Methyl acetoxyacetate

Base Information

• Chemical Name: Methyl acetoxyacetate
• CAS No.: 5837-80-9
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• DSSTox Substance ID: DTXSID00337020
• Wikidata: Q82104578
• Mol file: 5837-80-9.mol

Synonyms:Methyl acetoxyacetate;methyl 2-acetyloxyacetate;5837-80-9;Methyl (acetyloxy)acetate #;SCHEMBL2607864;DTXSID00337020

Chemical Property of Methyl acetoxyacetate

Chemical Property:

• Melting Point: 170-172 °C
• Boiling Point: 82-85 °C(Press: 26 Torr)
• PSA: 52.60000
• Density: 1.119±0.06 g/cm3(Predicted)
• LogP: -0.27750
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(=O)OC

Technology Process of Methyl acetoxyacetate

There total 2 articles about Methyl acetoxyacetate 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:

glycolic acid methyl ester (96-35-5) + acetic acid (64-19-7,77671-22-8) → acetoxyacetic acid (13831-30-6) + methyl 2-acetoxy acetate (5837-80-9)

Guidance literature:

With sulfuric acid; benzene; unter Destillation des Reaktionswassers;

Reference yield:

glycolic acid methyl ester (96-35-5) + sulfuric acid (7664-93-9) + acetic acid (64-19-7,77671-22-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → acetoxyacetic acid (13831-30-6) + methyl 2-acetoxy acetate (5837-80-9)

Guidance literature:

Reference yield: 90.0%

methyl 2-acetoxy acetate (5837-80-9) + (E)-methyl cinnamyl carbonate (87802-71-9,85217-69-2) → 2-acetyl-5-phenyl-pent-4-enoic acid methyl ester (85217-77-2)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/jo00209a032

upstream raw materials:

glycolic acid methyl ester

acetic acid

sulfuric acid

benzene

Downstream raw materials:

2-acetyl-5-phenyl-pent-4-enoic acid methyl ester

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

5-ethyl 3-methyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

1,4-dihydro-2,6-dimethyl-4-(3-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester