(R)-2-Chlorosuccinic acid

Base Information

• Chemical Name: (R)-2-Chlorosuccinic acid
• CAS No.: 3972-40-5
• Molecular Formula: C4H5 Cl O4
• Molecular Weight: 152.53
• UNII: 936SBK549N
• DSSTox Substance ID: DTXSID101032073
• Nikkaji Number: J84.074B
• Wikidata: Q27271564
• Mol file: 3972-40-5.mol

Synonyms:(R)-2-CHLOROSUCCINIC ACID;3972-40-5;(2R)-2-chlorobutanedioic acid;(2r)-2-chlorosuccinic acid;Butanedioic acid, chloro-, (R)-;Chlorosuccinic acid, (R)-;Succinic acid, chloro-, D-(+)-;936SBK549N;D-Chlorosuccinic acid;UNII-936SBK549N;r-chlorosuccinic acid;(R)-chlorosuccinic acid;BENZYL4-BROMOBUTYLETHER;SCHEMBL7814132;DTXSID101032073;AKOS006273558;AKOS016015836;A825706;Q27271564

Chemical Property of (R)-2-Chlorosuccinic acid

Chemical Property:

• Vapor Pressure: 0.0168mmHg at 25°C
• Melting Point: 150-153 ºC
• Boiling Point: 235.8°C at 760 mmHg
• Flash Point: 96.4°C
• PSA: 74.60000
• Density: 1.595g/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% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

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 (R)-2-Chlorosuccinic acid

There total 7 articles about (R)-2-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: 95.0%

(2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → (2R)-chlorobutanedioic acid (3972-40-5,617-41-4)

Guidance literature:

(2R)-aspartic acid; With hydrogenchloride; potassium bromide; sodium nitrite; In water; at 0 - 5 ℃; for 4h;

With urea; for 0.166667h;

DOI:10.1002/ejoc.201700387

Reference yield: 41.4%

L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) → (2R)-chlorobutanedioic acid (3972-40-5,617-41-4)

Guidance literature:

With hydrogenchloride; nitric acid; urea; at 70 ℃; for 5h;

DOI:10.1039/c6ra08131b

Reference yield:

(S)-Malic acid (97-67-6,78644-42-5) → (2R)-chlorobutanedioic acid (3972-40-5,617-41-4)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1021/ja00879a017

upstream raw materials:

3-chlorohexa-1,5-diene

(S)-Malic acid

(2R)-aspartic acid

hydrogenchloride

Downstream raw materials:

dimethyl (2R)-chlorobutanedioate

Refernces

• 1、 Geubelle, Pierre,Gilissen, Julie,Dilly, Sébastien,Poma, Laurence,Dupuis, Nadine,Laschet, Céline,Abboud, Dayana,Inoue, Asuka,Jouret, Fran?ois,Pirotte, Bernard,Hanson, Julien. "Identification and pharmacological characterization of succinate receptor agonists". supporting information. p. 796 - 808. Retrieved 2017/04/14.
• 2、 Kunec, Ellen K.,Robins, David J.. "Application of (2)H N.M.R. Spectroscopy to Study the Incorporation of Enantiomeric -Labelled Putrescines into the Pyrrolizidine Alkaloid Retrorsine". . p. 1089 - 1094. Retrieved 2007/10/02.