trans-beta-Methylstyrene oxide

Base Information

• Chemical Name: trans-beta-Methylstyrene oxide
• CAS No.: 4518-66-5
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• Hs Code.: 2910900090
• European Community (EC) Number: 625-582-9
• Nikkaji Number: J398.016B
• Mol file: 4518-66-5.mol

Synonyms:(2S,3S)-2-methyl-3-phenyloxirane;trans-beta-Methylstyrene oxide;23355-97-7;trans-beta-Methylstyrene 7,8-oxide;(2S,3R)-2-methyl-3-phenyloxirane;4518-66-5;(1r,2s)-phenylpropylene oxide;SCHEMBL4620835;130548-11-7;(2R)-2alpha-Phenyl-3alpha-methyloxirane;(2S,3S)-(-)-2-Methyl-3-phenyloxirane, trans-(-)-2-Methyl-3-phenyloxirane;InChI=1/C9H10O/c1-7-9(10-7)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-,9-/m0/s

Chemical Property of trans-beta-Methylstyrene oxide

Chemical Property:

• Vapor Pressure: 0.416mmHg at 25°C
• Refractive Index: n20/D 1.517(lit.)
• Boiling Point: 202.5oC at 760 mmHg
• Flash Point: 156 °F
• PSA: 12.53000
• Density: 1.003 g/mL at 25oC(lit.)
• 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:

98%,99%, ^*data from raw suppliers

(1S,2S)-(?)-1-Phenylpropylene oxide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

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 83 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: 95.5%

1-propenylbenzene (873-66-5) + 4,5-Di-O-isopropylidene-D-erythro-2,3-hexodiuro-2,6-pyranose + Na2B4O7.H2O + Oxone + Dimethoxymethane (109-87-5) → (1S,2S)-(-)-1-phenyl-1-propene oxide (4518-66-5)

Guidance literature:

With potassium carbonate; tetra(n-butyl)ammonium hydrogen sulfate; In water; edetate disodium; acetonitrile;

Reference yield: 94.0%

1-propenylbenzene (873-66-5) → (1S,2S)-(-)-1-phenyl-1-propene oxide (4518-66-5)

Guidance literature:

With potassium peroxymonosulfate; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; Shi's ketone; In DMM; water; acetonitrile; at -10 ℃; for 2h; Na₂B₄O₇; Na₂EDTA buffer;

Reference yield: 92.0%

Na2B4O7.10H2O + 1-propenylbenzene (873-66-5) + 4,5-Di-O-isopropylidene-D-erythro-2,3-hexodiuro-2,6-pyranose + Oxone → (1S,2S)-(-)-1-phenyl-1-propene oxide (4518-66-5)

Guidance literature:

With potassium carbonate; tetra(n-butyl)ammonium hydrogen sulfate; triethylamine; In aq. Na₂EDTA; water; acetonitrile; pentane;

upstream raw materials:

(1S,2R)-(+)-ephedrine

methyl iodide

1-propenylbenzene

(-)-2-<(S)-N-(α-methylbenzyl)-N-benzylsulfamyl>-3-(pentafluorophenyl)oxaziridine

Downstream raw materials:

(-)-(1R,2S)-1-azido-1-phenyl-2-propanol

(-)-(2S,3S)-trans-2,3-dimethyl-2-phenyloxirane

(+)N-methyl-ephedrine methiodide

d,l-1-phenyl-2-methyl-4-penten-2-ol

Refernces

• 1、 Franssen, Maurice C. R.,Hollmann, Frank,Martínez-Montero, Lía,Paul, Caroline E.,Süss, Philipp,Schallmey, Anett,Tischler, Dirk. "Asymmetric azidohydroxylation of styrene derivatives mediated by a biomimetic styrene monooxygenase enzymatic cascade". . p. 5077 - 5085. Retrieved 2021/08/16.
• 2、 Berijani, Kayhaneh,Morsali, Ali,Hupp, Joseph T.. "An effective strategy for creating asymmetric MOFs for chirality induction: A chiral Zr-based MOF for enantioselective epoxidation". . p. 3388 - 3397. Retrieved 2019/07/10.