(R)-1-(2-Chlorophenyl)ethanol

Base Information

• Chemical Name: (R)-1-(2-Chlorophenyl)ethanol
• CAS No.: 120466-66-2
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.612
• Hs Code.: 2906299090
• European Community (EC) Number: 825-424-0
• Nikkaji Number: J1.133.467I
• Mol file: 120466-66-2.mol

Synonyms:(R)-1-(2-CHLOROPHENYL)ETHANOL;120466-66-2;(1R)-1-(2-chlorophenyl)ethanol;(1R)-1-(2-chlorophenyl)ethan-1-ol;(1R)-1-(2-Chlorophenyl)-ethan-1-ol;(R)-2-chloro-alpha-methylbenzyl alcohol;MFCD06659510;(R)-1-(2-chlorophenyl)ethan-1-ol;SCHEMBL342944;(r)-2'-chloro-1-phenylethanol;DDUBOVLGCYUYFX-ZCFIWIBFSA-N;AMY10459;CS-B0638;(R)-1-(2-Chloro-phenyl)-ethanol;(R)-2-chloro-a-methylbenzyl alcohol;SC1230;AKOS010367430;AKOS015840296;GS-3394;EN300-53077;A804513;A806908;Z360055178

Chemical Property of (R)-1-(2-Chlorophenyl)ethanol

Chemical Property:

• Boiling Point: 231.417 °C at 760 mmHg
• PKA: 14.05±0.20(Predicted)
• Flash Point: 93.758 °C
• PSA: 20.23000
• Density: 1.182 g/cm³
• LogP: 2.39330
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(2-Chlorophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1Cl)O
• Isomeric SMILES: C[C@H](C1=CC=CC=C1Cl)O

Technology Process of (R)-1-(2-Chlorophenyl)ethanol

There total 49 articles about (R)-1-(2-Chlorophenyl)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-(2-chlorophenyl)ethanone (2142-68-9) → (S)-1-(2'-chlorophenyl)ethanol (13524-04-4,120466-66-2,132437-66-2,131864-71-6)

Guidance literature:

With RuBr₂[(S,S)-2,4-bis(diphenylphosphino)pentane](2-aminomethyl-3,5-dimethylpyridine); potassium tert-butylate; hydrogen; In ethanol; at 40 ℃; for 19h; under 7600.51 Torr; Solvent; Reagent/catalyst; Catalytic behavior; Inert atmosphere; Autoclave;

Reference yield: 79.0%

C15H12ClNO4 → (S)-1-(2'-chlorophenyl)ethanol (13524-04-4,120466-66-2,132437-66-2,131864-71-6)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 20 ℃; for 9.5h;

DOI:10.1016/j.bmcl.2012.05.012

Reference yield: 49.0%

2'-chloro-sec-phenethyl alcohol (13524-04-4) → (S)-1-(2'-chlorophenyl)ethanol (13524-04-4,120466-66-2,132437-66-2,131864-71-6)

Guidance literature:

With potassium fluoride; C₄₆H₃₄I₄O₆; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at -30 ℃; stereoselective reaction;

upstream raw materials:

1-(2-chlorophenyl)ethanone

2-chlorostyrene

vinyl acetate

2'-chloro-sec-phenethyl alcohol

Downstream raw materials:

(S)-1-(2'-chlorophenyl)ethanol

(R)-1-(2-chlorophenyl)ethyl 4-bromo-1-methyl-1H-pyrazol-5-ylcarbamate

Refernces

• 1、 Nakamura, Kaoru,Kitano, Kazutada,Matsuda, Tomoko,Ohno, Atsuyoshi. "Asymmetric reduction of ketones by the acetone powder of Geotrichum candidum". . p. 1629 - 1632. Retrieved 1996.
• 2、 Brown,Veeraraghavan Ramachandran,Teodorovic,Swaminathan. "B-Chlorodiiso-2-ethylapopinocampheylborane: An extremely efficient chiral reducing agent for the reduction of prochiral ketones of intermediate steric requirements". . p. 6691 - 6694. Retrieved 1991.
• 3、 Matsuo, Kiyoko,Kawabe, Sei-ichiro,Tokuda, Yosuke,Eguchi, Takashi,Yamanaka, Rio,Nakamura, Kaoru. "Asymmetric reduction of ketones with a germinated plant". . p. 157 - 159. Retrieved 2008.
• 4、 Rychnovsky, Scott D.,McLernon, Terri L.,Rajapakse, Hemaka. "Enantioselective oxidation of secondary alcohols using a chiral nitroxyl (N-oxoammonium salt) catalyst". . p. 1194 - 1195. Retrieved 1996.
• 5、 Liu, Delong,Xie, Fang,Zhao, Xiaohu,Zhang, Wanbin. "Enantioselective transfer hydrogenation of ketones with planar chiral?ruthenocene-based phosphinooxazoline ligands". . p. 3561 - 3566. Retrieved 2008.
• 6、 Zhang, Yuecheng,Gao, Baosheng,Zhou, Qiao,Zhao, Jiquan. "Oxidative kinetic resolution of secondary alcohols with salen-Mn(III)/NBS/NaClO system". . p. 1797 - 1802. Retrieved 2014.
• 7、 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.
• 8、 Li, Aipeng,Wang, Ting,Tian, Qing,Yang, Xiaohong,Yin, Dongming,Qin, Yong,Zhang, Lianbing. "Single-Point Mutant Inverts the Stereoselectivity of a Carbonyl Reductase toward β-Ketoesters with Enhanced Activity". . p. 6283 - 6294. Retrieved 2021/03/16.