2-Methylbenzophenone

Base Information

• Chemical Name: 2-Methylbenzophenone
• CAS No.: 131-58-8
• Molecular Formula: C14H12 O
• Molecular Weight: 196.249
• Hs Code.: 29143990
• European Community (EC) Number: 205-032-0
• NSC Number: 67362
• UNII: LSN1480NFF
• DSSTox Substance ID: DTXSID5059618
• Nikkaji Number: J5.563H
• Wikidata: Q27283162
• Mol file: 131-58-8.mol

Synonyms:2-Methylbenzophenone;131-58-8;o-Methylbenzophenone;Methanone, (2-methylphenyl)phenyl-;Phenyl o-tolyl ketone;Benzophenone, 2-methyl-;(2-methylphenyl)(phenyl)methanone;(2-methylphenyl)-phenylmethanone;Phenyl 2-tolyl ketone;phenyl(o-tolyl)methanone;2-Phenyl carbonyl toluene;MFCD00008518;UNII-LSN1480NFF;LSN1480NFF;22682-29-7;EINECS 205-032-0;NSC 67362;NSC-67362;AI3-11216;Methylbenzophenone;Phenyl tolyl ketone;2-Methyl benzophenone;2-Methyl-Benzophenone;2-methylphenyl phenyl ketone;(2-Methylphenyl)phenylmethanone;(2-Methylphenyl)phenyl-methanone;methyl benzophenone;NSC67362;Orphenadrine Impurity B;phenyl-o-tolyl-methanone;SCHEMBL236;2-Methylbenzophenone, 98%;NCIOpen2_000278;CBiol_000844;O-TOLYL PHENYL KETONE;DTXSID5059618;PHENYL(2-TOLYL)METHANONE;CKGKXGQVRVAKEA-UHFFFAOYSA-;(PHENYL)(O-TOLYL)METHANONE;PHENYL 2-METHYLPHENYL KETONE;ICCB4_000140;AKOS001369095;DC37220;PS-8268;NCGC00326785-01;AC-10408;BP-13337;SY018317;CS-0152978;FT-0613009;M0903;EN300-27117;AB01320966-02;A888398;J-014808;W-108328;(2-Methylphenyl)phenylmethanone (2-Methylbenzophenone);ORPHENADRINE CITRATE IMPURITY B [EP IMPURITY];Q27283162;Z237493312;(3R,4S,5R)-4-HYDROXY-5-[(1S)-1-HYDROXY-2-METHYLPROPYL]-3-METHYL-2-PYRROLIDINONE-5-CARBOXYLICACID

Chemical Property of 2-Methylbenzophenone

Chemical Property:

• Appearance/Colour: Clear very slight yellow liquid.
• Vapor Pressure: 0.000617mmHg at 25°C
• Melting Point: -18 ºC
• Refractive Index: n20/D 1.5958(lit.)
• Boiling Point: 309-311 ºC
• Flash Point: 119°C
• PSA: 17.07000
• Density: 1.083
• LogP: 3.22600
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

2-Methylbenzophenone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C(=O)C2=CC=CC=C2
• Uses: 2-Methylbenzophenone, is used as an important raw material and intermediate in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-Methylbenzophenone

There total 304 articles about 2-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: 96.0%

benzoyl chloride (98-88-4) + toluene (108-88-3,15644-74-3,16713-13-6) → 4-Methylbenzophenone (134-84-9) + 2-Methylbenzophenone (131-58-8) + 3-methyl benzophenone (643-65-2)

Guidance literature:

With rhenium(I) pentacarbonyl bromide; for 2h; Product distribution; Heating; also m-ksylene and anisole, var. acid chlorides, also acetic anhydride as acylating reagent;

DOI:10.1246/bcsj.68.2379

Reference yield: 52.0%

carbon monoxide (201230-82-2) + 2-Methylphenylboronic acid (16419-60-6) + benzenediazonium tetrafluoroborate (369-57-3) → 2-methylbiphenyl (643-58-3) + 2-Methylbenzophenone (131-58-8)

Guidance literature:

