Methylglyoxal 1,1-dimethyl acetal Chemical Properties

Melting point:

-57 °C

Boiling point:

143-147 °C(lit.)

Density 

0.976 g/mL at 25 °C(lit.)

vapor pressure 

11hPa at 20℃

refractive index 

n20/D 1.398(lit.)

Flash point:

100 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Liquid

color 

Clear colorless to yellow

Water Solubility 

MISCIBLE

BRN 

1560557

InChI

1S/C5H10O3/c1-4(6)5(7-2)8-3/h5H,1-3H3

InChIKey

ULVSHNOGEVXRDR-UHFFFAOYSA-N

SMILES

COC(OC)C(C)=O

LogP

-0.199 (est)

CAS DataBase Reference

6342-56-9

NIST Chemistry Reference

2-Propanone, 1,1-dimethoxy-(6342-56-9)

EPA Substance Registry System

2-Propanone, 1,1-dimethoxy- (6342-56-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/38

Safety Statements 

26-36-16

RIDADR 

UN 1224 3/PG 3

WGK Germany 

1

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

III

HS Code 

29145000

Storage Class

3 - Flammable liquids

Hazard Classifications

Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2

MSDS

• Language:English Provider:1,1-Dimethoxyacetone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Methylglyoxal 1,1-dimethyl acetal Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid

Uses

Pyruvic Aldehyde Dimethyl Acetal is used in the preparation of MCL1 inhibitors S63845 which is tolerable and effective in diverse cancer models. Also, acts as a synthetic reagent for the preparation of 8novel 2,4-disubstituted pyrimidines as potent, selective, and cell-permeable inhibitors of neuronal nitric oxide synthase. Selective inhibition of neuronal nitric oxide synthase is an important therapeutic approach to target neurodegenerative disorders.

Uses

Methylglyoxal 1,1-dimethyl acetal was used in the synthesis of methylglyoxal via hydrolysis in the presence of H₂SO₄. It was used to investigate the effects of methylglyoxal-mediated glycation on the structure, thermal stability and enzyme activity of yeast enolase in vivo.

Synthesis Reference(s)

The Journal of Organic Chemistry, 41, p. 2642, 1976 DOI: 10.1021/jo00877a030

Synthesis

It is produced in two main stages. Stage 1: Preparation of acetone aldehyde monohydrate. 1,2-Propanediol undergoes gas-phase oxidation over a modified electrolytic silver catalyst. Optimal conditions: temperature 350-650??C, oxygen/alcohol ratio 1.1-1.2, space velocity 18,000-20,000 h?1. Conversion is 100%, methylglyoxal selectivity is 76%. Stage 2: Preparation of Methylglyoxal 1,1-dimethyl acetal. acetone aldehyde monohydrate reacts with methanol under reflux catalyzed by a modified resin. Distillation removes low-boilers and methanol. Steam distillation gives a crude solution. Dichloromethane extraction and rectification yield the pure product.

Methylglyoxal 1,1-dimethyl acetal(6342-56-9)Related Product Information

• Chloroacetaldehyde dimethyl acetal
• Paraldehyde
• 1,1-Dimethoxyethane
• Benzaldehyde dimethyl acetal
• 1-Nonanal
• Diphenyldimethoxysilane
• Dimethyldimethoxysilane
• Methylglyoxal
• Acetylacetaldehyde dimethyl acetal
• Bromoacetaldehyde dimethyl acetal
• Methoxyacetone
• 4-Methoxyphenylacetone
• Benzhydrol
• 2,2-Dimethoxypropane
• 1,1,2-Trimethoxyethane
• N,N-Dimethylformamide
• Acetal
• Dimethyl fumarate
• Methylglyoxal Dimethyl Acetal