3-Chloro-3'-methylbenzophenone

Base Information

• Chemical Name: 3-Chloro-3'-methylbenzophenone
• CAS No.: 71372-41-3
• Molecular Formula: C14H11ClO
• Molecular Weight: 230.694
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90373992
• Wikidata: Q82162426
• Mol file: 71372-41-3.mol

Synonyms:3-Chloro-3'-methylbenzophenone;71372-41-3;(3-chlorophenyl)-(3-methylphenyl)methanone;SCHEMBL11504405;DTXSID90373992;(3-Chloro-phenyl)-m-tolyl-methanone;MFCD06201478;AKOS010014632

Chemical Property of 3-Chloro-3'-methylbenzophenone

Chemical Property:

• Vapor Pressure: 1.35E-05mmHg at 25°C
• Boiling Point: 367.6oC at 760 mmHg
• Flash Point: 198.5oC
• PSA: 17.07000
• Density: 1.178g/cm3
• LogP: 3.87940
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 230.0498427
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

98%Min ^*data from raw suppliers

3-Chloro-3'-methylbenzophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)C2=CC(=CC=C2)Cl

Technology Process of 3-Chloro-3'-methylbenzophenone

There total 5 articles about 3-Chloro-3'-methylbenzophenone 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: 66.0%

meta-chlorobenzoic anhydride (30070-63-4) + tri-o-tolylboroxine (7294-50-0) → (3-chlorophenyl)(m-tolyl)methanone (71372-41-3)

Guidance literature:

With copper(l) iodide; palladium(II) trifluoroacetate; triphenyl-arsane; norbornene; potassium carbonate; p-benzoquinone; In toluene; at 100 ℃; for 14h; Sealed tube; Molecular sieve;

DOI:10.1016/j.chempr.2019.02.005

Reference yield: 55.0%

3-methylbenzoic acid anhydride (21436-44-2) + tris(3-chlorophenyl)boroxine (7519-92-8) → (3-chlorophenyl)(m-tolyl)methanone (71372-41-3) + 3-chloro-3'-methyl-1,1'-biphenyl (19482-18-9)

Guidance literature:

With potassium fluoride; chlorobis(ethylene)rhodium(I) dimer; In 1,3,5-trimethyl-benzene; at 160 ℃; for 8h;

DOI:10.1002/adsc.200404190

Reference yield:

carbon monoxide (201230-82-2) + 3-chlorobenzenediazonium tetrafluoroborate (456-39-3) + trimethyl(3-methylphenyl)stannane (937-01-9) → 3,3'-dimethylbenzophenone (2852-68-8) + (3-chlorophenyl)(m-tolyl)methanone (71372-41-3)

Guidance literature:

With palladium diacetate; In diethyl ether; acetonitrile; for 2h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

carbon monoxide

3-chlorobenzenediazonium tetrafluoroborate

trimethyl(3-methylphenyl)stannane

3-methylbenzoic acid anhydride

Downstream raw materials:

3-(3-chlorobenzoyl)benzaldehyde

Refernces

• 1、 Li, Renhe,Liu, Feipeng,Dong, Guangbin. "Redox-Neutral ortho Functionalization of Aryl Boroxines via Palladium/Norbornene Cooperative Catalysis". supporting information. p. 929 - 939. Retrieved 2019/04/10.
• 2、 Kikukawa, Kiyoshi,Idemoto, Tohru,Katayama, Atsuhiko,Kono, Kiyoshi,Wada, Fumio,Matsuda, Tsutomu. "Reaction of Diazonium Salts with Transition Metals. Part 13. Palladium-catalyzed Carbonylative Coupling of Arenediazonium Salts with Organotin Reagents to give Aromatic Ketones". . p. 1511 - 1514. Retrieved 2007/10/02.