131581-41-4

Basic information

• Product Name: 1,1-difluoro-2-(3,4-dimethoxyphenyl)ethene
• Synonyms: 1,1-difluoro-2-(3,4-dimethoxyphenyl)ethene
• CAS NO: 131581-41-4
• Molecular Weight: 200.185
• Mol File: 131581-41-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1,1-difluoro-2-(3,4-dimethoxyphenyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-difluoro-2-(3,4-dimethoxyphenyl)ethene(131581-41-4)
• EPA Substance Registry System: 1,1-difluoro-2-(3,4-dimethoxyphenyl)ethene(131581-41-4)

Safety Data

• Hazardous Substances Data: 131581-41-4(Hazardous Substances Data)

Upstream product

• 1895-39-2 sodium chlorodifluoroacetate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 115262-00-5 [chloro(difluoro)methyl]trimethylsilane 
• 899820-39-4 2,2-difluoro-1-(3,4-dimethoxyphenyl)-2-phenylsulfanylethanol 
• 899820-62-3 2,2-difluoro-1-(3,4-dimethoxyphenyl)-2-phenylsulfinylethanol 
• 129932-29-2 difluoromethyl-diphenyl-phosphine oxide 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 

Downstream Products

• 130536-99-1 (E)-2-fluoro-3-(3,4-dimethoxyphenyl)acrylonitrile 
• 130536-98-0 (Z)-2-fluoro-3-(3,4-dimethoxyphenyl)acrylonitrile 

Relevant articles and documents

Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine

Background: 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. Results: The combination of (chlorodifluoromethyl)trimethylsilane (TMSCF2Cl) and triphenylphosphine (PPh3) can be used for the synthesis of gem-difluoroolefins from carbonyl compounds. Comparative experiments demonstrate that TMSCF2Cl is superior to (bromodifluoromethyl)trimethylsilane (TMSCF2Br) and (trifluoromethyl)trimethylsilane (TMSCF3) in this reaction. Conclusion: Similar to many other Wittig-type gem-difluoroolefination reactions in the presence of PPh3, the reaction of TMSCF2Cl with aldehydes and activated ketones is effective.

Highly E-Selective Synthesis of α-Fluoro-β-arylalkenyl Sulfones from gem-Difluoroalkenes with Sodium Sulfinates

The straightforward synthesis of α-fluoro-β-arylalkenyl sulfones under transition-metal-and base-free conditions has been described, which displays broad functional group compatibility and high stereoselectivity. In particular, the strategy is also applied to the late-stage modification of complex natural products and drugs.

Photoredox-Coupled F-Nucleophilic Addition: Allylation of gem-Difluoroalkenes

A novel strategy for the expedient construction of CF3-embeded tertiary/quarternary carbon centers was developed by taking advantage of photoredox catalysis. Thanks to a key step of single-electron oxidation, electron-rich gem-difluoroalkenes, which otherwise are essentially reluctant towards F-nucleoplilic addition, now readily participate in this fluoroallylation reaction. Furthermore, this strategy provides an elegant example for the generation, as well as functionalization, of α-CF3-substituted benzylic radical intermediates using cheap and readily available starting materials.