trans-beta-Methylstyrene oxide

Base Information

• Chemical Name: trans-beta-Methylstyrene oxide
• CAS No.: 23355-97-7
• Molecular Formula: C9H10 O
• Molecular Weight: 134.178
• Hs Code.: 2910900090
• European Community (EC) Number: 624-038-8,625-582-9
• DSSTox Substance ID: DTXSID301030904
• Nikkaji Number: J323.715J
• Wikidata: Q76010133
• Mol file: 23355-97-7.mol

Synonyms:trans-2-Methyl-3-phenyloxirane;(1S,2S)-(-)-1-Phenylpropylene oxide;trans-beta-Methylstyrene oxide;CCRIS 6862;trans-beta-Methylstyrene epoxide;trans-(1,2-Epoxypropyl)benzene;Oxirane, 2-methyl-3-phenyl-, trans-;Benzene, (1,2-epoxypropyl)-, trans-;BRN 0081111;(1S,2S)-(-)-1-Phenyl-1,2-epoxypropane;4518-66-5;Oxirane, 2-methyl-3-phenyl-, (2R,3R)-rel-;trans-beta-Methylstyrene 7,8-oxide;(2S,3R)-2-methyl-3-phenyloxirane;(2S,3S)-2-methyl-3-phenyloxirane;23355-97-7;starbld0000980;SCHEMBL3589695;2beta-Methyl-3alpha-phenyloxirane;DTXSID301030904;130548-11-7;14212-54-5;(2S,3S)-2-Methyl-3-phenyl-oxirane;LS-30072;(1S,2S)-(-)-1-Phenylpropylene oxide, 98%

Chemical Property of trans-beta-Methylstyrene oxide

Chemical Property:

• Boiling Point: 202.5°Cat760mmHg
• Flash Point: 68.9°C
• PSA: 12.53000
• Density: 1.044g/cm³
• LogP: 2.14640
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(O1)C2=CC=CC=C2
• Isomeric SMILES: C[C@H]1[C@@H](O1)C2=CC=CC=C2

Technology Process of trans-beta-Methylstyrene oxide

There total 102 articles about trans-beta-Methylstyrene oxide 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: 70.0%

1-propenylbenzene (873-66-5) → 1-phenylpropylene oxide (23355-97-7) + 1-Phenylpropane-1,2-dione (579-07-7)

Guidance literature:

With dihydrogen peroxide; 1,5-dicyclohexyl imidazole; 2,2′-((1E,1′E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))diphenolmanganese(II); In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 1.25h;

DOI:10.1016/j.tetlet.2006.01.074

Reference yield: 60.0%

1-propenylbenzene (873-66-5) → benzaldehyde (100-52-7) + 1-phenyl-acetone (103-79-7,136675-26-8) + 1-phenylpropylene oxide (23355-97-7)

Guidance literature:

With iodosylbenzene; Ni(cyclam)(NO₃)2; In acetonitrile; for 5h; Ambient temperature;

DOI:10.1021/ja00226a029

Reference yield: 54.0%

1-propenylbenzene (873-66-5) → benzaldehyde (100-52-7) + 1-phenylpropylene oxide (23355-97-7)

Guidance literature:

With pyridine N-oxide; oxochromium(V) complex of tetramethylsalen IIb; In acetonitrile;

DOI:10.1021/ja00311a064

upstream raw materials:

monoperoxyphthalic acid

1-propenylbenzene

(±)-erythro-2-bromo-1-phenylpropyl acetate

cis-1-phenyl-1-propylene

Downstream raw materials:

1-(2-ethoxycarbonylethylthio)-1-phenylpropan-2-ol

1-(2-acetamido-2-methoxycarbonylethylthio)-1-phenylpropan-2-ol

(2-Bromo-1-methyl-2-phenyl-ethoxy)-trimethyl-silane

(2-Bromo-1-methyl-2-phenyl-ethoxy)-trimethyl-silane

Refernces

• 1、 Nielsen, Morten,Thomsen, Anne H.,Jensen, Torben R.,Jakobsen, Hans J.,Skibsted, Jorgen,Gothelf, Kurt V.. "Formation and structure of conjugated salen-cross-linked polymers and their application in asymmetric heterogeneous catalysis". . p. 342 - 347. Retrieved 2005.
• 2、 Di Giovanni, Carlo,Vaquer, Lydia,Sala, Xavier,Benet-Buchholz, Jordi,Llobet, Antoni. "New dinuclear ruthenium complexes: Structure and oxidative catalysis". . p. 4335 - 4345. Retrieved 2013.
• 3、 Francs, Laia,Gonzlez-Gil, Rosa Mara,Moyano, Daniel,Benet-Buchholz, Jordi,Garca-Antn, Jordi,Escriche, Llus,Llobet, Antoni,Sala, Xavier. "Dinuclear ruthenium complexes containing the Hpbl ligand: Synthesis, characterization, linkage isomerism, and epoxidation catalysis". . p. 10394 - 10402. Retrieved 2014.
• 4、 Porcar-Tost, Oriol,Pi-Boleda, Bernat,García-Anton, Jordi,Illa, Ona,Ortu?o, Rosa M.. "Cyclobutane-based peptides/terpyridine conjugates: Their use in metal catalysis and as functional organogelators". . p. 7252 - 7260. Retrieved 2018.
• 5、 Goodman, Margaret A.,Detty, Michael R.. "Selenoxides as catalysts for epoxidation and Baeyer-Villiger oxidation with hydrogen peroxide". . p. 1100 - 1104. Retrieved 2006.
• 6、 Tian, Jing,Lin, Jin,Zhang, Jisheng,Xia, Chungu,Sun, Wei. "Asymmetric Epoxidation of Olefins Catalyzed by Substituted Aminobenzimidazole Manganese Complexes Derived from L-Proline". supporting information. p. 593 - 600. Retrieved 2021/11/16.
• 7、 Biswas, Jyoti Prasad,Ansari, Mursaleem,Paik, Aniruddha,Sasmal, Sheuli,Paul, Sabarni,Rana, Sujoy,Rajaraman, Gopalan,Maiti, Debabrata. "Effect of the Ligand Backbone on the Reactivity and Mechanistic Paradigm of Non-Heme Iron(IV)-Oxo during Olefin Epoxidation". supporting information. p. 14030 - 14039. Retrieved 2021/05/11.