54053-45-1

Basic information

• Product Name: (R)-(+)-2-CHLOROBUTANOIC ACID
• Synonyms: (R)-(+)-2-CHLOROBUTANOIC ACID;(R)-2-CHLOROBUTYRIC ACID;(R)-2-CHLOROBUTYRIC ACID, 98.0+%(T);(+)-alpha-Chlorobutanoic acid;(R)-alpha-Chlorobutyric acid;(R)-2-Chlorobutyric Acid
• CAS NO: 54053-45-1
• Molecular Formula: C₄H₇ClO₂
• Molecular Weight: 122.55
• Product Categories: Building Blocks for Liquid Crystals;Carboxylic Acids (Chiral);Chiral Building Blocks;Chiral Compounds (Building Blocks for Liquid Crystals);Functional Materials;Synthetic Organic Chemistry
• Mol File: 54053-45-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 98 °C / 14mmHg
• Flash Point: 76.7 °C
• Appearance: /
• Density: 1.19
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: 17 ° (C=neat)
• PKA: 2.95±0.10(Predicted)
• CAS DataBase Reference: (R)-(+)-2-CHLOROBUTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2-CHLOROBUTANOIC ACID(54053-45-1)
• EPA Substance Registry System: (R)-(+)-2-CHLOROBUTANOIC ACID(54053-45-1)

Safety Data

• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 54053-45-1(Hazardous Substances Data)

Usage

General Description

(R)-(+)-2-chlorobutanoic acid, also known as (R)-2-chlorobutanoic acid, is a organic compound with the chemical formula C4H7ClO2. It is a chiral molecule, meaning it has two mirror-image forms, with the (R)-enantiomer being the biologically active form. (R)-(+)-2-CHLOROBUTANOIC ACID is often used as a building block in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It is also used as a reagent in the preparation of other chiral compounds and in the study of asymmetric synthesis.(R)-(+)-2-chlorobutanoic acid is a corrosive substance and should be handled with care, as it may cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C4H7ClO2/c1-2-3(5)4(6)7/h3H,2H2,1H3,(H,6,7)/t3-/m1/s1

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

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

Amber-woody scent: Alcohols with divergent structure present common olfactory characteristics and sharp enantiomer differentiation

Only one out of the four possible trans isomers of the important perfumery alcohol Norlimbanol (1) possesses a very strong amber-woody smell, the isomer 1A with (1′ R,3S,6'S) absolute configuration. Its enantiomer 1B is almost odorless and devoid of amber-woody character, whereas the diastereoisomers 1C and 1D are considerably weaker and perceptible only by the most-sensitive persons. The same is true for a whole series of perceptual analogs of 1, including β-alkoxy alcohols. These ethers belong to two structural classes: [(2,2,6-trimethylcyclohexyl)oxy]- (see 3, 4, and 16) or {[2-(tert-butyl)cyclohexyl]oxy)alkan-2-ol derivatives (see 19 and 20; Table). A superimposition model allowing for good overlap of the respective hydroxylated side chains offers a tentative explanation for the shared perceptual characteristics of the two classes (Fig. 5). The lipophilic cyclohexane moieties present only a minimal overlap in this model, suggesting that quite larger molecules might possess the same smell. (S)-Configured β-alkoxy alcohols can conveniently be obtained on a larger scale by enantioselective reduction of the corresponding ketones (Scheme 9).