2-Chloro-1-phenylethanol

Base Information

• Chemical Name: 2-Chloro-1-phenylethanol
• CAS No.: 1674-30-2
• Molecular Formula: C8H9ClO
• Molecular Weight: 156.612
• Hs Code.: 2906299090
• European Community (EC) Number: 216-816-7
• UNII: 78M3294M16
• DSSTox Substance ID: DTXSID40937321
• Nikkaji Number: J28.520J
• Wikidata: Q27266675
• Mol file: 1674-30-2.mol

Synonyms:2-Chloro-1-phenylethanol;1674-30-2;(+/-)-2-CHLORO-1-PHENYLETHANOL;Styrene chlorohydrin;2-chloro-1-phenylethan-1-ol;1-phenyl-2-chloroethanol;2-chloro-1-phenyl-ethanol;Styrene .beta.-chlorohydrin;(Chloromethyl)phenyl carbinol;Benzyl alcohol, .alpha.-(chloromethyl)-;Benzenemethanol, .alpha.-(chloromethyl)-;alpha-(Chloromethyl)benzyl alcohol;UNII-78M3294M16;EINECS 216-816-7;.alpha.-(Chloromethyl)benzyl alcohol;MFCD01075658;Benzenemethanol, alpha-(chloromethyl)-;78M3294M16;Benzenemethanol, a-(chloromethyl)-;2-Chloro-l-phenylethanol;2-chloranyl-1-phenyl-ethanol;SCHEMBL219295;(+) 2-chloro-1-phenylethanol;(-) 2-chloro-1-phenylethanol;DTXSID40937321;BAA67430;AKOS005206841;SB44488;BS-21693;J28.520J;SY101214;2-CHLORO-1-HYDROXY-1-PHENYLETHANE;.ALPHA.-(CHLOROMETHYL)BENZENEMETHANOL;FT-0604455;FT-0605047;FT-0690242;2-CHLORO-1-PHENYLETHANOL, (+/-)-;EN300-1240187;A831162;Q27266675

Chemical Property of 2-Chloro-1-phenylethanol

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.5500
• Boiling Point: 254.9 °C at 760 mmHg
• PKA: 13.21±0.20(Predicted)
• Flash Point: 114.2 °C
• PSA: 20.23000
• Density: 1.187 g/cm³
• LogP: 1.95880
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 89.3

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-1-phenylethanol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CCl)O
• Uses: It is employed as a intermediate for pharmaceutical.

Technology Process of 2-Chloro-1-phenylethanol

There total 70 articles about 2-Chloro-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: 98.0%

Chloroiodomethane (593-71-5) + benzaldehyde (100-52-7) → 1-Phenylethanol (98-85-1,13323-81-4) + 1-phenyl-2-chloroethanol (1674-30-2)

Guidance literature:

With methyllithium; In tetrahydrofuran; at -40 ℃; Flow reactor;

DOI:10.1002/adsc.201400747

Reference yield: 75.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → (E)-β-chlorostyrene (4110-77-4) + (Z)-β-chlorostyrene (4604-28-8) + 1-(1,2-dichloroethyl)benzene (1074-11-9) + 1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + 1-phenyl-2-chloroethanol (1674-30-2)

Guidance literature:

With chlorine dioxide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; Reagent/catalyst;

DOI:10.1134/S1070363218040308

Reference yield: 73.0%

ethyl 2-chloro-3-oxo-3-phenylpropionate (41381-97-9,146368-56-1) → Ethyl 3-hydroxy-3-phenylpropanoate (5764-85-2) + (2S,3S)-2-Chloro-3-hydroxy-3-phenyl-propionic acid ethyl ester (165875-64-9) + (2S,3R) ethyl 2-chloro-3-hydroxy-3-phenylpropionate (146452-39-3) + (2R,3R) ethyl 2-chloro-3-hydroxy-3-phenylpropionate (146452-40-6) + 1-phenyl-2-chloroethanol (1674-30-2)

Guidance literature:

In ethanol; at 27 ℃; for 24h; Mechanism; Mucor racemosus, culture medium 2 L, other substrate, other microorganism, other time, other medium;

DOI:10.1016/S0040-4039(00)60181-8

upstream raw materials:

2-chloroethanal

styrene

tert-butylhypochlorite

chlorourea

Downstream raw materials:

2-chloro-1-phenylethyl acetate

2-(methylamino)-1-phenylethanol

N-(2-chloro-1-phenylethyl)acetamide

styrene oxide

Refernces

• 1、 Campbell, E. Joseph,Zhou, Hongying,Nguyen, SonBinh T.. "Catalytic Meerwein-Pondorf-Verley reduction by simple aluminum complexes". . p. 2391 - 2393. Retrieved 2001.
• 2、 Haufe, Günter,Bruns, Stefan,Runge, Martina. "Enantioselective ring-opening of epoxides by HF-reagents: Asymmetric synthesis of fluoro lactones". . p. 55 - 61. Retrieved 2001.
• 3、 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.
• 4、 Bhawar, Ramesh,Bose, Shubhankar Kumar,Patil, Kiran S.. "CeO2-nanocubes as efficient and selective catalysts for the hydroboration of carbonyl groups". . p. 15028 - 15034. Retrieved 2021/09/04.