2-[(4-Fluorophenoxy)methyl]oxirane

Base Information

• Chemical Name: 2-[(4-Fluorophenoxy)methyl]oxirane
• CAS No.: 18123-82-5
• Molecular Formula: C₉H₉FO₂
• Molecular Weight: 168.168
• Hs Code.: 29109000
• Nikkaji Number: J1.034.546D
• Mol file: 18123-82-5.mol

Synonyms:2-[(4-fluorophenoxy)methyl]oxirane;18123-82-5;2-((4-Fluorophenoxy)methyl)oxirane;2-(4-Fluoro-phenoxymethyl)-oxirane;Oxirane, ((4-fluorophenoxy)methyl)-;2-[(4-fluoranylphenoxy)methyl]oxirane;4-fluorophenyl glycidyl ether;p-fluorphenyl glycidyl ether;4-Fluorophenylglycidyl ether;(4-Fluorophenoxy)Methyloxirane;SCHEMBL1959536;CGWDABYOHPEOAD-UHFFFAOYSA-N;MFCD00098471;AKOS001176756;AKOS016051268;AB03367;AS-9125;1-(4-fluorophenoxy)-2,3-epoxypropane;[(4-FLUOROPHENOXY)METHYL]OXIRANE;(2R)-2-[(4-fluorophenoxy)methyl]-oxirane;CS-0005447;FT-0610818;EN300-22416;OXIRANE, 2-[(4-FLUOROPHENOXY)METHYL]-;A801011;A812598;J-500937;Z147642752

Chemical Property of 2-[(4-Fluorophenoxy)methyl]oxirane

Chemical Property:

• Vapor Pressure: 0.0324mmHg at 25°C
• Melting Point: 19.5 °C
• Refractive Index: 1.506-1.509
• Boiling Point: 79 °C (0.7501 mmHg)
• Flash Point: 113°C
• PSA: 21.76000
• Density: 1.218g/cm³
• LogP: 1.60330
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 168.05865769
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

2-((4-Fluorophenoxy)methyl)oxirante ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=C(C=C2)F

Technology Process of 2-[(4-Fluorophenoxy)methyl]oxirane

There total 6 articles about 2-[(4-Fluorophenoxy)methyl]oxirane 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: 97.0%

4-Fluorophenol (371-41-5) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-(4-fluorophenoxymethyl)oxirane (18123-82-5,104605-97-2,104605-98-3,108648-25-5)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; at 25 ℃; for 16h;

DOI:10.5935/0103-5053.20130024

Reference yield: 86.0%

1-allyloxy-4-fluorobenzene (13990-72-2) → 2-(4-fluorophenoxymethyl)oxirane (18123-82-5,104605-97-2,104605-98-3,108648-25-5)

Guidance literature:

With dihydrogen peroxide; In methanol; water; acetonitrile; at 40 ℃; for 90h; chemoselective reaction;

DOI:10.1002/ejoc.202000249

Reference yield: 66.0%

C9H9FO4S → 2-(4-fluorophenoxymethyl)oxirane (18123-82-5,104605-97-2,104605-98-3,108648-25-5)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1080/00397911.2016.1258579

upstream raw materials:

4-Fluorophenol

epichlorohydrin

1-allyloxy-4-fluorobenzene

1,2-Epoxy-3-bromopropane

Downstream raw materials:

1-(2-hydroxy-3-phenylpiperazinopropoxy)-4-fluorobenzene

(2S)-2-[(4-fluorophenoxy)methyl]oxirane

(2R)-1-(4-fluorophenoxy)propane-2,3-diol

(2R)-2,3-epoxy-1-(4-fluorophenoxy)propane

Refernces

• 1、 Ch Ghosh, Keshab,Banerjee, Isita,Sinha, Surajit. "Montmorillonite K10 catalyzed highly regioselective azidolysis of epoxides: A short and efficient synthesis of phenylglycine". supporting information. p. 2923 - 2934. Retrieved 2018/12/04.
• 2、 Shen, Chuang,Guo, Xiang,Yu, Jun,Zeng, Xian-Guo,Peng, Li,Zhao, Chuan-Meng,Zhang, Fu-Li. "Synthesis of 2-(phenoxymethyl)oxirane derivatives through unexpected rearrangement of oxiran-2-ylmethyl benzenesulfonates". supporting information. p. 273 - 278. Retrieved 2017/02/10.