Sciencemadness Discussion Board

1,3-propanediol

jamit - 6-5-2011 at 23:07

Does anyone know how to prepare 1,3-propanediol? I need it to make malonic acid.

There is very little information about the preparation of this chemical on this forum or on google.

Thanks for the help in advance.
:(

DJF90 - 7-5-2011 at 04:43

Where are you in the world. There may be a source of 1,3-diol or malonic acid, depending on where you are.

Bot0nist - 7-5-2011 at 05:05

From wikipedia;

'1,3-Propanediol may be chemically synthesized by the hydration of acrolein, or by the hydroformylation of ethylene oxide to afford 3-hydroxypropionaldehyde. The aldehyde is hydrogenated to give 1,3-propanediol.

Two other routes involve bioprocessing by certain micro-organisms:'


entropy51 - 7-5-2011 at 06:36

You might want to consult this thread on malonic acid. Apparently some antifreeze contains the diol.

https://www.sciencemadness.org/whisper/viewthread.php?tid=13...

jon - 7-5-2011 at 06:39

as in propylene glycol?

gsd - 7-5-2011 at 06:54

Here is a thread by Magpie on the same topic.

http://www.sciencemadness.org/talk/viewthread.php?tid=11283#...

gsd

Malonic Acid Suppliers

theobromacacao - 7-5-2011 at 08:01

Depending on your location, there are at least 2 suppliers of it currently on ebay:

http://cgi.ebay.co.uk/Malonic-acid-Malonsaure-1kg-Antik-/280...

http://cgi.ebay.co.uk/Malonic-acid-99-500g-Laboratory-Reagen...

However, I know it's more fun to make yourself!

smaerd - 4-8-2011 at 23:34

A possibly relevant articles, although I have no journal access.

Conversion of Glycerol to 1,3-Propanediol via Selective Dehydroxylation
Keyi Wang, Martin C. Hawley,* and Scott J. DeAthos
Department of Chemical Engineering and Materials Science, Michigan State University, East Lansing, Michigan 48824
Ind. Eng. Chem. Res., 2003, 42 (13), pp 2913–2923
DOI: 10.1021/ie020754h
Publication Date (Web): May 31, 2003

Though acetylation is a bit hard-core, considering malonic acid can be bought with probably less scrutiny than acetic anhydride.

The only other methods I've really found in the literature use bacterial cultures to metabolize glycol into the desired compounds.

Wow buying 500g-1000g malonic acid on ebay? Sketchy?

[Edited on 5-8-2011 by smaerd]

Paddywhacker - 5-8-2011 at 01:51

It is an interesting paper, Smaerd, with some approachable glycerol chemistry.



Attachment: Wang, Hawley & DeAthos, Conversion of glycerol to 1,3-propanediol, Ind. Eng. Chem. Res., 2003.pdf (159kB)
This file has been downloaded 1822 times


mr.crow - 5-8-2011 at 06:49

Excellent paper, some good chemical engineering. Using pyridine in a chemical plant, smells like fun

BTW its not acetylization, its acetAlization with benzaldehyde.

Roger86 - 18-8-2011 at 11:59

I'v read that the glycol Magpie suggested, that has 1,3 propanediol made by Du pont & Tate and Lyle who have a patent on method making it from corn syrup with geneticaly modified E. Coli

I have a friend who was intern at local biochemistry company,i might ask if he knows anything about the bacteria.

I suppose if they are a smart company, they keep the bacteria to themself?

And if i remember the episode of numb3rs correctly, DNA synthetiser is a hard thing to steal, so im not going to do that either:D

but, iv read there are companies selling bacteria online,and that are willing to sell them to individuals too.Would the E. Coli that id pull from my ass work in doing the same chemical reaction work in smaller yelds?:o