2-(Chloromethyl)-2-(2,4-difluorophenyl)oxirane

Base Information

• Chemical Name: 2-(Chloromethyl)-2-(2,4-difluorophenyl)oxirane
• CAS No.: 164347-62-0
• Molecular Formula: C9H7ClF2O
• Molecular Weight: 204.604
• European Community (EC) Number: 605-357-1
• DSSTox Substance ID: DTXSID20457951
• Nikkaji Number: J1.504.780A
• Mol file: 164347-62-0.mol

Synonyms:2-(chloromethyl)-2-(2,4-difluorophenyl)oxirane;164347-62-0;1-chloro-2-(2,4-difluorophenyl)-2,3-epoxypropane;SCHEMBL6151991;DTXSID20457951;SPHILNHUYNCNSY-UHFFFAOYSA-N;2-(2,4-Difluorophenyl)-2-(chloromethyl)oxirane;EN300-26285512;1,2-epoxy-2-(2,4-difluorophenyl)-3-chloropropane;1-chloro-2-(2, 4-difluorophenyl)-2,3-epoxypropane

Chemical Property of 2-(Chloromethyl)-2-(2,4-difluorophenyl)oxirane

Chemical Property:

• Vapor Pressure: 0.0416mmHg at 25°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.0153489
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Chloromethyl)-2-(2,4-difluorophenyl)oxirane

There total 4 articles about 2-(Chloromethyl)-2-(2,4-difluorophenyl)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: 95.0%

Chloroiodomethane (593-71-5) + 2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) → 1,2-epoxy-3-chloro-2-(2,4-difluorophenyl)-propane (164347-62-0)

Guidance literature:

Chloroiodomethane; With TurboGrignard; In tetrahydrofuran; at -20 ℃; for 0.000277778h; Flow reactor;

2-chloro-1-(2,4-dichlorophenyl)ethanone; In tetrahydrofuran; at -20 ℃; for 0.000444444h; Flow reactor;

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.0c02725

Reference yield: 53.0%

1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol (86386-74-5) → 1,2-epoxy-3-chloro-2-(2,4-difluorophenyl)-propane (164347-62-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/cjoc.201300430

Reference yield:

methyllithium lithium bromide + 2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) + 1,1-dibromomethane (74-95-3) → 1,2-epoxy-2-(2,4-difluorophenyl)-propane (164347-63-1) + 1-chloro-2-(2,4-difluorophenyl)-2-propanol + 1,2-epoxy-3-chloro-2-(2,4-difluorophenyl)-propane (164347-62-0)

Guidance literature:

In tetrahydrofuran; at -20 - 20 ℃; under 2250.23 Torr; Temperature; Overall yield = 78 percentChromat.;

DOI:10.1021/acs.orglett.9b04072

upstream raw materials:

1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol

2,4-difluorobromobenzene

Chloroiodomethane

2-chloro-1-(2,4-dichlorophenyl)ethanone

Downstream raw materials:

(R)-1-acetyloxy-2-(2,4-difluorophenyl)-2,3-propanediol

(S)-2-(2,4-difluorophenyl)-1-acetoxy-3-methanesulfonyloxy-2-propanol

fluconazole

(R)-(-)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1,2-diol