138101-00-5

Basic information

• Product Name: Benzene, (3,3-difluoro-1-cyclopropen-1-yl)- (9CI)
• Synonyms: Benzene, (3,3-difluoro-1-cyclopropen-1-yl)- (9CI)
• CAS NO: 138101-00-5
• Molecular Formula: C₉H₆F₂
• Molecular Weight: 152.1407464
• Product Categories: HALIDE
• Mol File: 138101-00-5.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, (3,3-difluoro-1-cyclopropen-1-yl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (3,3-difluoro-1-cyclopropen-1-yl)- (9CI)(138101-00-5)
• EPA Substance Registry System: Benzene, (3,3-difluoro-1-cyclopropen-1-yl)- (9CI)(138101-00-5)

Safety Data

• Hazardous Substances Data: 138101-00-5(Hazardous Substances Data)

Upstream product

• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 536-74-3 phenylacetylene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 32916-36-2 Me₃SiCF₂Br 
• 115262-00-5 [chloro(difluoro)methyl]trimethylsilane 
• 120801-75-4 trimethylsilyl-2,2-difluoro-2-(fluorosulphonyl)acetate 
• 75-61-6 dibromodifluoromethane 

Downstream Products

• 492-38-6 2-phenylacrylic acid 
• 621-82-9 Cinnamic acid 

Relevant articles and documents

gem-Difluorocyclopropenes by [1+2] cycloaddition reactions between difluorocarbene and acetylenes having terminal or internal triple bonds

Difluorocarbene, generated by the Burton method, i.e. by the dissociation of (triphenylphosphonio)difluoromethanide, was found to add to terminal or internal acetylenes with astonishing ease. Actually, it reacts roughly 10 times faster with 4-octyne than with cis-4-octene. The gem-difluorocyclopropenes resulting from the [1+2] cycloaddition process can be isolated with good to excellent yields. They are perfectly stable under anhydrous conditions while in aqueous media they are quantitatively converted to cyclopropenones. - Unsubstituted olefinic ring positions rapidly undergo a base catalyzed hydrogen/deuterium exchange. The acidity of such 2-alkyl- or 2-aryl-1,1-difluorocyclopropenes is estimated to be higher than that of terminal acetylenes.

Enantioselective Functionalization of Difluorocyclopropenes Catalyzed by Chiral Copper Complexes: Proposal for Chiral gem-Dimethyl and tert-Butyl Analogues

The highly enantioselective copper/chiral phosphine-catalyzed hydro-, bora-, and carbo-metalations of difluorocyclopropenes with PHMS [H-Si], H-BPin, (BPin)2, and (CH3)2Zn [Zn-Me] are shown to regiodivergently afford highly enantioenriched and functionalized difluorocyclopropanes. These examples can be viewed as the first successful syntheses of "chiral"gem-dimethyl and tert-butyl analogues.

METHOD OF PRODUCING DIFLUOROCYCLOPROPANE COMPOUNDS

PROBLEM TO BE SOLVED: To provide a method of producing difluorocyclopropane compounds efficiently. SOLUTION: According to a method of this invention, a bis (trifluoromethyl) zinc DMPU complex that is represented by (CF3)2 Zn (DMPU)2 (1) (where DMPU shows N,N'-dimethyl propylene urea) and is stable at room temperature and useful as a reaction reagent, and olefins or acetylenes are reacted with each other, to obtain difluorocyclopropane compounds. COPYRIGHT: (C)2015,JPOandINPIT