2,3-dimethyl-2-phenyloxirane

Base Information

• Chemical Name: 2,3-dimethyl-2-phenyloxirane
• CAS No.: 7443-58-5
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• Mol file: 7443-58-5.mol

Synonyms:

Chemical Property of 2,3-dimethyl-2-phenyloxirane

Chemical Property:

• Vapor Pressure: 0.338mmHg at 25°C
• Boiling Point: 206.6°Cat760mmHg
• Flash Point: 73.5°C
• Density: 1.008g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dimethyl-2-phenyloxirane

There total 22 articles about 2,3-dimethyl-2-phenyloxirane 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: 89.0%

(Z)-2-phenylbut-2-ene (767-99-7) + (E)-2-phenyl-2-butene (768-00-3) → (2S,3R)-(+)-2-phenyl-2,3-epoxybutane (59168-90-0) + (R,R)-2,3-dimethyl-2-phenyloxirane (4564-81-2,7443-58-5,16127-54-1,59168-90-0,70052-30-1,70052-31-2,59168-88-6)

Guidance literature:

at -10 ℃;

Reference yield: 89.0%

(E)-2-phenyl-2-butene (768-00-3) → (R,R)-2,3-dimethyl-2-phenyloxirane (4564-81-2,7443-58-5,16127-54-1,59168-90-0,70052-30-1,70052-31-2,59168-88-6) + (-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane (151716-10-8)

Guidance literature:

With C₆₀H₄₂Cl₅N₂O₃Ru; oxygen; In chlorobenzene; at 0 ℃; for 48h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.201201848

Reference yield: 80.0%

2-phenylbut-2-ene (767-99-7,768-00-3,2082-61-3) → 1-phenyl-1,2-dimethyloxirane (4564-81-2,7443-58-5,16127-54-1,59168-88-6,59168-90-0,70052-30-1,70052-31-2)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1.33333h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.202002844

upstream raw materials:

peracetic acid

2-phenylbut-2-ene

(E)-2-phenyl-2-butene

(Z)-2-phenylbut-2-ene

Downstream raw materials:

3-phenyl-butan-2-one

3-phenyl-2-butanol

2-phenyl-2-butanol

(2RS,3SR)-3-deuterio-3-phenyl-butan-2-ol

Refernces

• 1、 Koya, Shota,Nishioka, Yota,Mizoguchi, Hirotaka,Uchida, Tatsuya,Katsuki, Tsutomu. "Asymmetric epoxidation of conjugated olefins with dioxygen". supporting information; experimental part. p. 8243 - 8246. Retrieved 2012/09/08.
• 2、 Tanaka, Haruna,Nishikawa, Hiroaki,Uchida, Tatsuya,Katsuki, Tsutomu. "Photopromoted Ru-catalyzed asymmetric aerobic sulfide oxidation and epoxidation using water as a proton transfer mediator". supporting information; experimental part. p. 12034 - 12041. Retrieved 2010/11/04.