2,3-Dimercaptosuccinic acid, (-)-

Base Information

• Chemical Name: 2,3-Dimercaptosuccinic acid, (-)-
• CAS No.: 10008-75-0
• Molecular Formula: C₄H₆O₄S₂
• Molecular Weight: 182.221
• UNII: K853KBN17Q,D4Q64MO44Z
• DSSTox Substance ID: DTXSID10872497,DTXSID101046014
• Nikkaji Number: J586.782G
• Wikidata: Q81978333
• ChEMBL ID: CHEMBL1444997
• Mol file: 10008-75-0.mol

Synonyms:DL-Dimercaptosuccinic acid;DL-Dmsa;DL-2,3-Dimercaptosuccinic acid;UNII-K853KBN17Q;2,3-Dimercaptosuccinic acid, (-)-;(2R,3R)-2,3-Dimercaptosuccinic acid;K853KBN17Q;2,3-Dimercaptosuccinic acid, DL-;Succinic acid, 2,3-dimercapto-, (2R,3R)-(-)-;UNII-D4Q64MO44Z;Succinic acid, 2,3-dimercapto-, (+-)-;D4Q64MO44Z;10008-75-0;27887-84-9;(2R,3R)-2,3-disulfanylbutanedioic acid;C4H6O4S2;C4-H6-O4-S2;NSC-16866;NCIStruc1_000441;NCIStruc2_000609;CHEMBL1444997;DTXSID10872497;RAC-DIMERCAPTOSUCCINIC ACID;DTXSID101046014;NCI16866;CCG-37981;NCGC00013217;Succimer, (R*,R*)-(+,-)-Isomer;NCGC00013217-02;NCGC00096338-01;(2R,3R)-2,3-Dimercaptobutanedioic acid;LS-147427;SUCCINIC ACID, 2,3-DIMERCAPTO-, (+/-)-;BUTANEDIOIC ACID, 2,3-DIMERCAPTO-, (2R,3R)-REL-;BUTANEDIOIC ACID, 2,3-DIMERCAPTO-, (R*,R*)-(+/-)-

Chemical Property of 2,3-Dimercaptosuccinic acid, (-)-

Chemical Property:

• Vapor Pressure: 0.00232mmHg at 25°C
• Boiling Point: 267.6°Cat760mmHg
• Flash Point: 115.6°C
• Density: 1.617g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 181.97075102
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,3-Dimercaptosuccinic acid, (-)-

There total 2 articles about 2,3-Dimercaptosuccinic 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: 75.4%

rac-2,3-bis(acetylthio)succinic acid (17660-55-8) → racemic-2,3-dimercaptosuccinic acid (304-55-2,2418-14-6,10008-75-0,27887-82-7,27887-84-9)

Guidance literature:

With sodium hydroxide; at 22.5 ℃; for 0.05h;

DOI:10.1111/j.1600-0773.1997.tb00393.x

Reference yield:

→ racemic-2,3-dimercaptosuccinic acid (304-55-2,2418-14-6,10008-75-0,27887-82-7,27887-84-9)

Guidance literature:

rac.-2,3-Bis-acetylmercapto-bernsteinsaeure, wss. NaOH;

DOI:10.1002/hlca.19610440410

Reference yield: 28.0%

tetraethyl ammonium (66-40-0) + racemic-2,3-dimercaptosuccinic acid (304-55-2,2418-14-6,10008-75-0,27887-82-7,27887-84-9) + pertechnetate anion (23288-61-1) → (C2H5)4N(1+)*TcO(S(CH(COOH))2S)2(1-)=[(C2H5)4N][TcO(S(CH(COOH))2S)2]

Guidance literature:

With gluconic acid; SnCl₂; In not given; treatment of mixt. of TcO4(1-) and gluconic acid with SnCl2 (according to Spies and Johannsen, Inorg. Chim. Acta 33, L113, 1979), addn. of 2 equiv. dithiol, treatment with Et4N(1+); crystn. (MeNO2); elem. anal.;

DOI:10.1016/S0020-1693(00)90099-9

upstream raw materials:

rac-2,3-bis(acetylthio)succinic acid

Downstream raw materials:

rac.-2,3-Dimercapto-bernsteinsaeure-dimethylester

Refernces