73908-23-3

Basic information

• Product Name: (1S)-2-bromo-1-phenyl-ethanol
• Synonyms: (1S)-2-bromo-1-phenyl-ethanol;(R)-α-(broMoMethyl)benzyl alcohol;(1R)-2-bromo-1-phenylethanol
• CAS NO: 73908-23-3
• Molecular Formula: C₈H₉BrO
• Molecular Weight: 201.060460
• Mol File: 73908-23-3.mol
• Article Data: 141

Chemical Properties

• Boiling Point: 261.634 °C at 760 mmHg
• Flash Point: 135.55 °C
• Appearance: /
• Density: 1.504 g/cm³
• CAS DataBase Reference: (1S)-2-bromo-1-phenyl-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-2-bromo-1-phenyl-ethanol(73908-23-3)
• EPA Substance Registry System: (1S)-2-bromo-1-phenyl-ethanol(73908-23-3)

Safety Data

• Hazardous Substances Data: 73908-23-3(Hazardous Substances Data)

Upstream product

• 70-11-1 α-bromoacetophenone 
• 10409-54-8 2-bromo-2-methyl-1-phenyl-propan-1-one 
• 876-27-7 4-chlorophenyl acetate 
• 2425-28-7 2-Bromo-1-phenylethanol 
• 532-27-4 1-chloroacetophenone 
• 108-05-4 vinyl acetate 
• 5205-07-2 3-methyl-3-buten-1-yl acetate 
• 100-42-5 styrene 
• 873-55-2 sodium benzenesulfonate 
• 98-86-2 acetophenone 
• 103-63-9 1-phenyl-2-bromoethane 
• 5837-69-4 (RS)-1-bromo-2-acetoxy-2-(phenyl)ethane 
• 22651-87-2 cyclohexanecarboxylic acid anhydride 
• 932-87-6 1-Bromo-2-phenylacetylene 

Downstream Products

• 73908-24-4 (-)-(R)-2-bromo-1-phenyl-1-acetoxyethane 
• 20780-54-5 (S)-styrene oxide 
• 20780-53-4 (R)-Styrene oxide 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 5837-69-4 (RS)-1-bromo-2-acetoxy-2-(phenyl)ethane 
• 34469-09-5 (R)-2-dimethylamino-1-phenyl-ethanol 
• 95977-53-0 (S)-2-(N,N-dimethylamino)-2-phenylethanol 
• 124817-06-7 (S)-2-azido-1-phenylethanol 
• 126923-26-0 (R)-2-azido-2-phenylethan-1-ol 
• 247041-12-9 (S)-(+)-2-phenoxy-1-phenyl-ethanol 
• 2549-14-6 (R)-2-Amino-1-phenylethanol 
• 134625-72-2 (R)-2-azido-1-phenylethanol 
• 56613-80-0 D-2-phenylglycinol 

Relevant articles and documents

Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins

A concurrent cascade combining the use of a gold(I) N-heterocyclic carbene (NHC) and an alcohol dehydrogenase (ADH) is disclosed for the synthesis of highly valuable enantiopure halohydrins in an aqueous medium and under mild reaction conditions. The meth

Chiral guanidine catalyzed acylative kinetic resolution of racemic 2-bromo-1-arylethanols

In this study, chiral guanidine catalyzed acylative kinetic resolution of racemic 2-bromo-1-arylethanols was achieved with high selectivity. Irrespective of the electronic nature and the substitution patterns on the aromatic rings, a variety of substrates were suitable for this reaction. The branched acyl component was considered to be optimal for obtaining high s-values. The transition state of the reaction was proposed based on the absolute configuration of the obtained product.

Characterization of a robust glucose 1-dehydrogenase, SyGDH, and its application in NADPH regeneration for the asymmetric reduction of haloketone by a carbonyl reductase in organic solvent/buffer system

To realize coenzyme regeneration in the reduction of haloketones, a codon-optimized gene Sygdh encoding glucose 1-dehydrogenase (SyGDH) was synthesized based on the putative GDH gene sequence (Ta0897) in Thermoplasma acidophilum genomic DNA, and expressed in E. coli BL21(DE3). Recombinant SyGDH was purified to homogeneity by affinity chromatography with the specific activity of 86.3 U/mg protein towards D-glucose at the optimum pH and temperature of 7.5 and 40 °C. It was highly stable in a pH range of 4.5–8.0 and at 60 °C or below, and resistant to various organic solvents. The Km and catalytic efficiency (kcat/Km) of SyGDH towards NADP+ were 0.67 mM and 104.0 mM?1 s?1, respectively, while those towards NAD+ were 157.9 mM and 0.64 mM?1 s?1, suggesting that it preferred NADP+ as coenzyme to NAD+. Additionally, using whole cells of E. coli/Sygdh-Sys1, coexpressing SyGDH and carbonyl reductase (SyS1), as the biocatalyst, the asymmetric reduction of 60 mM m-chlorophenacyl chloride coupled with the regeneration of NADPH in situ was conducted in DMSO/phosphate buffer (2:8, v/v) system, producing (R)-2-chloro-1-(3-chlorophenyl)ethanol with over 99.9% eep and 99.2% yield. Similarly, the reduction of 40 mM α-bromoacetophenone in n-hexane/buffer (6:4, v/v) biphasic system produced (S)-2-bromo-1-phenylethanol with over 99.9% eep and 98.3% yield.