Leila Section Week 5

Leila Section Week 5 - Chemistry 35: Organic Monofunctional...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Chemistry 35: Organic Monofunctional Compounds Section 5: October 27, 2008 Prof. Huestis, Fall 2008 TA: Leila Yeh Beach Hell-Volhard-Zelinsky : α-Halogenating Carboxylic Acids Overall Reaction: A Kind-Of Mechanism: Notes: Why are we going over this again? I wrote this reaction on the board wrong last week. Sorry about that. Note that the starting material is a carboxylic acid (not an aldehyde). This reaction will stop after the first halogenation because the size of the bromine hinders further halogenation. Baeyer-Villiger Oxidation : Getting Esters from Ketones Notes: Limitation: An asymmetric ketone will give a mixture of products. Don’t worry too much about the mechanism for this reaction. Diazomethane : Getting Methyl Esters from Carboxylic Acids First, what is diazomethane? Diazomethane: Overall Reaction: Mechanism: OH O Br 2 P OH O Br OH O Br 2 P CARBOXYLIC ACID (does not readily undergo enol formation) Br O ACID HALIDE (readily forms enol) Br OH Br Br Br O Br OH
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 02/13/2009 for the course CHEM 35 taught by Professor Dubois,j during the Fall '07 term at Stanford.

Page1 / 3

Leila Section Week 5 - Chemistry 35: Organic Monofunctional...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online