Sciencemadness Discussion Board

Possible reaction of a ketal with a Grignard reagent?

rudy090992 - 23-5-2013 at 21:09

Do ketals react with gringard reagents? A better question is 'Do they react with gringards more quickly than nitriles react with gringards?'

Couldn't find anything with google.

[Edited on 24-5-2013 by ScienceSquirrel]

sonogashira - 24-5-2013 at 03:51

Quote: Originally posted by rudy090992  
Couldn't find anything with google.
Try Google Scholar.

ScienceSquirrel - 24-5-2013 at 04:12

This might help;

http://web.centre.edu/muzyka/organic/lab/ketalproject.doc

Nicodem - 24-5-2013 at 09:35

Quote: Originally posted by rudy090992  
Do ketals react with gringard reagents?

Acetals do not react with grignards. You can not have a nucleophilic addition on a multiple bond where there is no multiple bond, such as in acetals. Furthermore, acetals can be used as solvents for the formation of grignard reagents and for their reactions (for example, methylal is a good solvent for grignard reactions, see N. P. Cheremisinoff: Industrial Solvents Handbook, or similar reviews).
Quote:
Couldn't find anything with google.

Perhaps because you were searching for "ketals" which is a rarely used term. "This term, once abandoned, has been reinstated as a subclass of acetals." More likely though, you did not invest enough effort (I found the answer using Google in 5 seconds).

PS: Open threads without references only in the Beginnings section. See the forum guidelines for more information.