2,2-Dimethyl-3-phenyloxirane

Base Information

• Chemical Name: 2,2-Dimethyl-3-phenyloxirane
• CAS No.: 10152-58-6
• Molecular Formula: C10H12 O
• Molecular Weight: 148.205
• Hs Code.: 2910900090
• DSSTox Substance ID: DTXSID90906289
• Nikkaji Number: J1.479.715G
• Mol file: 10152-58-6.mol

Synonyms:2,2-Dimethyl-3-phenyloxirane;10152-58-6;Oxirane, 2,2-dimethyl-3-phenyl-;dimethylphenyloxirane;SCHEMBL3972334;2,2-dimethyl-3-phenyl-oxirane;DTXSID90906289;GIMKHGWDFQQNSB-UHFFFAOYSA-N;AKOS015905490;EN300-313147;Z1486033030

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

Chemical Property:

• Vapor Pressure: 0.338mmHg at 25°C
• Boiling Point: 206.6°C at 760 mmHg
• Flash Point: 73.5°C
• PSA: 12.53000
• Density: 1.008g/cm³
• LogP: 2.53650
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 145

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(O1)C2=CC=CC=C2)C

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

There total 30 articles about 2,2-Dimethyl-3-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: 99.0%

(2-methyl-1-propenyl)-benzene (768-49-0) → 2,2-dimethyl-3-phenyloxirane (10152-58-6)

Guidance literature:

With dihydrogen peroxide; Ru(2,2':6',2''-terpyridine)(2,6-pyridinedicarboxylate); In tert-Amyl alcohol; at 20 ℃; for 12h; Product distribution / selectivity;

Reference yield: 93.0%

(2-methyl-1-propenyl)-benzene (768-49-0) → (R)-2,2-dimethyl-3-phenyloxirane (10152-58-6,130365-52-5,130365-53-6,70412-43-0)

Guidance literature:

at -10 ℃;

Reference yield: 50.0%

(2-methyl-1-propenyl)-benzene (768-49-0) → 2,2-dimethyl-3-phenyloxirane (10152-58-6) + methyl benzilate (76-89-1)

Guidance literature:

With methyl α-hydroperoxy-α,α-diphenylacetate; oxygen; In tetrachloromethane; at 60 ℃; for 16h;

upstream raw materials:

(2-methyl-1-propenyl)-benzene

2-methyl-1-phenylpropane-1,2-diol

phenyldiazomethane

acetone

Downstream raw materials:

2-methyl-1-phenylprop-2-en-1-ol

2-methyl-3-phenyl-but-3-en-2-ol

5,5-dimethyl-2,4-diphenyl-4,5-dihydrooxazole

2-(2-(diphenylphosphino)phenyl)-5,5-dimethyl-4-phenyl-4,5-dihydrooxazole

Refernces

• 1、 Tse, Man Kin,Bhor, Santosh,Klawonn, Markus,Anilkumar, Gopinathan,Jiao, Haijun,Spannenberg, Anke,Doebler, Christian,Magerlein, Wolfgang,Hugl, Herbert,Beller, Matthias. "Ruthenium-catalyzed asymmetric epoxidation of olefins using H 2O2, part II: Catalytic activities and mechanism". . p. 1875 - 1888. Retrieved 2006.
• 2、 Koya, Shota,Nishioka, Yota,Mizoguchi, Hirotaka,Uchida, Tatsuya,Katsuki, Tsutomu. "Asymmetric epoxidation of conjugated olefins with dioxygen". . p. 8243 - 8246. Retrieved 2012.
• 3、 Bhor, Santosh,Tse, Man Kin,Klawonn, Markus,Doebler, Christian,Maegerlein, Wolfgang,Beller, Matthias. "Ruthenium-catalyzed asymmetric alkene epoxidation with tert-butyl hydroperoxide as oxidant". . p. 263 - 267. Retrieved 2004.
• 4、 Calo,V. et al.. "-". . p. 4963 - 4966. Retrieved 1978.
• 5、 Tomioka, Hideo,Nunome, Yasuo. "Generation and Reactions of Carbene Bearing Unprotected Hydroxy Groups at α-Position". . p. 1243 - 1244. Retrieved 1990.
• 6、 Bhor, Santosh,Anilkumar, Gopinathan,Man, Kin Tse,Klawonn, Markus,Doebler, Christian,Bitterlich, Bianca,Grotevendt, Anne,Beller, Matthias. "Synthesis of a new chiral N,N,N-tridentate pyridinebisimidazoline ligand library and its application in Ru-catalyzed asymmetric epoxidation". . p. 3393 - 3396. Retrieved 2005.
• 7、 Orfanidou, Maria,Petsi, Marina,Zografos, Alexandros L.. "Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen". supporting information. p. 9172 - 9178. Retrieved 2021/11/30.
• 8、 Tseberlidis, Giorgio,Demonti, Luca,Pirovano, Valentina,Scavini, Marco,Cappelli, Serena,Rizzato, Silvia,Vicente, Rubén,Caselli, Alessandro. "Controlling Selectivity in Alkene Oxidation: Anion Driven Epoxidation or Dihydroxylation Catalysed by [Iron(III)(Pyridine-Containing Ligand)] Complexes". . p. 4907 - 4915. Retrieved 2019/08/30.