4-Oxoisocrotonic acid

Base Information

• Chemical Name: 4-Oxoisocrotonic acid
• CAS No.: 1575-59-3
• Molecular Formula: C4H4 O3
• Molecular Weight: 100.074
• Hs Code.: 2918300090
• European Community (EC) Number: 216-402-6
• DSSTox Substance ID: DTXSID701023311
• Nikkaji Number: J1.574.956C,J650.552J
• Mol file: 1575-59-3.mol

Synonyms:4-oxo-2-butenoic acid;fumaraldehydic acid;fumaraldehydic acid, (Z)-isomer;malealdehydic acid

Chemical Property of 4-Oxoisocrotonic acid

Chemical Property:

• Vapor Pressure: 0.00184mmHg at 25°C
• Melting Point: 52-53 °C
• Boiling Point: 271.2°Cat760mmHg
• PKA: 2.65±0.25(Predicted)
• Flash Point: 132.1°C
• PSA: 54.37000
• Density: 1.248g/cm³
• LogP: -0.17390
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 100.016043985
• Heavy Atom Count: 7
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CC(=O)O)C=O
• Isomeric SMILES: C(=C/C(=O)O)\C=O

Technology Process of 4-Oxoisocrotonic acid

There total 13 articles about 4-Oxoisocrotonic acid 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:

furfural (98-01-1) → 5-hydroxy-2-(5H)-furanone (14032-66-7) + 4-oxo-crotonic acid (1575-59-3) + succinic acid (110-15-6) + 2-buten-4-olide (497-23-4) + maleic acid (110-16-7,26099-09-2) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

With oxovanadium(IV) sulfate; water; dihydrogen peroxide; at 60 ℃; for 4h; pH=0 - 3;

DOI:10.1134/S1070363214060140

Reference yield:

2-furanoic acid (88-14-2) → 5-hydroxy-2-(5H)-furanone (14032-66-7) + 4-oxo-crotonic acid (1575-59-3) + succinic acid (110-15-6) + maleic acid (110-16-7,26099-09-2) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2)

Guidance literature:

With oxovanadium(IV) sulfate; water; dihydrogen peroxide; at 60 ℃; for 4h; pH=6.5 - 7;

DOI:10.1134/S1070363214060140

Reference yield:

furfural (98-01-1) → 5-hydroxy-2-(5H)-furanone (14032-66-7) + 4-oxo-crotonic acid (1575-59-3) + maleic acid (110-16-7,26099-09-2)

Guidance literature:

With sodium vanadate; perchloric acid; dihydrogen peroxide; In water; at 25 ℃; Product distribution;

DOI:10.1023/A:1013191807272

upstream raw materials:

furfural

peracetic acid

2-furanoic acid

4,4'-Oxydi(2-butenolide)

Downstream raw materials:

succinic acid

(+/-)-cis-6-formyl-cyclohex-3-enecarboxylic acid

5-methoxyfuran-2(5H)-one

methyl (Z)-4-oxobut-2-enoate

Refernces

• 1、 Burkhardt et al.. "". . p. 1225,1229. Retrieved 1968.
• 2、 Badovskaya,Poskonin,Ponomarenko. "Effect of acid-base properties of the medium on the reactions in the 2-furaldehyde-H2O2-H2O system with and without VOSO4". . p. 1133 - 1140. Retrieved 2014/08/05.