2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol

Base Information

• Chemical Name: 2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol
• CAS No.: 14337-31-6
• Molecular Formula: C9H9 Cl3 O2
• Molecular Weight: 255.528
• DSSTox Substance ID: DTXSID00931845
• Nikkaji Number: J303.152G
• Mol file: 14337-31-6.mol

Synonyms:2,2,2-trichloro-1-(4-methoxyphenyl)ethanol;14337-31-6;2,2,2-Trichloro-1-(4-methoxyphenyl)ethan-1-ol;starbld0006567;4-Methoxy-alpha-(trichloromethyl)benzenemethanol;Benzenemethanol, 4-methoxy-alpha-(trichloromethyl)-;SCHEMBL7127057;DTXSID00931845;DQMIPRIVNVYSDB-UHFFFAOYSA-N;AKOS037628051;trichloromethyl-4-methoxybenzyl alcohol;trichloromethyl-4-methoxyphenyl carbinol;4-methoxy--trichloromethyl benzyl alcohol;alpha-trichloromethyl-p-methoxybenzyl alcohol;2,2,2-tricholoro-1-(4-methoxyphenyl)ethanol;A18204;Benzenemethanol, 4-methoxy-.alpha.-(trichloromethyl)-

Chemical Property of 2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol

Chemical Property:

• PSA: 29.46000
• LogP: 3.09880
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 253.966813
• Heavy Atom Count: 14
• Complexity: 173

Purity/Quality:

98%min ^*data from raw suppliers

2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(Cl)(Cl)Cl)O
• Uses: 2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol is an intermediate in the synthesis of Methoxy-DDT (M260800), a metabolite of 4,4''-Dichlorodiphenyltrichloroethane (D434195), a synthetic organochlorine insecticide that functions by opening sodium ion channels in the insects’ neurons, causing them to fire spontaneously which in turn leads to death.

Technology Process of 2,2,2-Trichloro-1-(4-methoxyphenyl)ethanol

There total 14 articles about 2,2,2-Trichloro-1-(4-methoxyphenyl)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: 97.0%

sodium trichloroacetate (650-51-1) + 4-methoxy-benzaldehyde (123-11-5) → 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol (14337-31-6)

Guidance literature:

With trichloroacetic acid; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol8016484

Reference yield: 97.0%

chloroform (67-66-3,8013-54-5) + 4-methoxy-benzaldehyde (123-11-5) → 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol (14337-31-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201501089

Reference yield: 90.0%

tetrachloromethane (56-23-5) + 4-methoxy-benzaldehyde (123-11-5) → 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol (14337-31-6)

Guidance literature:

In chloroform; N,N-dimethyl-formamide; cathodic reduction;

DOI:10.1016/S0040-4039(00)87171-3

upstream raw materials:

chloroform

4-methoxy-benzaldehyde

chloral

methoxybenzene

Downstream raw materials:

2-(4-ethoxy-phenyl)-1,1,1-trichloro-2-(4-methoxy-phenyl)-ethane

1-(1-Allyloxy-2,2,2-trichloro-ethyl)-4-methoxy-benzene

1-(2,2-dichlorovinyl)-4-methoxybenzene

α-(dichloromethyl)-4-methoxybenzenemethanol

Refernces

• 1、 -. "PESTICIDAL COMPOUNDS AND METHODS OF USE". Paragraph 0165; 0166; 0226-0229. . Retrieved 2021/04/02.
• 2、 Ram, Ram N.,Tittal, Ram K.. "A novel β-(oxy)alkyl radical during copper(I)-mediated stereoselective synthesis of (Z)-ene-1,4-diones in a reaction of 2,2,2-trichloro-1-phenylethanone". supporting information. p. 2437 - 2440. Retrieved 2016/05/19.