tip  1

To identify : The starting materials for aldol condensation product given.

(b)

Interpretation Introduction

Interpretation:

The reagents used to obtain aldol condensation product should be known.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules.  For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.  The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

  • Deprotonation of α carbon
  • Attach of enolate ion with the aldehyde (nucleophilic attack)
  • Protonation of the alkoxide ion to give aldol product
  • Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Note : Simple way to find the starting materials for aldol condensation product instead of writing the entire mechanism is to find the carbon-carbon double bond in the product.  Break the bond and add oxygen to the β position and two hydrogens to the α positions.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 21, Problem 63PP , additional homework tip  2

To identify : The starting materials for aldol condensation product given.

(c)

Interpretation Introduction

Interpretation:

The reagents used to obtain aldol condensation product should be known.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules.  For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.  The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

  • Deprotonation of α carbon
  • Attach of enolate ion with the aldehyde (nucleophilic attack)
  • Protonation of the alkoxide ion to give aldol product
  • Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Note : Simple way to find the starting materials for aldol condensation product instead of writing the entire mechanism is to find the carbon-carbon double bond in the product.  Break the bond and add oxygen to the β position and two hydrogens to the α positions.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 21, Problem 63PP , additional homework tip  3

To identify : The starting materials for aldol condensation product given.

(d)

Interpretation Introduction

Interpretation:

The reagents used to obtain aldol condensation product should be known.

Concept introduction:

Aldol condensation reaction is where the aldol addition product undergoes dehydration to give a conjugated enone. In organic chemistry condensation reaction means loss of small molecules.  For aldol condensation reaction to take place the starting material should have two α hydrogens in the same carbon atom.  The driving force for aldol condensation reaction is the formation of conjugated system. The steps involved in aldol condensation reaction are,

  • Deprotonation of α carbon
  • Attach of enolate ion with the aldehyde (nucleophilic attack)
  • Protonation of the alkoxide ion to give aldol product
  • Dehydration of the aldol addition product to form conjugated enone (aldol condensation product)

Please note that aldol condensation product is formed at higher temperature.

Note : Simple way to find the starting materials for aldol condensation product instead of writing the entire mechanism is to find the carbon-carbon double bond in the product.  Break the bond and add oxygen to the β position and two hydrogens to the α positions.

ORGANIC CHEMISTRY (LL) W/ACCESS, Chapter 21, Problem 63PP , additional homework tip  4

To identify : The starting materials for aldol condensation product given.

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