(S)-Chlorosuccinic acid

Base Information

• Chemical Name: (S)-Chlorosuccinic acid
• CAS No.: 4198-33-8
• Molecular Formula: C4H5ClO4
• Molecular Weight: 152.534
• Hs Code.: 2917190090
• European Community (EC) Number: 224-092-9
• UNII: D23232NSUY
• DSSTox Substance ID: DTXSID701032152
• Nikkaji Number: J602E
• Wikidata: Q27275991
• Pharos Ligand ID: JWC7YG8L1NXU
• Mol file: 4198-33-8.mol

Synonyms:(S)-2-chlorosuccinic acid;(S)-Chlorosuccinic acid;4198-33-8;L-Chlorosuccinic acid;(2S)-2-chlorobutanedioic acid;Chlorosuccinic acid, (S)-;UNII-D23232NSUY;D23232NSUY;Succinic acid, chloro-, (S)-;Butanedioic acid, chloro-, (S)-;EINECS 224-092-9;C4-H5-Cl-O4;C4H5ClO4;GTPL9634;SCHEMBL2782669;(-)-CHLOROSUCCINIC ACID;TQP0743;DTXSID701032152;AKOS017344893;BUTANEDIOIC ACID, CHLORO-, (2S)-;BUTANEDIOIC ACID, 2-CHLORO-, (2S)-;Q27275991

Chemical Property of (S)-Chlorosuccinic acid

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Melting Point: 150-153 °C
• Refractive Index: 1.509
• Boiling Point: 235.8 °C at 760 mmHg
• Flash Point: 96.4 °C
• PSA: 74.60000
• Density: 1.595 g/cm³
• LogP: 0.15310
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 151.9876363
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99%min ^*data from raw suppliers

(S)-2-CHLOROSUCCINIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-Chlorosuccinic acid

There total 7 articles about (S)-Chlorosuccinic 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: 99.0%

chlorofumaric acid (617-42-5,19071-21-7) → (2S)-chlorobutanedioic acid (4198-33-8,617-41-4)

Guidance literature:

With formic acid; paraquat dichloride; In water; at 30 ℃; for 2h; Clostridium formicoaceticum;

DOI:10.1016/S0040-4020(01)85677-5

Reference yield: 86.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → D-Malic acid (636-61-3,78644-42-5) + (2S)-chlorobutanedioic acid (4198-33-8,617-41-4) + 2-butenedioic acid (6915-18-0,26099-09-2)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at -15 - 0 ℃; for 8h;

Reference yield: 70.0%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → (2S)-chlorobutanedioic acid (4198-33-8,617-41-4)

Guidance literature:

With hydrogenchloride; urea; In nitric acid; 1.) 70 deg C, 5 h; 2.) room temp., 18 h;

upstream raw materials:

L-Aspartic acid

chlorofumaric acid

hydrogenchloride

aspartic Acid

Downstream raw materials:

(2R)-chlorobutanedioic acid

dimethyl (2R)-chlorobutanedioate

L-carnitine

Refernces

• 1、 -. "Process for preparing R-(-) -carnitine from S-(-)-chlorosuccinic acid or from a derivative thereof". Page column 9. . Retrieved 2008/06/13.
• 2、 Frick,Klassen,Bathe,Abramson,Rapoport. "An efficient synthesis of enantiomerically pure (R)-(2-benzyloxyethyl)oxirane from (S)-aspartic acid". . p. 621 - 623. Retrieved 2007/10/02.