73349-07-2

Basic information

• Product Name: Methyl (R)-2-hydroxybutyrate
• Synonyms: (R)-Methyl 2-hydroxybutanoate
• CAS NO: 73349-07-2
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 73349-07-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 159.279°C at 760 mmHg
• Flash Point: 54.62°C
• Appearance: /
• Density: 1.051g/cm³
• Vapor Pressure: 0.889mmHg at 25°C
• Refractive Index: 1.42
• PKA: 13.07±0.20(Predicted)
• CAS DataBase Reference: Methyl (R)-2-hydroxybutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (R)-2-hydroxybutyrate(73349-07-2)
• EPA Substance Registry System: Methyl (R)-2-hydroxybutyrate(73349-07-2)

Safety Data

• Hazardous Substances Data: 73349-07-2(Hazardous Substances Data)

Usage

General Description

Methyl (R)-2-hydroxybutyrate is a chemical compound that belongs to the class of organic compounds known as hydroxy fatty acids. It is commonly used as a flavoring agent and fragrance ingredient in various consumer products. Methyl (R)-2-hydroxybutyrate is also used in the production of pharmaceuticals and as a solvent in different industrial processes. Methyl (R)-2-hydroxybutyrate is a colorless liquid with a fruity odor and is considered to be relatively stable under normal conditions. It is important to handle this chemical with care and follow proper safety precautions, as it can be toxic if ingested or inhaled in large quantities.

InChI:InChI=1/C5H10O3/c1-3-4(6)5(7)8-2/h4,6H,3H2,1-2H3/t4-/m0/s1

Upstream product

• 29674-47-3 methyl 2-hydroxybutyrate 
• 160289-70-3 (R)-(1-naphthyl)-glycyl-(R)-phenylglycine 
• 3196-15-4 Methyl 2-bromobutyrate 

Downstream Products

• 1027263-61-1 (S)-2-[4'-(2-Benzyl-benzofuran-3-yl)-3,5-dibromo-biphenyl-4-yloxy]-butyric acid methyl ester 
• 73349-11-8 (R)-2-((S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-butyric acid methyl ester 

Relevant articles and documents

Bridging racemic lactate esters with stereoselective polylactic acid using commercial lipase catalysis

A productive and enantioselective hydrolysis of racemic mixtures of lactate esters with commercial Candida rugosa lipase was performed. This step contributes to a novel envisioned route for stereoselective PLA production by combining recent chemocatalytic developments with this biocatalytic contribution, foreseeing two separate l- and d-lactate enantiomer streams. A study of the hydrolysis kinetics identified an unexpected rate determining step at the origin of an unprecedented ester reactivity order.

Asymmetric hydrolysis of 2-hydroxy-carboxylic esters using recombinant Escherichia coli

Optically active 2-hydroxy-carboxylates are important compounds for their use as intermediates in the synthesis of pharmaceuticals and stereoblock polymers. Enterobacter sp. DS-S-75 and the recombinant Escherichia coli harbouring the 4-chloro-3-hydroxybutyrate (CHB) hydrolase gene from the strain DS-S-75 showed asymmetric hydrolytic activity towards 2-hydroxy-carboxylates, as well as towards CHB. It was discussed that the hydroxyl group in the substrate was particularly important for the asymmetric hydrolytic activity of the CHB hydrolase, and as such, it was re-designated to EnHCH (hydroxy-carboxylic ester hydrolase derived from Enterobacter sp.). Using the recombinant cell, both the reaction rate and the concentration of the substrates were significantly improved upon when compared to that of DS-S-75. Optically active 2-hydroxy-carboxylates could be synthesized on a practical basis for industrial production in this report.