600-12-4

Basic information

• Product Name: 2-Chlorobutyric acid
• CAS NO: 600-12-4
• Molecular Formula: C₄H₇ClO₂
• Molecular Weight: 0
• Mol File: 600-12-4.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Chlorobutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorobutyric acid(600-12-4)
• EPA Substance Registry System: 2-Chlorobutyric acid(600-12-4)

Safety Data

• Hazardous Substances Data: 600-12-4(Hazardous Substances Data)

Upstream product

• 53993-41-2 (Z)-2-Chloro-but-2-enoic acid 
• 2623-91-8 (R)-2-aminobutyric acid 
• 4170-24-5 2-chlorobutanoic acid 
• 27854-88-2 (R)-1-(4-pyridinyl)ethanol 
• 7623-11-2 2-chlorobutyryl chloride 
• 169221-12-9 (S)-3-hydroxy-4,4-dimethyl-1-phenyl-2-pyrrolidinone 
• 22038-57-9 (Z) methyl 2-chloro-2-butenoate 
• 3347-90-8 (2S)-2-hydroxybutanoic acid 
• 1492-24-6 L-2-aminobutyric acid 
• 10026-13-8 phosphorus pentachloride 
• 692291-17-1 (2S)-2-chlorobutanal 

Downstream Products

• 1263320-66-6 (2R)-2-[4-(5-ethyl-1,2,4-oxadiazol-3-yl)phenoxy]butyric acid 
• 1263320-65-5 (2R)-2-[4-(5-isopropyl-1,2,4-oxadiazol-3-yl)phenoxy]butyric acid 

Relevant articles and documents

High-quality S - 2 - butylene-chlorohydrin preparation method

The invention relates to a preparation method of high-quality S-2-chlorobutanol. The method comprises the following steps: with L-2-aminobutyric acid prepared by a biological reduction transformation method as a raw material, preparing the S-2-chlorobutanol by adopting a diazotization chlorination method; further esterifying, and reducing with sodium borohydride/titanium tetrachloride, so as to obtain the product. According to the prepared high rotary S-2-chlorobutanol, the EE value is over 99%; and the S-2-chlorobutanol is good in repeatability and stable in process.

Enoate reductase-mediated preparation of methyl (S)-2-bromobutanoate, a useful key intermediate for the synthesis of chiral active pharmaceutical ingredients

Enoate reductases belonging to the Old Yellow Enzyme (OYE) family were employed to develop a biocatalysed approach to methyl (S)-2-bromobutanoate, a key intermediate for the introduction of a particular stereogenic unit into the molecular skeleton of a certain class of chiral drugs. Methyl (Z)-2-bromocrotonate afforded, respectively, (S)-2-bromobutanoic acid (ee = 97%) and methyl (S)-2-bromobutanoate (ee = 97%) by baker's yeast fermentation and by OYE1-3 biotransformations. The bioreductions of other methyl 2-haloalkenoates were also considered. It was observed that the (Z)- and (E)-diastereoisomers of α-bromo unsaturated esters afforded the same enantiomer of the corresponding reduced product.

Direct Organocatalytic Asymmetric α-Chlorination of Aldehydes

The direct organocatalytic enantioselective α-chlorination of aldehydes has been developed. The reaction proceeds for a series of different aldehydes with NCS as the chlorine source using easily available catalysts such as L-proline amide and (2R,5R)-diphenylpyrrolidine. The α-chloro aldehydes are obtained in up to 99% yield and up to 95% ee. The synthetic utility of the enantioselective α-chlorination of aldehydes is demonstrated by transformation of the α-chloro aldehydes to the corresponding α-chloro alcohols (>90% yield) by standard reduction and further transformation to both a terminal epoxide and amino alcohol, both obtained without loss of optical purity. Oxidation of the α-chloro aldehydes followed by esterification gave optically active α-chloro esters without loss of optical purity. It is demonstrated that these optically active α-chloro esters can be converted into nonproteinogenic amino acids in overall high yields, maintaining the enantiomeric excess obtained in the catalytic enantioselective α-chlorination step. Copyright