bis(2-methylphenyl)methanone

Base Information

• Chemical Name: bis(2-methylphenyl)methanone
• CAS No.: 1018-97-9
• Molecular Formula: C15H14 O
• Molecular Weight: 210.276
• Hs Code.: 2914399090
• Mol file: 1018-97-9.mol

Synonyms:Benzophenone,2,2'-dimethyl- (6CI,7CI,8CI); 2,2'-Dimethylbenzophenone; Di-o-tolyl ketone; NSC616

Chemical Property of bis(2-methylphenyl)methanone

Chemical Property:

• Vapor Pressure: 0.0029mmHg at 25°C
• Melting Point: 72℃
• Boiling Point: 284.9°Cat760mmHg
• Flash Point: 115.8°C
• PSA: 17.07000
• Density: 1.05g/cm³
• LogP: 3.53440

Purity/Quality:

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

2,2'-DIMETHYLBENZOPHENONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of bis(2-methylphenyl)methanone

There total 58 articles about bis(2-methylphenyl)methanone 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: 98.0%

1-(2-methylbenzoyl)piperidine-2,6-dione + 2-Methylphenylboronic acid (16419-60-6) → 2,2'-dimethylbenzophenone (1018-97-9)

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: 95.0%

ortho-methylphenyl iodide (615-37-2) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6) → 2,2'-dimethylbenzophenone (1018-97-9)

Guidance literature:

With potassium carbonate; In ethanol; at 75 ℃; for 10h;

DOI:10.1080/00958972.2020.1861257

Reference yield: 94.0%

2-Methylphenylboronic acid (16419-60-6) + 2-methyl-N-phenyl-N-((trifluoromethyl)sulfonyl)benzamide → 2,2'-dimethylbenzophenone (1018-97-9)

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate; In tetrahydrofuran; water; at 40 ℃; for 15h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03901

upstream raw materials:

ortho-tolylmagnesium bromide

ethyl 2-methylbenzoate

bis(2-methylphenyl)methanimine

ortho-toluoyl chloride

Downstream raw materials:

bis(2-methylphenyl)methanol

2,2',2''-trimethyl-trityl chloride

2-(bis(2-methylphenyl)methyl)-2-methyl-1H-indene-1,3(2H)-dione

C₂₅H₂₆O₂

Refernces

• 1、 Tripathi, Shubhangi,Singh, Sachchida N.,Yadav, Lal Dhar S.. "Metal-free efficient cross coupling of aromatic aldehydes with aryldiazonium tetrafluoroborates using DTBP as a radical initiator". . p. 4211 - 4214. Retrieved 2015.
• 2、 Seyferth,D.,Spohn,R.J.. "-". . p. 3037 - 3044. Retrieved 1969.
• 3、 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". . p. 7976 - 7981. Retrieved 2019.
• 4、 Li, Yang,Lu, Wei,Xue, Dong,Wang, Chao,Liu, Zhao-Tie,Xiao, Jianliang. "Palladium-catalyzed oxidative carbonylation for the synthesis of symmetrical diaryl ketones at atmospheric co pressure". . p. 1097 - 1100. Retrieved 2014.
• 5、 Pickard,Vaughan. "-". . p. 5017. Retrieved 1950.
• 6、 Tamaru, Yoshinao,Ochiai, Hirofumi,Yamada, Yoshimi,Yoshida, Zen-ichi. "Unsymmetrical Ketone Synthesis via Palladium Catalyzed Carbonylation of Organic Halides". . p. 3869 - 3872. Retrieved 1983.
• 7、 Lei, Peng,Meng, Guangrong,Shi, Shicheng,Ling, Yun,An, Jie,Szostak, Roman,Szostak, Michal. "Suzuki-Miyaura cross-coupling of amides and esters at room temperature: Correlation with barriers to rotation around C-N and C-O bonds". . p. 6525 - 6530. Retrieved 2017.
• 8、 Rajkiewicz, Adam A.,Wojciechowska, Natalia,Kalek, Marcin. "N-Heterocyclic Carbene-Catalyzed Synthesis of Ynones via C-H Alkynylation of Aldehydes with Alkynyliodonium Salts - Evidence for Alkynyl Transfer via Direct Substitution at Acetylenic Carbon". . p. 831 - 841. Retrieved 2020/01/02.