(S)-2-CHLORO-1-PHENYL-ETHANOL

Base Information

• Chemical Name: (S)-2-CHLORO-1-PHENYL-ETHANOL
• CAS No.: 70111-05-6
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: 2906299090
• Mol file: 70111-05-6.mol

Synonyms:(S)-styrene chlorohydrin;(+)-2-Chloro-1-phenylethanol;(S)-(+)-2-chloro-1-phenylethan-1-ol;(S)-2-CHLORO-1-PHENYL-ETHANOL;(1S)-2-chloro-1-phenylethan-1-ol;

Chemical Property of (S)-2-CHLORO-1-PHENYL-ETHANOL

Chemical Property:

• Vapor Pressure: 0.00869mmHg at 25°C
• Refractive Index: n20/D 1.550(lit.)
• Boiling Point: 254.9oC at 760 mmHg
• PKA: 13.21±0.20(Predicted)
• Flash Point: 113oC
• PSA: 20.23000
• Density: 1.185 g/mL at 25oC(lit.)
• LogP: 1.95880
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(S)?-?(+)?-?2-?Chloro-?1-?phenylethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)?-?(+)?-?2-?Chloro-?1-?phenylethanol is a building block used in the preparation of enantiopure styrene oxide which may be used as an important building block itself for organic and pharmaceutical syntheses.

Technology Process of (S)-2-CHLORO-1-PHENYL-ETHANOL

There total 46 articles about (S)-2-CHLORO-1-PHENYL-ETHANOL 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: 100.0%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) → (S)-2-chloro-1-phenylethanol (70111-05-6)

Guidance literature:

With potassium formate; Cp*RhCl[(S,S)-MsDPEN]; In water; toluene; at 50 ℃; for 24h; Product distribution / selectivity;

Reference yield: 97.1%

1-(2-chlorophenyl)ethanone (2142-68-9) → (S)-2-chloro-1-phenylethanol (70111-05-6)

Guidance literature:

With borane-THF; oxazaborolidine ⁽³⁾; In tetrahydrofuran; at 20 - 30 ℃; for 0.166667h;

DOI:10.1021/jo00247a044

Reference yield: 47.0%

1-phenyl-2-chloroethanol (1674-30-2) → (R)-1-phenyl-1,2-ethanediol (16355-00-3) + (S)-1-phenyl-1,2-ethanediol (25779-13-9) + (S)-2-chloro-1-phenylethanol (70111-05-6)

Guidance literature:

With epoxide hydrolase from Agrobacterium radiobacter AD₁; halohydrin dehalogenase from Agrobacterium radiobacter AD₁; Tris-SO₄ buffer; In water; at 30 ℃; pH=7.5;

DOI:10.1016/S0957-4166(99)00308-0

upstream raw materials:

1-(2-chlorophenyl)ethanone

2-chloro-1-phenylethyl acetate

1-chloroacetophenone

(S)-4-Phenyl-[1,3,2]dioxathiolane 2-oxide

Downstream raw materials:

(S)-1-acetoxy-1-phenyl-2-chloroethane

((S)-2-Chloro-1-phenyl-ethoxy)-trimethyl-silane

(S)-(-)-(2-hydroxy-2-phenyl-1-ethyl)-phenyl thioether

(R)-2-t-butylamino-2-phenylethanol

Refernces

• 1、 Dobrikov, Georgi M.,Nikolova, Yana,Petkova, Zhanina,Shestakova, Pavletta. "Chiral aminoalcohols and squaric acid amides as ligands for asymmetric borane reduction of ketones: Insight to in situ formed catalytic system by DOSY and multinuclear NMR experiments". supporting information. . Retrieved 2021/11/27.
• 2、 Guan, Yong,Mohammadlou, Aliakbar,Staples, Richard,Sullivan, Ryan P.,Wulff, William D.,Yin, Xiaopeng,Zheng, Li. "Asymmetric Catalytic Meerwein-Ponndorf-Verley Reduction of Ketones with Aluminum(III)-VANOL Catalysts". . p. 7188 - 7194. Retrieved 2020/07/21.