Tris(4-chlorophenyl)methanol

Base Information

• Chemical Name: Tris(4-chlorophenyl)methanol
• CAS No.: 3010-80-8
• Molecular Formula: C19H13Cl3O
• Molecular Weight: 363.671
• Hs Code.: 2906299090
• European Community (EC) Number: 221-137-4
• DSSTox Substance ID: DTXSID50184187
• Nikkaji Number: J205.309H
• Wikidata: Q72510483
• Mol file: 3010-80-8.mol

Synonyms:TCPM compound;tris(4-chlorophenyl)methanol

Chemical Property of Tris(4-chlorophenyl)methanol

Chemical Property:

• Appearance/Colour: powder
• Melting Point: 96-97 °C
• Boiling Point: 489.9 °C at 760 mmHg
• Flash Point: 250.1 °C
• PSA: 20.23000
• Density: 1.366 g/cm³
• LogP: 5.93100
• Storage Temp.: 2-8°C
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 362.003198
• Heavy Atom Count: 23
• Complexity: 310

Purity/Quality:

99.9% ^*data from raw suppliers

Tris(4-chlorophenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C2=CC=C(C=C2)Cl)(C3=CC=C(C=C3)Cl)O)Cl
• Uses: Tris(4-chlorophenyl)methanol is a standard for environmental testing and research. Study on the effects of environmental poluutants/organochlorines on male fertility.

Technology Process of Tris(4-chlorophenyl)methanol

There total 13 articles about Tris(4-chlorophenyl)methanol 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: 87.0%

4,4',4''-trichloro-trityl (19681-71-1) + C36H47ClFeN5O2 → tris(p-chlorophenyl)methanol (3010-80-8) + C36H46ClFeN5O

Guidance literature:

In tetrahydrofuran; toluene; at 23 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.0c00493

Reference yield: 86.0%

bromochlorobenzene (106-39-8) + 4,4'-Dichlorobenzophenone (90-98-2) → tris(p-chlorophenyl)methanol (3010-80-8)

Guidance literature:

bromochlorobenzene; With magnesium; ethylene dibromide; In tetrahydrofuran; at 36 - 60 ℃; Schlenk technique; Inert atmosphere;

4,4'-Dichlorobenzophenone; In tetrahydrofuran; at 0 - 25 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.chempr.2021.02.029

Reference yield: 84.0%

4,4',4''-trichloro-trityl (19681-71-1) + C36H47BrFeN5O2 → tris(p-chlorophenyl)methanol (3010-80-8) + C36H46BrFeN5O

Guidance literature:

In tetrahydrofuran; toluene; at 23 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.0c00493

upstream raw materials:

(4-chlorphenyl)magnesium bromide

4,4'-Dichlorobenzophenone

Diethyl carbonate

1,2,2,2-tetrakis-(p-chlorophenyl)ethanone

Downstream raw materials:

tris(p-chlorophenyl)methyl bromide

4,4',4''-trichloro-trityl chloride

tris(4-chlorophenyl)methane

C₂₅H₁₇Cl₃S

Refernces

• 1、 Yadav, Vishal,Rodriguez, Rodolfo J.,Siegler, Maxime A.,Goldberg, David P.. "Determining the Inherent Selectivity for Carbon Radical Hydroxylation versus Halogenation with FeIII(OH)(X) Complexes: Relevance to the Rebound Step in Non-heme Iron Halogenases". supporting information. p. 7259 - 7264. Retrieved 2020/04/22.
• 2、 Arnett, Edward M.,Flowers II, Robert A.,Ludwig, Richard T.,Meekhof, Alison E.,Walek, Stuart A.. "Triarylmethanes and 9-arylxanthenes as prototypes amphihydric compounds for relating the stabilities of cations, anions and radicals by C-H bond cleavage and electron transfer". . p. 499 - 513. Retrieved 2007/10/03.