(R)-(+)-Methylsuccinic acid

Base Information

• Chemical Name: (R)-(+)-Methylsuccinic acid
• CAS No.: 3641-51-8
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 2917190090
• European Community (EC) Number: 626-004-8
• DSSTox Substance ID: DTXSID70189937
• Nikkaji Number: J84.154D
• Wikidata: Q27163207
• Mol file: 3641-51-8.mol

Synonyms:3641-51-8;(R)-(+)-Methylsuccinic acid;(r)-2-methylsuccinic acid;(2R)-2-methylbutanedioic acid;(R)-(+)-Pyrotartaric Acid;(R)-methylsuccinic acid;d-Methylsuccinic acid;Butanedioic acid, methyl-, (R)-;Butanedioic acid, methyl-, (2R)-;(r)-2-methylsuccinicacid;(R)-2-methylbutanedioic acid;d-MethylbernsteinsA currencyure;SCHEMBL2599566;CHEBI:91317;DTXSID70189937;MFCD00209602;(R)-(+)-Methylsuccinic acid, 99%;AKOS006378565;AKOS015840292;AS-38245;CS-0200145;M1226;A823238;Q27163207;(R)-(+)-PYROTARTARIC ACID

Chemical Property of (R)-(+)-Methylsuccinic acid

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 0.0162mmHg at 25°C
• Melting Point: 110-115 °C(lit.)
• Refractive Index: 15.5 ° (C=2, EtOH)
• Boiling Point: 236.526 °C at 760 mmHg
• PKA: 4.56±0.19(Predicted)
• Flash Point: 111.118 °C
• PSA: 74.60000
• Density: 1.312 g/cm³
• LogP: 0.18180
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

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

(R)-(+)-Methylsuccinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC(=O)O)C(=O)O
• Isomeric SMILES: C[C@H](CC(=O)O)C(=O)O

Technology Process of (R)-(+)-Methylsuccinic acid

There total 10 articles about (R)-(+)-Methylsuccinic 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:

(R)-methylsuccinic acid dimethyl ester (22644-27-5) + citraconic acid dimethyl ester (617-54-9) → citraconic acid (498-23-7,7407-59-2) + 2-methyl-but-2-enedioic acid 1-methyl ester (71028-76-7) + 2-(R)-methylsuccinic acid (3641-51-8) + (R)-2-methylsuccinate-1-monomethyl ester (83509-04-0) + (R)-2-methyl-succinic acid 4-methyl ester (23268-03-3,80986-16-9,111266-27-4,81025-83-4) + 2-methyl-but-2-enedioic acid 4-methyl ester

Guidance literature:

With AH-33 (Amano Proleather FG), hydrolase enzyme; Enzymatic reaction;

DOI:10.1002/adsc.201101006

Reference yield:

miniolin B → 2-(R)-methylsuccinic acid (3641-51-8) + oxalic acid monomethyl ester (600-23-7) + 2-hydroxy-2-methylpropanedioic acid (595-48-2) + acetic acid (64-19-7,77671-22-8) + propionic acid (802294-64-0,79-09-4)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 4h;

DOI:10.1039/c4ra11712c

Reference yield:

miniolin C → 2-(R)-methylsuccinic acid (3641-51-8) + oxalic acid monomethyl ester (600-23-7) + 2-hydroxy-2-methylpropanedioic acid (595-48-2) + acetic acid (64-19-7,77671-22-8) + propionic acid (802294-64-0,79-09-4)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 4h;

DOI:10.1039/c4ra11712c

upstream raw materials:

Menthone

(R,R)-2,3-dimethyl-succinic acid monomethyl ester

C₈H₁₃NO₅

(R)-methylsuccinic acid dimethyl ester

Downstream raw materials:

1-Chloropropane

carbon dioxide

Refernces

• 1、 Ishida, Keishi,Lincke, Thorger,Hertweck, Christian. "Assembly and absolute configuration of short-lived polyketides from burkholderia thailandensis". supporting information; experimental part. p. 5470 - 5474. Retrieved 2012/07/14.
• 2、 -. "STEREOSELECTIVE SYNTHESIS OF 3,4-DISUBSTITUTED CYCLOPENTANONES AND RELATED COMPOUNDS". Page/Page column 43. . Retrieved 2010/11/25.