(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone

Base Information

• Chemical Name: (3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone
• CAS No.: 7462-67-1
• Molecular Formula: C16H14O2
• Molecular Weight: 238.2812
• Mol file: 7462-67-1.mol

Synonyms:Butyrophenone,2,3-epoxy-3-phenyl- (6CI,7CI);Methanone, (3-methyl-3-phenyloxiranyl)phenyl-(9CI);Dypnone oxide;NSC 402148;(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone;Methanone, (3-methyl-3-phenyloxiranyl)phenyl-, cis-;Methanone, (3-methyl-3-phenyloxiranyl)phenyl-, trans-;Butyrophenone, 2,3-epoxy-3-phenyl-, cis-;Butyrophenone, 2,3-epoxy-3-phenyl-, trans-;

Chemical Property of (3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone

Chemical Property:

• Vapor Pressure: 9.69E-06mmHg at 25°C
• Refractive Index: 1.597
• Boiling Point: 372.3 °C at 760 mmHg
• Flash Point: 166.7 °C
• Density: 1.168 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone

There total 20 articles about (3-methyl-3-phenyloxiran-2-yl)(phenyl)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: 63.0%

benzaldehyde (100-52-7) + isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → (3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone (7462-67-1)

Guidance literature:

With tert.-butylhydroperoxide; tris(2,2'-bipyridyl)ruthenium dichloride; caesium carbonate; In decane; acetonitrile; at 20 ℃; for 36h; Molecular sieve; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02629

Reference yield: 60.0%

dypnone (495-45-4) → (3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone (7462-67-1)

Guidance literature:

With 2-Ethylhexanoic acid; [Fe^II(1-methyl-2-({(S)-2-[(S)-1-(1-methylbenzimidazol-2-ylmethyl)pyrrolidin-2-yl]pyrrolidin-1-yl}methyl)benzimidazole)(CF₃SO₃)₂]; dihydrogen peroxide; In water; acetonitrile; at -30 - 30 ℃; for 1h; enantioselective reaction;

DOI:10.1039/c8dt04449j

Reference yield: 50.0%

(Z)-3-Hydroxy-1,3-diphenyl-but-1-en-1-olatetetrabutyl-ammonium; → cis-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone (19804-64-9,19804-81-0,63257-41-0,63257-42-1,63257-43-2,63257-44-3,70774-47-9,70774-48-0,7462-67-1) + trans-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone (19804-64-9,19804-81-0,63257-41-0,63257-42-1,63257-43-2,63257-44-3,70774-47-9,70774-48-0,7462-67-1)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at -78 ℃; for 3h;

upstream raw materials:

(E)-1,3-diphenyl-3-methyl-2-propen-1-one

1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone

ethyl [2]alcohol

sodium ethanolate

Downstream raw materials:

trans-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone

1,2-Diphenyl-2-methyl-1,3-propanedione

1,3-Diphenyl-3-chloro-2-hydroxy-1-butanone

cis-(3-methyl-3-phenyloxiran-2-yl)(phenyl)methanone

Refernces

• 1、 Li, Jing,Wang, David Zhigang. "Visible-Light-Promoted Photoredox Syntheses of α,β-Epoxy Ketones from Styrenes and Benzaldehydes under Alkaline Conditions". supporting information. p. 5260 - 5263. Retrieved 2015/11/18.
• 2、 Liu, Weiping,Li, Yuanming,Liu, Kaisheng,Li, Zhiping. "Iron-catalyzed carbonylation-peroxidation of alkenes with aldehydes and hydroperoxides". . p. 10756 - 10759. Retrieved 2011/08/22.