2-Chloro-1-(3-chloro-phenyl)-ethanol

Base Information

• Chemical Name: 2-Chloro-1-(3-chloro-phenyl)-ethanol
• CAS No.: 106262-93-5
• Molecular Formula: C8H8 Cl2 O
• Molecular Weight: 191.057
• Hs Code.: 2906299090
• European Community (EC) Number: 676-164-8
• DSSTox Substance ID: DTXSID10466855
• Nikkaji Number: J1.189.184E
• Mol file: 106262-93-5.mol

Synonyms:106262-93-5;2-Chloro-1-(3-chloro-phenyl)-ethanol;2-chloro-1-(3-chlorophenyl)ethanol;SCHEMBL1560927;DTXSID10466855;LBSKQOSGSUKVDG-UHFFFAOYSA-N;BCP12178;MFCD07784075;2-chloro-1-(3'-chlorophenyl)ethanol;AKOS017516536;SB44337;SB83989;(R)-2-chloro-1-(3-chlorophenyl)ethano;2-chloro-1-(3-chlorophenyl)ethan-1-ol;AS-37359;(+)-2-chloro-1-(3'-chlorophenyl)ethanol;(-)-2-chloro-1-(3'-chlorophenyl) ethanol;FT-0655524;A13383;EN300-1240169

Chemical Property of 2-Chloro-1-(3-chloro-phenyl)-ethanol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.568
• Boiling Point: 284.6°Cat760mmHg
• PKA: 12.94±0.20(Predicted)
• Flash Point: 119.4°C
• PSA: 20.23000
• Density: 1.328g/cm³
• LogP: 2.61220
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.9952203
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98.5% ^*data from raw suppliers

2-Chloro-1-(3-chloro-phenyl)-ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C(CCl)O
• Uses: 2-Chloro-1-(3-chloro-phenyl)-ethanol is a reactant in the enzymic preparation of R)-2-chloro-1-(m-chlorophenyl)ethanol which is used in the preparation of β3-adrenergic receptor agonists.

Technology Process of 2-Chloro-1-(3-chloro-phenyl)-ethanol

There total 15 articles about 2-Chloro-1-(3-chloro-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: 99.2%

3-chlorophenacyl chloride (21886-56-6) → (S)-2-chloro-1-(3-chlorophenyl)-ethanol (174699-78-6) + (R)-1-(3-chlorophenyl)-2-chloro-1-hydroxyethane (106262-93-5,142763-10-8)

Guidance literature:

With D-glucose; nicotinamide adenine dinucleotide phosphate; In dimethyl sulfoxide; at 40 ℃;

DOI:10.1016/j.procbio.2019.09.037

Reference yield: 99.0%

3-chlorophenacyl chloride (21886-56-6) → (R)-1-(3-chlorophenyl)-2-chloro-1-hydroxyethane (106262-93-5,142763-10-8)

Guidance literature:

With D-glucose; D-glucose dehydrogenase; NADPH; potassium phosphate buffer; recombinant ketoreductase; In water; at 20 ℃; pH=7.0;

DOI:10.1016/j.tetasy.2005.08.037

Reference yield: 78.4%

3-chlorophenacyl chloride (21886-56-6) + triisobutylaluminum (100-99-2,130565-62-7) + isopropyl alcohol (67-63-0,8013-70-5) + 1,1'-bi-2-naphthol (602-09-5) → (+)-2-chloro-1-(3-chlorophenyl)ethanol (106262-93-5)

Guidance literature:

With hydrogenchloride; In hexane; water; toluene;

upstream raw materials:

3-chlorophenacyl chloride

3'-Chloroacetophenone

3-chlorostyrene oxide

vinyl acetate

Downstream raw materials:

(R)-meta-chlorostyrene oxide

(S)-3-chlorostyrene oxide

(S)-2-chloro-1-(3-chlorophenyl)-ethanol

(R)-1-(3-chlorophenyl)-2-chloro-1-hydroxyethane

Refernces

• 1、 Hamada, Takayuki,Torii, Takayoshi,Izawa, Kunisuke,Noyori, Ryoji,Ikariya, Takao. "Practical synthesis of optically active styrene oxides via reductive transformation of 2-chloroacetophenones with chiral rhodium catalysts". . p. 4373 - 4376. Retrieved 2002.
• 2、 Escot, Lorena,González-Granda, Sergio,Gotor-Fernández, Vicente,Lavandera, Iván. "Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins". . p. 2552 - 2560. Retrieved 2022/02/16.
• 3、 Xia, Shi Wen,Lin, Hui,Chen, Yong Zheng. "Preparation of (R)-2-chloro-1-(m-chlorophenyl)ethanol by Lipozyme TL IM-catalyzed second resolution". . p. 289 - 292. Retrieved 2012/05/05.