1,1-Dimethoxyacetone

Base Information

• Chemical Name: 1,1-Dimethoxyacetone
• CAS No.: 6342-56-9
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 29145000
• European Community (EC) Number: 228-735-4
• NSC Number: 50127
• UNII: 3772KY264D
• DSSTox Substance ID: DTXSID6064244
• Nikkaji Number: J206.945H
• Wikidata: Q72491069
• Mol file: 6342-56-9.mol

Synonyms:1,1-dimethoxyacetone;methylglyoxal dimethyl acetal

Chemical Property of 1,1-Dimethoxyacetone

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 4.96mmHg at 25°C
• Melting Point: -57 °C
• Refractive Index: n20/D 1.398(lit.)
• Boiling Point: 145 °C at 760 mmHg
• Flash Point: 37 °C
• PSA: 35.53000
• Density: 0.973 g/cm³
• LogP: 0.19430
• Storage Temp.: Flammables area
• Water Solubility.: MISCIBLE
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 75.7

Purity/Quality:

99% ^*data from raw suppliers

Pyruvic Aldehyde Dimethyl Acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/38
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Acetals
• Canonical SMILES: CC(=O)C(OC)OC
• 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. 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.

Technology Process of 1,1-Dimethoxyacetone

There total 22 articles about 1,1-Dimethoxyacetone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

N-trimethoxy-N-methyl-acetamide (1401816-27-0) + methylmagnesium bromide (75-16-1) → Pyruvic aldehyde dimethyl acetal (6342-56-9)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.3390/molecules171213864

Reference yield: 95.0%

N-trimethoxy-N-methyl-acetamide (1401816-27-0) + methyllithium (917-54-4) → Pyruvic aldehyde dimethyl acetal (6342-56-9)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.3390/molecules171213864

Reference yield: 90.0%

methanol (67-56-1) + dihydroxyacetone (96-26-4,26776-70-5) → Pyruvic aldehyde dimethyl acetal (6342-56-9)

Guidance literature:

With Sn ion-modified sulfonic acid cation exchange resin catalyst; at 65 ℃; for 6h; under 1500.15 - 6750.68 Torr; Temperature; Pressure; Reagent/catalyst; Time;

upstream raw materials:

methanol

Propargylic aldehyde

2-oxopropanal

4-chloromethylene-[1,3]dioxolane

Downstream raw materials:

2-oxopropanal

1,1-Dimethoxy-2-(3'-methylthioanilino)-propan

(+/-)-Nuciferal

1-Bromo-1-methoxypropan-2-one