BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)-

Base Information

• Chemical Name: BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)-
• CAS No.: 27683-61-0
• Molecular Formula: C8H7 Cl3 O
• Molecular Weight: 225.5
• Hs Code.: 2906299090
• European Community (EC) Number: 654-312-2
• NSC Number: 88142
• Nikkaji Number: J41.853F
• Mol file: 27683-61-0.mol

Synonyms:27683-61-0;BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)-;1-(m-Chlorophenyl)-2,2-dichloroethanol;2,2-dichloro-1-(3-chlorophenyl)ethanol;NSC 88142;BRN 1952839;Ethanol, 1-(m-chlorophenyl)-2,2-dichloro-;m-Chloro-alpha-(dichloromethyl)benzyl alcohol;Benzenemethanol, 3-chloro-alpha-(dichloromethyl)-;1,1-BIS(4-CHLOROPHENYL)2,2-DICHLOROETHANOL;Benzenemethanol, 3-chloro-.alpha.-(dichloromethyl)-;NSC88142;NSC-88142;AKOS024332751;1-(3-Chlorophenyl)-2,2-dichloroethanol;LS-42767;m-Chloro-alpha-(dichloromethyl)benzenemethanol;Benzyl alcohol, m-chloro-alpha-dichloromethyl-;m-Chloro-.alpha.-(dichloromethyl)benzyl alcohol;Benzyl alcohol, m-chloro-.alpha.-(dichloromethyl)-

Chemical Property of BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)-

Chemical Property:

• Vapor Pressure: 0.000262mmHg at 25°C
• Boiling Point: 310.2°Cat760mmHg
• Flash Point: 141.4°C
• PSA: 20.23000
• Density: 1.449g/cm³
• LogP: 3.17710
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.956248
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

1-(3-CHLOROPHENYL)-2,2-DICHLOROETHANOL Aldrich ^*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(C(Cl)Cl)O

Technology Process of BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)-

There total 5 articles about BENZYL ALCOHOL, m-CHLORO-alpha-(DICHLOROMETHYL)- 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%

α,α-dichloro-m-chloroacetophenone (84553-20-8) → 1-(m-chlorophenyl)-2,2-dichloroethanol (27683-61-0)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; In ethanol; -> 28 deg C (10 min.), 10 min.;

DOI:10.1021/jo01303a014

Reference yield:

3'-Chloroacetophenone (99-02-5) → 1-(m-chlorophenyl)-2,2-dichloroethanol (27683-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / chlorine / acetic acid / 0.92 h / 51 - 58 °C

2: 98 percent / NaBH₄, aqueous NaOH / ethanol / -> 28 deg C (10 min.), 10 min.

With sodium hydroxide; sodium tetrahydroborate; chlorine; In ethanol; acetic acid;

DOI:10.1021/jo01303a014

Reference yield:

2,2,2-trichloro-1-(3-chlorophenyl)ethan-1-ol (6963-38-8) → 1-(m-chlorophenyl)-2,2-dichloroethanol (27683-61-0)

Guidance literature:

With aluminium amalgam; isopropyl alcohol;

upstream raw materials:

α,α-dichloro-m-chloroacetophenone

2,2,2-trichloro-1-(3-chlorophenyl)ethan-1-ol

dichloromethane

m-Chlorobenzaldehyde

Downstream raw materials:

1,1-Dichloro-2,2-bis(p-chlorophenyl)ethane

trans-β-chloro-m-chlorostyrene oxide

1,1-Dichlor-2-(m-chlorphenyl)-2-(p-iodphenyl)ethan

Refernces

• 1、 Kedziora, Kinga,Diaz-Rodriguez, Alba,Lavandera, Ivan,Gotor-Fernandez, Vicente,Gotor, Vicente. "Laccase/TEMPO-mediated system for the thermodynamically disfavored oxidation of 2,2-dihalo-1-phenylethanol derivatives". supporting information. p. 2448 - 2453. Retrieved 2014/05/06.