40364-79-2

Usage

Appearance

Colorless, odorless liquid

Usage

Production of polymers, stabilizer for natural oils and fats

Health risk

Potential carcinogen, classified as Group 2A substance by IARC

Health effects

Increased risk of cancer, particularly in the gastrointestinal tract

Occurrence

Formed during refining of vegetable oils and found in certain food products

Efforts to reduce levels

Being made to limit human exposure due to potential health risks

Upstream product

• 7251-32-3 diethoxymethylmalonic acid diethyl ester 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 40364-80-5 bis-(hydroxymethyl)-acetaldehyde 
• 680201-68-7 3-benzyloxy-2-(benzyloxymethyl)propanal diethylacetal 
• 40364-81-6 3-Hydroxy-2-hydroxymethylpropanal-2,4-dinitrophenylhydrazon 

Relevant academic research and scientific papers

Enzymatic synthesis of a branched-chain hexulose: 5-Deoxy-5-C- hydroxymethyl-β-L-xylo-hex-2-ulopyranose

The coupling of dihydroxyacetone phosphate with 3-hydroxy-2- (hydroxymethyl)propanal (1) in the presence of rabbit muscle aldolase afforded a branched-chain hexulose phosphate isolated in 64% yield as the barium salt 3. The parent, dephosphorylated sugar 4 was converted to its anhydro derivative 8 and glycoside 9.

A practical synthesis of (-)-kazusamycin A (revised)

We describe herein a stereo-controlled and practical synthesis of three key building blocks, namely Segment AB′, Segment D, and Segment E′ needed for the total synthesis of (-)-kazusamycin A.

Synthesis and lipase-catalyzed asymmetric acetylation of 3-hydroxyl-2-hydroxymethylpropanal acetals

Prochiral dialkylacetal derivatives of 3-hydroxy-2-hydroxymethylpropanal 6a-e were synthesized from the corresponding 2-substituted diethyl malonates 5a-e and subjected to asymmetric enzymatic acetylation. The diethyl malonates 5a-f were prepared from diethyl chloromethylenemalonate 3 by using either a one- or a two-step process. Asymmetric acetylation of 3-hydroxy-2-hydroxymethylpropanal diethyl acetal 6b with several enzymes was studied first, showing the highest enantiotopic selectivity with lipase from Pseudomonas fluorescens (PFL). Solvent effect was also investigated: the best selectivity was obtained in a mixture of hexane and diethyl ether. Furthermore, several other acetals 6a-e were also tested under the optimal acetylation conditions.

A 13C AND 1H NMR STUDY OF FORMALDEHYDE REACTIONS WITH ACETALDEHYDE AND ACROLEIN. SYNTHESIS OF 2-(HYDROXYMETHYL)-1,3-PROPANEDIOL

The 13C i 1H NMR spectra of various formaldehyde-acetaldehyde and formaldehyde-acrolein mixtures in buffered aqueous solutions were examined.Reaction intermediates and products were assayed including 3-hydroxypropanal, 3-hydroxy-2-(hydroxymethyl)propanal, pentaerythrose and pentaerythritol.Reaction mixtures were hydrogenated under various conditions to yield mixtures of 1,3-propanediol, pentaerythritol and 2-(hydroxymethyl)-1,3-propanediol.The latter compound was also prepared by an efficient new procedure from 3,3-diethoxy-2-(hydroxymethyl)-1-propanol.

Procedure for making trimethylolmethane

A process for the production of trimethylolmethane in high yields. Trimetolmethane is useful as the essential precurser to trimethylolmethane trinitrate, a high-energy plasticizer and explosive.