82079-44-5

Basic information

• Product Name: (2S)-3-chloro-2-hydroxypropanoic acid
• Synonyms: Propanoic acid, 3-chloro-2-hydroxy-, (2S)-
• CAS NO: 82079-44-5
• Molecular Formula: C₃H₅ClO₃
• Molecular Weight: 124.523
• Mol File: 82079-44-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 259.5°C at 760 mmHg
• Flash Point: 110.8°C
• Density: 1.519g/cm³
• Vapor Pressure: 0.00188mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: (2S)-3-chloro-2-hydroxypropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-3-chloro-2-hydroxypropanoic acid(82079-44-5)
• EPA Substance Registry System: (2S)-3-chloro-2-hydroxypropanoic acid(82079-44-5)

Safety Data

• Hazardous Substances Data: 82079-44-5(Hazardous Substances Data)

Usage

General Description

(2S)-3-chloro-2-hydroxypropanoic acid, also known as L-3-chloro-2-hydroxypropionic acid, is a chemical compound with the molecular formula C3H5ClO3. It is a chiral molecule, meaning it has two enantiomers, with (2S)-3-chloro-2-hydroxypropanoic acid being the L-enantiomer. (2S)-3-chloro-2-hydroxypropanoic acid is a derivative of lactic acid and contains a chlorine atom attached to the second carbon of the hydroxypropionic acid chain. (2S)-3-chloro-2-hydroxypropanoic acid is used in organic synthesis and as a precursor for the production of pharmaceuticals, agrochemicals, and various other fine chemicals. It is also an important intermediate in the synthesis of chirally pure compounds and is used in the pharmaceutical industry for the production of certain drugs. Additionally, it has potential applications in the food industry as a flavoring agent and in the chemical industry for the production of various materials.

Upstream product

• 51887-88-8 (S)-2-amino-3-chloropropanoic acid hydrochloride 
• 60827-45-4 (S)-3-chloropropan-1,2-diol 
• 3681-17-2 3-chloropyruvic acid 
• 565-64-0 2,3-dichloropropanoic acid 

Relevant articles and documents

D-β-Chlorolactic Acid: A Chemical Synthesis

Nitrous deamination of serine-derived β-chloroalanine proceeds without significant racemization, thus opening a chemical route to optically active β-chlorolactic acid.

Novel chemo-enzymatic synthesis of optically active platelet activating factor

This paper describes an enantioselective enzymatic synthesis of biologically active platelet activating factor (PAF) starting from chloropyruvic acid.

Enzymatic Synthesis of Optically Pure (R)-(-)-Mandelic Acid and Other 2-Hydroxycarboxylic Acids: Screening for the Enzyme, and Its Purification, Characterization and Use

An enzyme that reduces benzoylformate with NADH to form (R)-mandelate was extracted from cells of Streptococcus faecalis IFO 12964 and purified to more than 95percent purity as evidenced by gel electrophoresis.Physicochemical and enzymic properties were studied.From the substrate specificity, we concluded that the enzyme was a kind of (R)-2-hydroxyisocaproate dehydrogenase.Optically pure (R)-(-)-mandelic acid was prepared with the enzyme, NADH, and alcohol, formate or glucose dehydrogenase in 84 ca. 93percent yield.Five (R)-2-hydroxyalkanoic acids (C4 - C6) or their Ba salts, (R)-(+)-3-phenyllactic acid and (S)-(-)-3-chlorolactic acid were also prepared with the enzyme.