4-(Dichloromethyl)benzoyl chloride

Base Information

• Chemical Name: 4-(Dichloromethyl)benzoyl chloride
• CAS No.: 36747-64-5
• Molecular Formula: C8H5 Cl3 O
• Molecular Weight: 223.486
• Hs Code.: 2916399090
• European Community (EC) Number: 622-777-0
• DSSTox Substance ID: DTXSID10455446
• Wikidata: Q82277435
• Mol file: 36747-64-5.mol

Synonyms:4-(Dichloromethyl)benzoyl chloride;36747-64-5;SCHEMBL9681747;DTXSID10455446;AKOS015889271

Chemical Property of 4-(Dichloromethyl)benzoyl chloride

Chemical Property:

• Melting Point: 50-55 °C(lit.)
• Boiling Point: 285-286 °C(Press: 745 Torr)
• Flash Point: >230 °F
• PSA: 17.07000
• Density: 1.435±0.06 g/cm3(Predicted)
• LogP: 3.54180
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.940598
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(Cl)Cl)C(=O)Cl

Technology Process of 4-(Dichloromethyl)benzoyl chloride

There total 8 articles about 4-(Dichloromethyl)benzoyl chloride 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: 86.0%

4-methyl-benzoyl chloride (874-60-2) → 4-(dichloromethyl)benzoyl chloride (36747-64-5)

Guidance literature:

With Perbenzoic acid; chlorine; In tetrachloromethane; for 6h; Heating;

DOI:10.1002/jps.2600710115

Reference yield:

4-Carboxybenzaldehyde (619-66-9) → 4-(dichloromethyl)benzoyl chloride (36747-64-5)

Guidance literature:

With phosphorus pentachloride;

Reference yield:

p-Toluic acid (99-94-5) → 4-(dichloromethyl)benzoyl chloride (36747-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: 86 percent / Cl₂, benzoyl peroxide / CCl₄ / 6 h / Heating

With thionyl chloride; Perbenzoic acid; chlorine; In tetrachloromethane;

DOI:10.1002/jps.2600710115

upstream raw materials:

4-methyl-benzoyl chloride

4-Carboxybenzaldehyde

phosphorus pentachloride

p-Toluic acid

Downstream raw materials:

methyl 4-α,α-dichloromethylbenzoate

4-dichloromethyl-benzoic acid

4-dichloromethyl-benzoic acid-[(1RS,2RS)-2-hydroxy-1-hydroxymethyl-2-(4-nitro-phenyl)-ethylamide]

4-Carboxybenzaldehyde

Refernces

• 1、 Meisenbach, Mark,Allmendinger, Thomas,Mak, Ching-Pong. "Scale-up of the synthesis of a pyrimidine derivative directly on solid support". . p. 553 - 558. Retrieved 2013/09/05.
• 2、 Morkved,Cronyn. "Preparation and screening of some new thioacetals, sulfones, and derivatives of 4-dichloromethylbenzoyl and 4-trichloromethylbenzoyl chloride as potential antimalarials". . p. 59 - 63. Retrieved 2007/10/02.