With palladium diacetate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In 1,4-dioxane; at 100 ℃; for 5h; under 760 Torr;

DOI:10.1016/S0040-4039(02)02186-X

Reference yield: 35.0%

2-methylphenyl aldehyde (529-20-4) + phenylboronic acid (98-80-6) → 2-methylbenzhydrol (5472-13-9) + 2-Methylbenzophenone (131-58-8)

Guidance literature:

With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; potassium carbonate; In toluene; at 110 ℃; for 3h;

DOI:10.1246/cl.2011.1453

upstream raw materials:

2-Methylbenzonitrile

2,2'-dimethylbenzopinacol

2-benzoyl-3-methyl-benzoic acid

diethyl ether

Downstream raw materials:

2-methylbenzhydrol

diethyl hydrazodicarboxylate

diethyl 1-hydroxy-1-phenyl-1,2,3,4-tetrahydrophthalazine-2,3-dicarboxylate

(E)-4,4-Dimethyl-1-phenyl-1-o-tolyl-pent-1-en-3-one

Refernces

• 1、 Micha-Screttas, Maria,Heropoulos, Georgios A.,Steele, Barry R.. "Structural changes in concentrated solutions of alkali metal monosubstituted benzophenone radical anions as deduced front1H NMR measurements". . p. 586 - 592. Retrieved 2001.
• 2、 Mazieres, Stephane,Le Roux, Christophe,Peyronneau, Magali,Gornitzka, Heinz,Roques, Nicolas. "Structural characterization of bismuth(III) and antimony(III) chlorotriflates: Key intermediates in catalytic Friedel-Crafts transformations". . p. 2823 - 2826. Retrieved 2004.
• 3、 Nguyen, Lien T.L.,Nguyen, Chi V.,Dang, Giao H.,Le, Ky K.A.,Phan, Nam T.S.. "Towards applications of metal-organic frameworks in catalysis: Friedel-Crafts acylation reaction over IRMOF-8 as an efficient heterogeneous catalyst". . p. 28 - 35. Retrieved 2011.
• 4、 Vaulx et al.. "-". . p. 505. Retrieved 1964.
• 5、 Fukuyama, Takahide,Okamoto, Hiromi,Ryu, Ilhyong. "Diaryl ketone synthesis by [RuHCl(CO)(PPh3)3]- catalyzed coupling reaction of arylboronic acids with aryl aldehydes". . p. 1453 - 1455. Retrieved 2011.
• 6、 Gobbi, Silvia,Cavalli, Andrea,Negri, Matthias,Schewe, Katarzyna E.,Belluti, Federica,Piazzi, Lorna,Hartmann, Rolf W.,Recanatini, Maurizio,Bisi, Alessandra. "Imidazolylmethylbenzophenones as highly potent aromatase inhibitors". . p. 3420 - 3422. Retrieved 2007.
• 7、 Bisz, Elwira,Chen, Hao,Dziuk, B?a?ej,Lalancette, Roger,Liu, Chengwei,Rahman, Md. Mahbubur,Szostak, Michal,Szostak, Roman,Wang, Qi. "N-Acyl-glutarimides: Effect of Glutarimide Ring on the Structures of Fully Perpendicular Twisted Amides and N-C Bond Cross-Coupling". . p. 5475 - 5485. Retrieved 2020.
• 8、 Huang, Zheng,Liu, Guixia,Qian, Lu,Tang, Xixia,Wang, Yulei. "Asymmetric Transfer Hydrogenation of Diaryl Ketones with Ethanol Catalyzed by Chiral NCP Pincer Iridium Complexes". supporting information. . Retrieved 2022/02/23.
• 9、 Yu, Tao,Guo, Mingqing,Wen, Simiaomiao,Zhao, Rongrong,Wang, Jinlong,Sun, Yanli,Liu, Qixing,Zhou, Haifeng. "Poly(ethylene glycol) dimethyl ether mediated oxidative scission of aromatic olefins to carbonyl compounds by molecular oxygen". . p. 13848 - 13852. Retrieved 2021/04/22.