(S)-1-(3-Bromophenyl)ethanol

Base Information

• Chemical Name: (S)-1-(3-Bromophenyl)ethanol
• CAS No.: 134615-22-8
• Molecular Formula: C8H9BrO
• Molecular Weight: 201.063
• Hs Code.: 29062900
• European Community (EC) Number: 839-535-7
• DSSTox Substance ID: DTXSID10928685
• Nikkaji Number: J425.706E
• Wikidata: Q72449418
• Mol file: 134615-22-8.mol

Synonyms:(S)-1-(3-BROMOPHENYL)ETHANOL;134615-22-8;(1S)-1-(3-bromophenyl)ethanol;(1S)-1-(3-bromophenyl)ethan-1-ol;SCHEMBL852720;DTXSID10928685;ULMJQMDYAOJNCC-LURJTMIESA-N;AMY10621;MFCD06201859;SC1263;AKOS010603347;DS-16104;EN300-66858;A887872;Z803153180

Chemical Property of (S)-1-(3-Bromophenyl)ethanol

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.00495mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 264.2 °C at 760 mmHg
• PKA: 14.35±0.20(Predicted)
• Flash Point: 113.6 °C
• PSA: 20.23000
• Density: 1.47 g/cm³
• LogP: 2.50240
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 199.98368
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99.5% ^*data from raw suppliers

(S)-1-(3-Bromophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)Br)O
• Isomeric SMILES: C[C@@H](C1=CC(=CC=C1)Br)O

Technology Process of (S)-1-(3-Bromophenyl)ethanol

There total 54 articles about (S)-1-(3-Bromophenyl)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: 99.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → (R)-1-(3-bromophenyl)ethanol (52780-14-0,64382-14-5,134615-22-8,134615-24-0)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₄₅H₅₈NP; potassium tert-butylate; hydrogen; In propan-1-ol; at 25 - 30 ℃; for 0.166667h; under 4560.31 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1002/asia.201000716

Reference yield: 97.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → (R)-1-(3-bromophenyl)ethanol (52780-14-0,64382-14-5,134615-22-8,134615-24-0) + (S)-1-(3-bromophenyl)ethan-1-ol (134615-22-8)

Guidance literature:

With trans-[OsCl₂(py){2,6-bis[4’-(S)-isopropyloxazolin-2-yl]pyridine}]; caesium carbonate; In isopropyl alcohol; at 82 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.mcat.2018.07.002

Reference yield: 97.0%

1-(3-Bromophenyl)ethanone (2142-63-4) → (R)-1-(3-bromophenyl)ethanol (52780-14-0,64382-14-5,134615-22-8,134615-24-0) + (S)-1-(3-bromophenyl)ethan-1-ol (134615-22-8)

Guidance literature:

With trans-[OsCl₂(py){2,6-bis[4’-(S)-isopropyloxazolin-2-yl]pyridine}]; caesium carbonate; In isopropyl alcohol; at 82 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.mcat.2018.07.002

upstream raw materials:

1-(3-Bromophenyl)ethanone

1-(3-bromophenyl)ethanol

propionic acid anhydride

(R)-1-(3-bromophenyl)-1-(trichlorosilyl)ethane

Downstream raw materials:

1-((S)-1-Azido-ethyl)-3-bromo-benzene

(R)-1-bromo-3-(1'-methoxyethyl)benzene

(S)-1-bromo-3-(1'-phenoxyethyl)benzene

Refernces

• 1、 Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun. "Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones". supporting information. p. 415 - 419. Retrieved 2022/01/12.
• 2、 Huo, Shangfei,Chen, Hong,Zuo, Weiwei. "A Cobalt(II) Complex Bearing the Amine(imine)diphosphine PN(H)NP Ligand for Asymmetric Transfer Hydrogenation of Ketones". supporting information. p. 37 - 42. Retrieved 2020/10/21.