(2R)-2-(2,4-Dichlorophenyl)oxirane

Base Information

• Chemical Name: (2R)-2-(2,4-Dichlorophenyl)oxirane
• CAS No.: 62566-67-0
• Molecular Formula: C8H6Cl2O
• Molecular Weight: 189.03900
• DSSTox Substance ID: DTXSID00595380
• Wikidata: Q82490381
• Mol file: 62566-67-0.mol

Synonyms:(2R)-2-(2,4-Dichlorophenyl)oxirane;62566-67-0;SCHEMBL4311675;DTXSID00595380;(R)-2-(2,4-Dichlorophenyl)oxirane;AKOS021449587;EN300-1985031

Chemical Property of (2R)-2-(2,4-Dichlorophenyl)oxirane

Chemical Property:

• PSA: 12.53000
• LogP: 3.06470
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.9795702
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (2R)-2-(2,4-Dichlorophenyl)oxirane

There total 4 articles about (2R)-2-(2,4-Dichlorophenyl)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: 86.0%

(R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol (114446-57-0) → (R)-2-(2,4-dichlorophenyl)oxirane (62566-67-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃; for 3h;

DOI:10.1021/jo102459w

Reference yield:

(R)-2-bromo-1-(2,4-dichlorophenyl)ethanol (860439-01-6) → (R)-2-(2,4-dichlorophenyl)oxirane (62566-67-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.03.115

Reference yield:

2,4-dichlorophenacyl bromide (2631-72-3) → (R)-2-(2,4-dichlorophenyl)oxirane (62566-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / (-)-DIP-Cl / tetrahydrofuran / 16 h / -25 °C

2: aq. NaOH / tetrahydrofuran

With sodium hydroxide; (-)-diisopinocamphenylborane chloride; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.03.115

upstream raw materials:

(R)-2-bromo-1-(2,4-dichlorophenyl)ethanol

2,4-dichlorophenacyl bromide

(R)-2-chloro-1-(2',4'-dichlorophenyl)-1-ethanol

2,2',4'-trichloroacetophenone

Downstream raw materials:

(R)-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethanol

(R)-1-[2-(4-chlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole

(-)-Miconazole