(R)-2-Bromo-1-phenylethanol

Base Information

• Chemical Name: (R)-2-Bromo-1-phenylethanol
• CAS No.: 73908-23-3
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• European Community (EC) Number: 674-896-2
• Nikkaji Number: J680.505A
• Mol file: 73908-23-3.mol

Synonyms:73908-23-3;(R)-(-)-2-Bromo-1-phenylethanol;(1R)-2-bromo-1-phenylethanol;(R)-2-BROMO-1-PHENYLETHANOL;SCHEMBL6891173;DAHHEUQBMDBSLO-QMMMGPOBSA-N;(R,S)-2-Bromo-1-phenyl-ethanol;MFCD09838922;AKOS017553976;A837957

Chemical Property of (R)-2-Bromo-1-phenylethanol

Chemical Property:

• Boiling Point: 261.634 °C at 760 mmHg
• Flash Point: 135.55 °C
• PSA: 20.23000
• Density: 1.504 g/cm³
• LogP: 2.11490
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 89.3

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CBr)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](CBr)O
• Use Description: (1S)-2-bromo-1-phenyl-ethanol is a versatile chemical compound with various applications in different fields. In the field of organic synthesis and pharmaceuticals, it can serve as a valuable chiral building block for the creation of organic molecules, particularly in the synthesis of chiral pharmaceutical intermediates and active pharmaceutical ingredients (APIs). Its role is pivotal in the production of enantiopure compounds, contributing to advancements in drug development and medicinal chemistry. Additionally, in the area of chemical research, this compound can be utilized as a reagent for various reactions, potentially aiding in the creation of organic compounds with specialized properties. Furthermore, in the field of academic and industrial research, it may serve as a reference compound for the study of chiral molecules and their reactivity, facilitating research in asymmetric synthesis and chemical understanding. Its multifaceted utility underscores its significance in pharmaceuticals, chemical research, and scientific investigation, where it plays a crucial role in drug discovery, compound synthesis, and chemical analysis.

Technology Process of (R)-2-Bromo-1-phenylethanol

There total 54 articles about (R)-2-Bromo-1-phenylethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.3%

α-bromoacetophenone (70-11-1) → (S)-2-bromo-1-phenylethanol (2425-28-7,73908-23-3,74497-33-9,76155-80-1) + (R)-2-bromo-1-phenylethanol (73908-23-3)

Guidance literature:

With D-glucose; nicotinamide adenine dinucleotide phosphate; In hexane; at 40 ℃; for 4h;

DOI:10.1016/j.procbio.2019.09.037

Reference yield: 99.3%

α-bromoacetophenone (70-11-1) → (S)-2-bromo-1-phenylethanol (2425-28-7,73908-23-3,74497-33-9,76155-80-1) + (R)-2-bromo-1-phenylethanol (73908-23-3)

Guidance literature:

With D-glucose; nicotinamide adenine dinucleotide phosphate; In hexane; at 40 ℃; for 4h;

DOI:10.1016/j.procbio.2019.09.037

Reference yield: 99.0%

α-bromoacetophenone (70-11-1) → (S)-2-bromo-1-phenylethanol (2425-28-7,73908-23-3,74497-33-9,76155-80-1)

Guidance literature:

With sodium tetrahydroborate; chloro-trimethyl-silane; polymer-supported chiral sulfonamide; In tetrahydrofuran; Heating;

DOI:10.1002/1521-3773(20010316)40:6<1109::AID-ANIE11090>3.0.CO;2-T

upstream raw materials:

α-bromoacetophenone

2-bromo-2-methyl-1-phenyl-propan-1-one

4-chlorophenyl acetate

2-Bromo-1-phenylethanol

Downstream raw materials:

(-)-(R)-2-bromo-1-phenyl-1-acetoxyethane

(S)-styrene oxide

(R)-Styrene oxide

(S)-1-phenylethanol

Refernces

• 1、 Shukla, Meenakshi,Barick,Salunke,Chandra, Sudeshna. "Chiral salen - Ni (II) based spherical porous silica as platform for asymmetric transfer hydrogenation reaction and synthesis of potent drug intermediate montekulast". . . Retrieved 2021/02/05.
• 2、 Sawada, Erika,Nakata, Kenya. "Chiral guanidine catalyzed acylative kinetic resolution of racemic 2-bromo-1-arylethanols". . p. 371 - 373. Retrieved 2021/03/16.