89299-66-1

Basic information

• Product Name: S-(2-chloroethyl)cysteine
• Synonyms: cysteine, S-(2-chloroethyl)-; S-(2-Chloroethyl)cysteine
• CAS NO: 89299-66-1
• Molecular Formula: C₅H₁₀ClNO₂S*ClH
• Molecular Weight: 183.6564
• Mol File: 89299-66-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 343.8°C at 760 mmHg
• Flash Point: 161.7°C
• Density: 1.359g/cm³
• Vapor Pressure: 1.23E-05mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: S-(2-chloroethyl)cysteine(CAS DataBase Reference)
• NIST Chemistry Reference: S-(2-chloroethyl)cysteine(89299-66-1)
• EPA Substance Registry System: S-(2-chloroethyl)cysteine(89299-66-1)

Safety Data

• Hazardous Substances Data: 89299-66-1(Hazardous Substances Data)

Upstream product

• 97170-10-0 S-hydroxyethylcysteine 
• 75-21-8 oxirane 
• 921-01-7 rac-cysteine 

Downstream Products

• 20960-92-3 perhydro-1,4-thiazine-3-carboxylic acid 

Relevant articles and documents

Synthesis of Optically Active 1,4-Thiazane-3-carboxylic Acid via Optical Resolution by Preferential Crystallization of (RS)2-Amino-3-[(2-chloroethyl)sulfanyl]propanoic Acid Hydrochloride

Optically active 1,4-thiazane-3-carboxylic acid [TCA] was synthesized from cysteine via optical resolution by preferential crystallization. The intermediate (RS)-2-amino-3-[(2-chloroethyl)sulfanyl]propanoic acid hydrochloride [(RS)-ACS-HCl] was found to exist as a conglomerate based on its melting point, solubility and IR spectrum. (RS)-ACS·HCl was optically resolved by preferential crystallization to yield (R)- and (S)-ACS·HCl. (R)- and (S)-ACS·HCl thus obtained were recrystallized from a mixture of hydrochloric acid and 2-propanol, taking account of the solubility of (RS)-ACS·HCl, efficiently yielding both enantiomers in optically pure forms. (R)- and (S)-TCA were then respectively synthesized by the cyclization of (R)- and (S)-ACS·HCI in ethanol in the presence of triethylamine.