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Organic chemistry test study guide notes for Aldehydes and Ketones Electrophilicity and Oxidation Reduction Nucleophilic Addition Reactions Oxidation Reduction Reactions and Description and Properties concept summary good for mcat prep $9.64
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Organic chemistry test study guide notes for Aldehydes and Ketones Electrophilicity and Oxidation Reduction Nucleophilic Addition Reactions Oxidation Reduction Reactions and Description and Properties concept summary good for mcat prep
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Document Description: Organic Chemistry Test Study Guide for Aldehydes and Ketones This document serves as a comprehensive study guide focusing on key concepts related to aldehydes and ketones, which are crucial topics in organic chemistry. It covers the following main sections: Electrophilic...

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  • September 20, 2024
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Organic Chemistry -Aldehyde and
Ketones

Test Study Guide: -Enolate Chemistry
-General Principles

Ch.7 Enolates
-Aldol Condensation
-And More

CONCEPT SUMMARY

General Principles of Carbonyl Chemistry:

1. a-Carbon Identification: The carbon adjacent to the carbonyl carbon is referred to as the a-carbon, while the
hydrogens attached to this a-carbon are known as a-hydrogens.
2. Acidity of a-Hydrogens: a-Hydrogens exhibit relatively acidic properties and can be effectively removed by
strong bases.
3. C-H Bond Weakening: The presence of the electron-withdrawing oxygen in the carbonyl group contributes to
the weakening of C-H bonds on a-carbons.
4. Enolate Stability via Resonance: Upon deprotonation, the resulting enolate can be stabilized through resonance
with the carbonyl group.
5. Reactivity of Ketones: Ketones show reduced reactivity towards nucleophiles due to steric hindrance and
destabilization of the a-carbanion.
6. Impact of Alkyl Groups: An additional alkyl group introduces crowding in the transition state, leading to
increased energy and decreased stability of the carbanion due to electron density donation.

Points of Enolate Chemistry

1. Keto and Enol Forms

Aldehydes and ketones predominantly exist in the keto form (C=O), but can also exist in the enol form,
characterized by a double bond and a hydroxyl group (ene + ol).

2. Tautomerism

Tautomers are isomers that can be interconverted through the migration of a hydrogen atom and a double bond.
The keto and enol forms are examples of such tautomers.

3. Formation of Enolates

The enol form can undergo deprotonation to yield an enolate, which serves as a strong nucleophile in chemical
reactions.

4. Michael Addition Reaction

In the Michael addition mechanism, an enolate attacks an α,β-unsaturated carbonyl compound, resulting in the
formation of a new carbon-carbon bond.

5. Kinetic vs. Thermodynamic Enolates

Kinetic enolates are favored under conditions of fast, irreversible reactions at lower temperatures using strong,
sterically hindered bases.

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