Chemistry 125: Lecture 71April 21, 2010

-H Reactivity(Ch. 19)

A Few Topics in Carbohydrate Chemistry(Ch. 22)

Preliminary This

For copyright notice see final page of this file

-Alkylation Iketones/aldehydes (19.5a)

-143

-170

HOMO favors C

electrostatic potential favors O

-Alkylation Iketones/aldehydes (19.5a)

~ Random

Preform Kinetic Enolate

Controlled

-Alkylation Icarboxylic acids (19.5b)

-Alkylation II-dicarbonyls (19.5c)

-Alkylation IIDecarboxylation (19.5d)

malonic/acetoacetic ester syntheses of acids/ketones

Arndt-Eistert added one C to chain, malonic ester adds two.

The Aldol Condensation (sec 19.6)

The Aldol Condensation

(sec 19.6)

The Aldol Condensation

(sec 19.6)

Conjugate Addition (sec 19.6c)

Carbohydrates before Fischer (Ch. 22)

Heinrich Kiliani 22.3a

A.S. Couper (last semester)

Ring-Chain Tautomers (sec 22.2)

End of Lecture 71April 21, 2010

Copyright © J. M. McBride 2010. Some rights reserved. Except for cited third-party materials, and those used by visiting speakers, all content is licensed under a Creative Commons License (Attribution-NonCommercial-ShareAlike 3.0).

Use of this content constitutes your acceptance of the noted license and the terms and conditions of use.

Materials from Wikimedia Commons are denoted by the symbol .

Third party materials may be subject to additional intellectual property notices, information, or restrictions. 

The following attribution may be used when reusing material that is not identified as third-party content: J. M. McBride, Chem 125. License: Creative Commons BY-NC-SA 3.0