(2R)-2-benzyloxirane

Base Information

• Chemical Name: (2R)-2-benzyloxirane
• CAS No.: 91420-74-5
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• European Community (EC) Number: 618-747-1
• UNII: ES46QM3YG9
• DSSTox Substance ID: DTXSID101308925
• Nikkaji Number: J1.155.003G
• Mol file: 91420-74-5.mol

Synonyms:(2R)-2-benzyloxirane;91420-74-5;(r)-2-benzyloxirane;(2R)-2-(Phenylmethyl)oxirane;2-Benzyloxirane, (R)-;ES46QM3YG9;(+)-(2,3-Epoxypropyl)benzene;(2,3-Epoxypropyl)benzene, (R)-;(2,3-Epoxypropyl)benzene, (+)-;Oxirane, (phenylmethyl)-, (2R)-;Allylbenzene 2',3'-oxide, (R)-;UNII-ES46QM3YG9;Oxirane, 2-(phenylmethyl)-, (2R)-;2alpha-Benzyloxirane;SCHEMBL2186411;(r)-(2,3-epoxypropyl)benzene;JFDMLXYWGLECEY-SECBINFHSA-N;DTXSID101308925;EN300-1862870;A1-22508;Z1617991494

Chemical Property of (2R)-2-benzyloxirane

Chemical Property:

• Boiling Point: 60 - 80 °C (2 mmHg)
• PSA: 12.53000
• LogP: 1.62790
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

(R)-2-Benzyloxirane 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)CC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](O1)CC2=CC=CC=C2

Technology Process of (2R)-2-benzyloxirane

There total 21 articles about (2R)-2-benzyloxirane 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: 100.0%

allylbenzene (300-57-2,57807-91-7) → (S)-(2,3-epoxypropyl)benzene (91420-74-5)

Guidance literature:

With whole E_. coli cells expressing monooxygenase from Herbaspirillum huttiense HhMO and NADH-dependent flavin oxidoreductase PsStyB; In aq. phosphate buffer; octane; at 37 ℃; pH=6; Reagent/catalyst; Temperature; Solvent; pH-value; Concentration; enantioselective reaction; Catalytic behavior; Kinetics; Green chemistry; Enzymatic reaction;

DOI:10.1039/d0cy00081g

Reference yield: 98.0%

(S)-2-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate (118629-70-2) → (S)-(2,3-epoxypropyl)benzene (91420-74-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(94)85359-2

Reference yield: 79.06%

1,2-epoxy-3-phenylpropane (4436-24-2) → (S)-(2,3-epoxypropyl)benzene (91420-74-5)

Guidance literature:

With (R,R)-(-)-N,N'-bis(3,5-di-t-Bu-salicylidene)-1,2-CHdiaminoCo; water; acetic acid; In 1,4-dioxane; at 20 ℃; for 48h;

DOI:10.1021/ja015526d

upstream raw materials:

S-2-(Dimethylamino)-3-phenyl-1-propanol

(S)-2-hydroxy-3-phenylpropyl 4-methylbenzenesulfonate

(S)-Glycidyl tosylate

phenyllithium

Downstream raw materials:

1,12-dibenzyl-(2R,11R)-dodecane-2.11-diol

(R)-1-phenyltridec-12-en-2-ol

(S)-2-hydroxy-3-phenylpropanal

1-phenyl-5-trimethylsilanyl-pent-4-yn-2-(R)-ol