Mercaptosuccinic acid

Base Information

• Chemical Name: Mercaptosuccinic acid
• CAS No.: 70-49-5
• Deprecated CAS: 644-87-1
• Molecular Formula: C4H6O4S
• Molecular Weight: 150.155
• Hs Code.: 29309070
• European Community (EC) Number: 200-736-4
• NSC Number: 7302
• UNII: 94239W5L4H
• DSSTox Substance ID: DTXSID20861615
• Nikkaji Number: J4.877A
• Wikipedia: Thiomalic_acid
• Wikidata: Q7784684
• ChEMBL ID: CHEMBL4303414
• Mol file: 70-49-5.mol

Synonyms:2-mercaptosuccinate;2-thiomalic acid;mercaptosuccinic acid

Chemical Property of Mercaptosuccinic acid

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 0.00475mmHg at 25°C
• Melting Point: 155-157 °C(lit.)
• Refractive Index: 1.555
• Boiling Point: 256.3 °C at 760 mmHg
• PKA: pKa 4.68±0.04(H2O t = 20.0±0.05 I = 0.15) (Uncertain)
• Flash Point: 108.8 °C
• PSA: 113.40000
• Density: 1.528 g/cm³
• LogP: -0.15590
• Storage Temp.: 2-8°C
• Solubility.: 500g/l
• Water Solubility.: 150 g/L (20 ºC)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 149.99867984
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

Thiomalic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,C
• Hazard Codes: Xn,C
• Statements: 22-36/37/38-34-20/21/22
• Safety Statements: 26-36-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C(C(C(=O)O)S)C(=O)O
• Uses: Antirheumatic. Mercaptosuccinic acid is used in the preparation of mercaptosuccinic acid diethyl ester by reaction with ethanol. It is also used as a brightening agent in metal plating. Further, it serves as an intermediate for the synthesis of corrosion inhibitors, soil fumigants, active pharmaceutical ingredients and electroplating agents. Mercaptosuccinic acid has been used as a dopant for the synthesis of carbon nanodots from citric acid. It can be used as a capping and reducing agent to synthesize monolayer-capped gold nanoparticles.

Technology Process of Mercaptosuccinic acid

There total 27 articles about Mercaptosuccinic 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: 78.0%

C5H6N2O3S → DL-thiomalic acid (70-49-5,644-87-1)

Guidance literature:

With ammonium hydroxide; In water; at 120 ℃; for 2h; Sealed tube; High pressure;

Reference yield: 75.0%

(2E)-but-2-enedioic acid (110-17-8,26099-09-2) → DL-thiomalic acid (70-49-5,644-87-1)

Guidance literature:

With sodium hydroxide; hydrogen sulfide; In water; at 120 ℃; for 4h; under 7500.75 Torr;

Reference yield: 68.0%

2-Acetylsulfanyl-succinic acid bis-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl) ester → DL-thiomalic acid (70-49-5,644-87-1)

Guidance literature:

With sodium hydroxide; at 60 ℃; for 12h;

upstream raw materials:

maleic anhydride

O,O-Diethyl hydrogen phosphorodithioate

bromosuccinic acid

ethylcarbamoylsulfanyl-succinic acid

Downstream raw materials:

(S)-ethylsulfanyl-succinic acid

diethyl 2-mercaptosuccinate

4-chloro-2-nitro-thiophenol

(+)-sulfo-succinic acid

Refernces

• 1、 -. "Method for preparing mercaptocarboxylic acid or derivatives thereof by aminolysis of thioureidocarboxylic acid or derivatives thereof". Paragraph 0012. . Retrieved 2020/06/09.
• 2、 -. "METHOD OF PRODUCING β-MERCAPTOCARBOXYLIC ACIDS". Page/Page column 31-32. . Retrieved 2009/04/25.