1422736-30-8

Basic information

• Product Name: 3-(difluoromethoxy)cyclohex-2-en-1-one
• Synonyms: 3-(difluoromethoxy)cyclohex-2-en-1-one
• CAS NO: 1422736-30-8
• Molecular Weight: 162.136
• Mol File: 1422736-30-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-(difluoromethoxy)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(difluoromethoxy)cyclohex-2-en-1-one(1422736-30-8)
• EPA Substance Registry System: 3-(difluoromethoxy)cyclohex-2-en-1-one(1422736-30-8)

Safety Data

• Hazardous Substances Data: 1422736-30-8(Hazardous Substances Data)

Upstream product

• 504-02-9 1,3-cylohexanedione 
• 383-62-0 ethyl 2-chloro-2,2-difluoroacetate 
• 1395062-13-1 S-bromodifluoromethyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium triflate 

Relevant articles and documents

Base-free O-difluoromethylation of 1,3-diones with difluorocarbene

The base-free O-difluoromethylation of 1,3-diones with difluorocarbene generated from difluoromethylene phosphobetaine (Ph3P+CF2CO2?) is described. The convenient reactions proceeded smoothly to give

O-Difluoromethylation of 1,3-diones with S-difluoromethyl sulfonium salt

The O-difluoromethylation of 1,3-diones with S-difluoromethyl sulfonium salt is described. The sulfonium salt was previously believed to be a direct difluoromethylation reagent, but our mechanistic investigation reveals that the O-difluoromethylation reaction proceeds not only via the direct transfer of the CF2H group, but also via a difluorocarbene process. This work represents the first protocol for mild O-difluoromethylation of acyclic 1,3-diones.

Selective O-difluoromethylation of 1,3-diones by bromodifluoromethylating reagents

The regioselective O-difluoromethylation of 1,3-diones was achieved via in situ generation of difluorocarbene from bromodifluoromethylating reagents in the presence of an organic base. A wide variety of difluormethyl enol ethers were obtained in good to excellent yields. The reaction mechanism is discussed based on ab initio calculations (kcal/mol).