The Vespiary

The Hive => Chemistry Discourse => Topic started by: tropine on December 12, 2003, 02:41:00 AM

Title: 1kg of succinic acid, but how to succinaldehyde?
Post by: tropine on December 12, 2003, 02:41:00 AM

so much succinic acid, even the anhydride, but is there anyway to go to the oxime or directly to the aldehyde from these?  Can't find anything in the search engine except for what seem to be round about ways, can't one start with succinic acid?

Title: succindialdehyde
Post by: Rhodium on December 12, 2003, 08:28:00 AM

I know of only two reasonable routes to succindialdehyde, and that is from pyrrole (treatment with hydroxylamine + hydrolysis of dioxime) and from 2,5-dialkoxy-tetrahydrofuran (acid hydrolysis of acetal).

Title: Succindialdehyde
Post by: roger2003 on December 12, 2003, 12:19:00 PM

Title: Succinacid
Post by: politoxicomania on December 16, 2003, 11:00:00 PM

It is long ago that i thought about generating succinaldehyd from succinacid (butandiacid or bernsteinsäure)
The idea was to make the anydrid and from ther to the 2,5-dialkoxy-tetrahydrofuran one step away.
One day ill figure this out .

Title: very desirable idea however
Post by: tropine on December 17, 2003, 11:06:00 PM

Oh the irony, kg's of succinic acid, and hundreds of grams of the anhydride, but there is no literature to get the aldehyde from either of these. There are a variety of very elementary chemical procedures that yeild aldehydes.  Make the acid chlordie form succinic acid, the treat with LiAlH(O-tBu)3 is one.  There is a whole host of simple transformations that could be used on this highly functional carboxylic acid, I wonder why none have been cited?

Title: Quite unusual
Post by: politoxicomania on December 18, 2003, 07:23:00 PM

its industrial unusual to go from acids to aldehyds......