2,6-Dimethylbenzophenone

Base Information

• Chemical Name: 2,6-Dimethylbenzophenone
• CAS No.: 1139-60-2
• Molecular Formula: C15H14 O
• Molecular Weight: 210.276
• Hs Code.: 2914399090
• European Community (EC) Number: 214-522-3
• DSSTox Substance ID: DTXSID30150608
• Nikkaji Number: J203.394A
• Wikidata: Q83016758
• Mol file: 1139-60-2.mol

Synonyms:2,6-Dimethylbenzophenone;1139-60-2;(2,6-dimethylphenyl)-phenylmethanone;EINECS 214-522-3;Benzoyl-m-Xylol;SCHEMBL3039645;DTXSID30150608;Methanone, (2,6-dimethylphenyl)phenyl-

Chemical Property of 2,6-Dimethylbenzophenone

Chemical Property:

• Vapor Pressure: 0.00299mmHg at 25°C
• Boiling Point: 284.4°C at 760 mmHg
• Flash Point: 115.5°C
• PSA: 17.07000
• Density: 1.05g/cm³
• LogP: 3.53440
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 210.104465066
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,6-Dimethylbenzophenone

There total 22 articles about 2,6-Dimethylbenzophenone 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: 95.0%

2,6-dimethyliodobenzene (608-28-6) + carbon monoxide (201230-82-2) + phenylboronic acid (98-80-6) → 2,6-dimethylbenzophenone (1139-60-2)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; caesium carbonate; In chlorobenzene; at 80 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ol802202j

Reference yield: 95.0%

1-(benzoyl)piperidine-2,6-dione + 2,6-dimethylbenzene boronic acid (100379-00-8) → 2,6-dimethylbenzophenone (1139-60-2)

Guidance literature:

With palladium diacetate; sodium carbonate; tricyclohexylphosphine tetrafluoroborate; In 1,4-dioxane; at 120 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02961

Reference yield: 92.0%

benzoyl chloride (98-88-4) + m-xylene (108-38-3,104809-90-7) → 2,4-Dimethyl benzophenone (1140-14-3) + 2,6-dimethylbenzophenone (1139-60-2)

Guidance literature:

With aluminium dodecatungsten phosphate; at 60 - 70 ℃; for 3.5h;

DOI:10.1016/j.tet.2004.09.049

upstream raw materials:

benzoyl chloride

m-xylene

benzoyl triflate

2,6-dimethyl-4-tert-butyl-benzophenone

Downstream raw materials:

(2-benzoyl-3-methylphenyl)acetonitrile

C₁₅H₁₃BrO

2-benzoyl-isophthalic acid

cis-2,6,N-Trimethyl-benzophenonimin

Refernces

• 1、 Lo Fiego, Marcos J.,Dorn, Viviana B.,Badajoz, Mercedes A.,Lockhart, Mara T.,Chopa, Alicia B.. "Experimental and DFT study on the indium-mediated synthesis of benzophenones via arylstannanes". . p. 49079 - 49085. Retrieved 2014.
• 2、 Nakamura, Hideo,Arata, Kazushi. "Friedel-crafts benzoylation of alkylbenzenes with brazoic anhydride catalyzed by solid superacids". . p. 1893 - 1896. Retrieved 2004.
• 3、 Verheyen, Thomas,Van Turnhout, Lars,Vandavasi, Jaya Kishore,Isbrandt, Eric S.,De Borggraeve, Wim M.,Newman, Stephen G.. "Ketone Synthesis by a Nickel-Catalyzed Dehydrogenative Cross-Coupling of Primary Alcohols". supporting information. . Retrieved 2019/05/08.
• 4、 Liu, Chengwei,Lalancette, Roger,Szostak, Roman,Szostak, Michal. "Sterically Hindered Ketones via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides by N-C(O) Activation". supporting information. p. 7976 - 7981. Retrieved 2019/10/10.