28321-07-5

Basic information

• Product Name: Benzene, 1-(2,2-difluoroethenyl)-4-methyl-
• CAS NO: 28321-07-5
• Molecular Formula: C9H8F2
• Molecular Weight: 154.159
• Mol File: 28321-07-5.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2,2-difluoroethenyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-difluoroethenyl)-4-methyl-(28321-07-5)
• EPA Substance Registry System: Benzene, 1-(2,2-difluoroethenyl)-4-methyl-(28321-07-5)

Safety Data

• Hazardous Substances Data: 28321-07-5(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 1895-39-2 sodium chlorodifluoroacetate 
• 75-61-6 dibromodifluoromethane 
• 624-31-7 4-tolyl iodide 
• 101032-99-9 2,2-difluorovinylzinc chloride 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 1535-65-5 difluoromethyl phenyl sulfone 
• 58310-28-4 (Difluoromethyl)triphenylphosphonium bromide 
• 1241999-21-2 2,2-difluorovinyl mesylate 
• 5720-05-8 4-methylphenylboronic acid 
• 89264-09-5 1-(3-chloro-1,1,3,3-tetrafluoroprop-1-en-2-yl)-4-methylbenzene 
• 2925-16-8 1,1-difluoro-2-iodoethylene 
• 50562-01-1 1-methyl-4-(2,2,2-trifluoroethyl)benzene 

Downstream Products

• 2947-61-7 (4-methylphenyl)acetonitrile 
• 26928-10-9 Z-2-fluoro-3-(4-methylphenyl)acrylic acid 

Relevant articles and documents

Fluoride-Triggered Synthesis of 1-Aryl-2,2-difluoroalkenes via Desilylative Defluorination of (1-Aryl)-2,2,2-trifluoroethyl-silanes

An efficient route for the synthesis of 1-aryl-2,2-difluoroalkenes via 1,2-desilylative defluorination is disclosed. Only a catalytic amount of fluoride source is required to initiate the desilylation and afford gem-difluoroalkenes in very good to quantitative yields, using mild reaction conditions in dimethyl carbonate as a green solvent. This reaction uses (1-aryl)-2,2,2-trifluoroethyl-silanes, which are easily prepared via the insertion reaction of trifluoroethyl diazo alkanes into the Si-H bond of tertiary organosilanes. (1-Aryl)-perfluoroalkyl-silanes cleanly afford the corresponding (Z)-1-benzylideneperfluoroalkanes, which upon hydrodefluorination furnish the (E)-β(perfluoroalkyl)styrene derivatives with excellent yield and complete stereoselectivity. A one-pot system involving sequential insertion and desilylative-defluorination is also suitable for this transformation. This method demonstrates the usefulness of organosilanes toward the preparation of fluorinated alkenes as synthetically useful targets.

Design and Synthesis of TY-Phos and Application in Palladium-Catalyzed Enantioselective Fluoroarylation of gem-Difluoroalkenes

The first example of highly enantioselective fluoroarylation of gem-difluoroalkenes with aryl halides is presented by using a new chiral sulfinamide phosphine (Sadphos) type ligand TY-Phos. N-Me-TY-Phos can be easily synthesized on a gram scale from readily available starting materials in three steps. Salient features of this work including readily available starting materials, good yields, high enantioselectivities as well as broad substrate scope make this approach very practical and attractive. Notably, the asymmetric synthesis of an analogue of a biologically active molecule is also reported.

Asymmetric Synthesis of Alkyl Fluorides: Hydrogenation of Fluorinated Olefins

The development of new general methods for the synthesis of chiral fluorine-containing molecules is important for several scientific disciplines. We herein disclose a straightforward method for the preparation of chiral organofluorine molecules that is ba