Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: davidenarb on August 14, 2014, 04:43:20 PM

Title: Intramolecular thioacetal formation
Post by: davidenarb on August 14, 2014, 04:43:20 PM

hello,

if a compound contain both carbonyl group and a -SH group, will a theoacetal be formed ? 
I know that the answer is yes for hydroxyl group (formation of acetal). but I am asking with the -SH group

thanks

Title: Re: Intramolecular thioacetal formation
Post by: Babcock_Hall on August 14, 2014, 07:45:44 PM

5-thioglucose is a known compound:  http://www.sigmaaldrich.com/catalog/product/sigma/88635?lang=en&region=US

Title: Re: Intramolecular thioacetal formation
Post by: Babcock_Hall on August 15, 2014, 10:49:27 AM

My previous example is a thiohemiacetal.  Sorry about any confusion.

Title: Re: Intramolecular thioacetal formation
Post by: rwiew on August 15, 2014, 10:51:29 AM

Quote from: Babcock_Hall on August 15, 2014, 10:49:27 AM

My previous example is a thiohemiacetal.  Sorry about any confusion.

Well from davidenarb's question it sounds like he means a compound with a single SH, so a thiohemiacetal is the right example! :)