137490-63-2

Basic information

• Product Name: (S)-3-Bromo-1,2-propanediol
• Synonyms: 1,2-PROPANEDIOL, 3-BROMO-, (S);(S)-3-BROMO-1,2-DIHYDROXYPROPANE;(R)-3-bromo-1,2-propanediol;(S)-3-BROMO-1,2-PROPANEDIOL;(2S)-3-Bromo-1,2-propanediol;(2R)-3-Bromo-1,2-propanediol;(R)-3-Bromopropane-1,2-diol;(S)-3-Bromopropane-1,2-diol
• CAS NO: 137490-63-2
• Molecular Formula: C₃H₇BrO₂
• Molecular Weight: 154.99
• Product Categories: Chiral
• Mol File: 137490-63-2.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 254 °C
• Flash Point: 126 °C
• Appearance: /
• Density: 1.756
• Vapor Pressure: 0.00273mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• PKA: 13.07±0.20(Predicted)
• CAS DataBase Reference: (S)-3-Bromo-1,2-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Bromo-1,2-propanediol(137490-63-2)
• EPA Substance Registry System: (S)-3-Bromo-1,2-propanediol(137490-63-2)

Safety Data

• Hazardous Substances Data: 137490-63-2(Hazardous Substances Data)

Usage

General Description

(S)-3-Bromo-1,2-propanediol, also known as (S)-1,2-dihydroxy-3-bromopropane, is a stereospecific organobromine compound. This chemical falls under the category of saturated organic compounds, specifically alcohols, which are compounds with one or more hydroxyl (-OH) groups attached to a single bonded alkane. It is an optically active form of 3-Bromo-1,2-propanediol. Due to its specific properties, this compound can be used in various chemistry applications, such as the synthesis of other organic substances, and in analytical chemistry.

InChI:InChI=1/C3H7BrO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m1/s1

Upstream product

• 14437-87-7 (R)-4-bromomethyl-2,2-dimethyl-[1,3]dioxolane 
• 96-13-9 2,3-Dibromopropan-1-ol 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 60456-23-7 (S)-oxiranemethanol 
• 106-95-6 allyl bromide 
• 4704-77-2 1-bromo-2,3-propanediol 
• 33507-49-2 (S)-1-bromo-2,3-bis-octadecanoyloxy-propane 

Downstream Products

• 113428-57-2 (S)-(4-bromomethyl)-2,2-dimethyl-1,3-dioxolane 

Relevant articles and documents

Design and synthesis of a novel class of nucleotide analogs with anti- HCMV activity

A novel class of cyclic nucleotide analogs has shown anti-HCMV activity. The synthesis as well as structure - activity relationship studies are presented.

Calix[8]arene as New Platform for Cobalt-Salen Complexes Immobilization and Use in Hydrolytic Kinetic Resolution of Epoxides

Eight cobalt-salen complexes have been covalently attached to a calix[8]arene platform through a flexible linker by a procedure employing Click chemistry. The corresponding well-defined catalyst proved its efficiency in the hydrolytic kinetic resolution (HKR) of various epoxides through an operative bimetallic cooperative activation, demonstrating highly enhanced activity when compared to its monomeric analogue. As an insoluble complex, this multisite cobalt-salen catalyst could be easily recovered and reused in successive catalytic runs. Products were isolated by a simple filtration with virtually no cobalt traces and without requiring a prior purification by flash chromatography.

Chiral calix-salen cobalt complexes, catalysts for the enantioselective dynamic hydrolytic kinetic resolution of epibromohydrin

New calix-salen cobalt (III) complexes were synthesized as a mixture and as pure trimer or tetramer complexes. These cyclic complexes were used as catalysts to promote the dynamic hydrolytic kinetic resolution (HKR) of epibromohydrin in order to evaluate the effect of the cyclic structures size on the cooperative bimetallic interactions. Since the obtained catalysts were easily recovered from the reaction mixture by simple filtration, their efficiency was evaluated in recycling procedures. It was found that both cyclic oligomer complexes (trimer and tetramer) and the mixture of calix-salen complexes delivered the expected diol with high enantioselectivity and yield. Tetramer calix-salen cobalt complex proved to be the most active and selective catalyst of the series. In this case, an optimal conformation to allow the formation of bimetallic species activating respectively both the epoxide and water as nucleophile is probably responsible for an efficient dual activation.