Fumaryl acetone

Base Information

• Chemical Name: Fumaryl acetone
• CAS No.: 62966-21-6
• Molecular Formula: C7H6O3
• Molecular Weight: 138.1207
• DSSTox Substance ID: DTXSID00212166
• Mol file: 62966-21-6.mol

Synonyms:Fumaryl acetone;cyclohept-6-ene-1,3,5-trione;62966-21-6;CCRIS 1384;starbld0001469;SCHEMBL366153;DTXSID00212166

Chemical Property of Fumaryl acetone

Chemical Property:

• Vapor Pressure: 0.000444mmHg at 25°C
• Boiling Point: 315.2°C at 760 mmHg
• Flash Point: 136.3°C
• PSA: 51.21000
• Density: 1.291g/cm³
• LogP: 0.04370
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 138.031694049
• Heavy Atom Count: 10
• Complexity: 203

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)CC(=O)C=CC1=O

Technology Process of Fumaryl acetone

There total 5 articles about Fumaryl acetone 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: 39.0%

maleic anhydride (108-31-6) + methacrylic acid methyl ester (80-62-6,114512-63-9,143476-91-9,25188-98-1,9011-14-7) → fumarylacetone (62966-21-6) + 2-Acetyl-cyclopent-4-en-1.3-dion (4056-67-1)

Guidance literature:

aluminium trichloride; In 1,2-dichloro-ethane; for 1h; Heating;

DOI:10.1007/BF02508410

Reference yield:

maleylacetone (40609-69-6) → fumarylacetone (62966-21-6)

Guidance literature:

With (isomerization); In water; Rate constant;

DOI:10.1021/ja00798a042

Reference yield:

2-Carboxymethyl-5-methyl-3-oxo-2,3-dihydrofuran (62966-18-1) → fumarylacetone (62966-21-6)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1248/cpb.25.41

upstream raw materials:

2-Carboxymethyl-5-methyl-3-oxo-2,3-dihydrofuran

(Z)-5-(2'-oxopropylidene)furan-2(5H)-one

maleylacetone

maleic anhydride

Refernces

• 1、 Fowler,J.,Seltzer,S.. "-". . p. 3529 - 3532. Retrieved 1970.
• 2、 Lantum, Hoffman B. M.,Board, Philip G.,Anders. "Kinetics of the biotransformation of maleylacetone and chlorofluoroacetic acid by polymorphic variants of human glutathione transferase zeta (hGSTZ1-1)". . p. 957 - 963. Retrieved 2002.
• 3、 Kitamoto,Terashima,Yamada. "Stereochemical studies. XLVI. Studies on the synthesis of 4 acetoxy cyclopentane 1,3 dione derivatives". . p. 41 - 46. Retrieved 2007/10/08.