View Full Version : Organic Reaction Help


supraman
10-21-2008, 01:57 AM
http://img253.imageshack.us/img253/4343/kaporgbi3.jpg (http://imageshack.us)
http://img253.imageshack.us/img253/kaporgbi3.jpg/1/w674.png (http://g.imageshack.us/img253/kaporgbi3.jpg/1/)

Why does the the ester not form the bottom picture (I made that in paint believing thats what the products are). I know, or think I know that LAH will reduce esters to form 2 alcohols, not the above picture! Anyone?

lol Sorry for advertisement attached; its from free upload site

Tommymkea
10-23-2008, 01:17 PM
Just like you said, the LAH will reduce the C-O double bond to an alcohol. However, only the double bonds are reduced, which is why your OCH2CH3 stays on the same form.

Sea of ASH
10-23-2008, 03:03 PM
ethers get reduced to 2 alcohols.

also carboxylic acids get reduced into a primary alcohol and not a geminal diol

supraman
10-23-2008, 03:36 PM
Interesting.....I don't care now that I'm done lol.

IDK
10-23-2008, 04:17 PM
hmm..according to this http://www.chem.ucalgary.ca/courses/350/Carey/Ch20/ch20-3-3-2.html esters get reduced to two alcohols with LiAlH4.

zuma35
11-02-2008, 12:55 PM
http://img253.imageshack.us/img253/4343/kaporgbi3.jpg (http://imageshack.us)
http://img253.imageshack.us/img253/kaporgbi3.jpg/1/w674.png (http://g.imageshack.us/img253/kaporgbi3.jpg/1/)

Why does the the ester not form the bottom picture (I made that in paint believing thats what the products are). I know, or think I know that LAH will reduce esters to form 2 alcohols, not the above picture! Anyone?

lol Sorry for advertisement attached; its from free upload site


The product on the bottom is correct, except that there should only be one OH on the left side.