Citronic acid; Methylfumaric acid

Base Information

• Chemical Name: Citronic acid; Methylfumaric acid
• CAS No.: 7407-59-2
• Molecular Formula: C₅H₆O₄
• Molecular Weight: 130.1
• European Community (EC) Number: 231-014-7
• DSSTox Substance ID: DTXSID20862046
• Wikidata: Q105030822
• Mol file: 7407-59-2.mol

Synonyms:7407-59-2;Citronic acid;Methylfumaric acid;DTXSID20862046;Kyselina mesakonovaMethylfumaric acid;AKOS033199661;FT-0623952;FT-0628231

Chemical Property of Citronic acid; Methylfumaric acid

Chemical Property:

• Boiling Point: 336.6°Cat760mmHg
• Flash Point: 171.5°C
• Density: 1.387g/cm³
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 130.02660867
• Heavy Atom Count: 9
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Citronic acid; Methylfumaric acid

There total 11 articles about Citronic acid; Methylfumaric 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:

2-methylenesuccinic acid (97-65-4,25119-64-6) → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + citraconic acid (498-23-7,7407-59-2) + Mesaconic acid (498-24-8,7407-59-2) + carbon dioxide (124-38-9,18923-20-1) + acetic acid (64-19-7,77671-22-8) + 2-oxo-propionic acid (127-17-3) + acetone (67-64-1)

Guidance literature:

With barium hexa-aluminate; In water; at 175 ℃; under 30003 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.mcat.2019.110520

Reference yield:

2-methylenesuccinic acid (97-65-4,25119-64-6) → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + citraconic acid (498-23-7,7407-59-2) + Mesaconic acid (498-24-8,7407-59-2) + carbon dioxide (124-38-9,18923-20-1) + acetic acid (64-19-7,77671-22-8) + 2-oxo-propionic acid (127-17-3) + acetone (67-64-1)

Guidance literature:

With barium hexa-aluminate; In water; at 175 ℃; under 30003 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.mcat.2019.110520

Reference yield:

2-methylenesuccinic acid (97-65-4,25119-64-6) → propene (187737-37-7,13987-01-4,15220-87-8,9003-07-0,676-63-1,25085-53-4) + poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + citraconic acid (498-23-7,7407-59-2) + Mesaconic acid (498-24-8,7407-59-2) + 2-methyllactic acid (594-61-6) + carbon dioxide (124-38-9,18923-20-1) + acetic acid (64-19-7,77671-22-8) + 2-oxo-propionic acid (127-17-3) + acetone (67-64-1)

Guidance literature:

With barium hexa-aluminate; In water; at 200 ℃; under 30003 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.mcat.2019.110520

upstream raw materials:

(2,4'-dihydroxy-3,3'-dimethoxy-5-methyl)diphenylmethane

(R)-methylsuccinic acid dimethyl ester

citraconic acid dimethyl ester

Mesaconic acid

Downstream raw materials:

-2-methyl-3-(4-chlorophenyl)prop-2-enoic acid

3-methyl-1-phenylpyrrole-2,5-dione

(+/-)-cis-1-methylcyclohexane-1,2-dicarboxylic acid

(+/-)-1-methyl-cyclohexane-1r,2t-dicarboxylic acid dimethyl ester

Refernces

• 1、 Le N?tre, Jér?me,Witte-van Dijk, Susan C. M.,van Haveren, Jacco,Scott, Elinor L.,Sanders, Johan P. M.. "Synthesis of Bio-Based Methacrylic Acid by Decarboxylation of Itaconic Acid and Citric Acid Catalyzed by Solid Transition-Metal Catalysts". . p. 2712 - 2720. Retrieved 2016/12/23.
• 2、 Mangan, David,Miskelly, Iain,Moody, Thomas S.. "A three-enzyme system involving an ene-reductase for generating valuable chiral building blocks". . p. 2185 - 2190,6. Retrieved 2020/09/02.