(S)-Glycidyl phenyl ether

Base Information

• Chemical Name: (S)-Glycidyl phenyl ether
• CAS No.: 71031-03-3
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Hs Code.: 2910900090
• European Community (EC) Number: 615-241-2,615-242-8
• DSSTox Substance ID: DTXSID301308064
• Nikkaji Number: J740.954K
• Mol file: 71031-03-3.mol

Synonyms:(S)-Glycidyl phenyl ether;71031-03-3;(2S)-2-(phenoxymethyl)oxirane;(S)-2-Oxiranylanisole;(S)-2-(Phenoxymethyl)oxirane;(S)-1,2-epoxy-3-phenoxypropane;71031-02-2;(2S)-1,2-Epoxy-3-Phenoxypropane;(S)- GLYCIDYL PHENYL ETHER;(2R)-1,2-Epoxy-3-Phenoxypropane;2(S)-phenoxymethyloxirane;(s)-phenyl glycidyl ether;(s)-2-phenoxymethyloxirane;(S)-2-Phenoxymethyl-oxirane;2alpha-(Phenoxymethyl)oxirane;(2S)-2-Phenoxymethyl-oxirane;SCHEMBL1583161;(S)-alpha-(2-Oxiranyl)anisole;(S)-2-[(phenoxy)methyl]oxirane;(S)-3-phenoxy-1,2-epoxypropane;DTXSID301308064;(2S)-1-phenoxy-2,3-epoxypropane;(2S)-3-phenoxy-1,2-epoxypropane;(s)-3-phenoxy-1,2 -epoxypropane;MFCD06659026;AKOS006345476;CS-W018153;AC-18289;G0410;F53321;EN300-4254192;A804925;Z1201623620;(S)-2-Oxiranylanisole, >=97.0% (sum of enantiomers, GC)

Chemical Property of (S)-Glycidyl phenyl ether

Chemical Property:

• Refractive Index: 1.5290-1.5330
• Flash Point: 71 °C
• PSA: 21.76000
• Density: 1.11
• LogP: 1.46420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

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

(S)-Glycidyl Phenyl Ether ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-20/21-37/38-41-43-52/53-68
• Safety Statements: 53-26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](O1)COC2=CC=CC=C2

Technology Process of (S)-Glycidyl phenyl ether

There total 120 articles about (S)-Glycidyl phenyl ether 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: 95.0%

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate (115314-14-2) + phenol (108-95-2,27073-41-2) → (R)-phenyl glycidyl ether (71031-03-3,71031-02-2)

Guidance literature:

phenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.333333h;

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield: 88.0%

(S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + phenol (108-95-2,27073-41-2) → (2R)-1,2-epoxy-3-phenoxypropane (71031-03-3,71031-02-2)

Guidance literature:

phenol; With sodium hydroxide; In ethanol; at 20 ℃; for 0.333333h;

(S)-epichlorohydrin; In ethanol; at 20 ℃; for 9.5h;

DOI:10.1016/j.tet.2012.07.003

Reference yield: 81.1%

(R)-glycidyl nosylate (115314-14-2,115314-17-5) → (2R)-1,2-epoxy-3-phenoxypropane (71031-03-3,71031-02-2)

Guidance literature:

phenol; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.666667h;

(R)-glycidyl nosylate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

With ammonium chloride; In water; N,N-dimethyl-formamide;

upstream raw materials:

allyl phenyl ether

(R)-2-hydroxy-3-phenoxypropyl p-toluenesulfonate

(S)-3-bromo-1-phenoxy-2-propanol

(S)-1-chloro-2-acetoxy-3-phenoxypropane

Downstream raw materials:

(2 S)-1-[(4-aminophenethyl)amino]-3-phenoxy-2-propanol

Refernces

• 1、 Zhang, Chen,Li, Chuang,Zhu, Xiu-xiu,Liu, You-yi,Zhao, Jun,Wu, Min-chen. "Highly regio- and enantio-selective hydrolysis of two racemic epoxides by GmEH3, a novel epoxide hydrolase from Glycine max". . p. 2795 - 2803. Retrieved 2020/09/01.
• 2、 Lin, Hui,Tang, Yanhong,Dong, Shuang,Lang, Ruibo,Chen, Hongge. "A new monooxygenase from: Herbaspirillum huttiense catalyzed highly enantioselective epoxidation of allylbenzenes and allylic alcohols". . p. 2145 - 2151. Retrieved 2020/04/17.