405-42-5

Usage

Uses

Used in Polymer Production:
Difluorostyrene is used as a monomer for the production of various polymers and copolymers. Its incorporation into polymer structures enhances their properties, such as thermal stability and chemical resistance, making them suitable for a wide range of applications.
Used in Pharmaceutical Synthesis:
Difluorostyrene serves as a key intermediate in the synthesis of pharmaceuticals. Its unique structure allows for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Production:
In the agrochemical industry, Difluorostyrene is utilized in the synthesis of various agrochemicals, contributing to the development of more effective and environmentally friendly products.
Used in Organic Electronics:
Difluorostyrene's electronic and optical properties make it a promising material for applications in the field of organic electronics. It can be used in the development of organic light-emitting diodes (OLEDs), organic solar cells, and other electronic devices.
It is important to handle and use Difluorostyrene with caution, as it may pose risks to human health and the environment. Proper safety measures should be taken during its production, transportation, and application to minimize potential hazards.

Upstream product

• 434-44-6 1,2-dichloro-1-phenyl-2,2-difluoroethane 
• 360-94-1 1,1,2,2-tetrafluoro-3-phenylcyclobutane 
• 75-61-6 dibromodifluoromethane 
• 100-52-7 benzaldehyde 
• 3832-48-2 bromodifluoroacetyl chloride 
• 107839-99-6 (2,2-difluoro-1-phenylvinyl)trimethylsilane 
• 622-37-7 Phenyl azide 
• 19740-19-3 chlorodifluoroacetic acid lithium salt 
• 108-86-1 bromobenzene 
• 2925-16-8 1,1-difluoro-2-iodoethylene 
• 591-50-4 iodobenzene 
• 359-08-0 2-bromo-1,1-difluoroethene 
• 78693-67-1 2,2-difluoro-2-chloro-1-phenylethane 
• 74492-30-1 α-bromo-β,β-difluorostyrene 

Downstream Products

• 101-41-7 benzeneacetic acid methyl ester 
• 142730-64-1 (1S,10bR)-2,2-Difluoro-1-phenyl-1,5,6,10b-tetrahydro-2H-isoxazolo[3,2-a]isoquinoline 
• 103-82-2 phenylacetic acid 
• 74492-30-1 α-bromo-β,β-difluorostyrene 
• 102688-08-4 3,3-difluoro-2-phenyl-1-tert-butylthio-1-cyanocyclobutane 
• 40193-68-8 2-Chlor-2,2-difluor-1-brom-1-phenylethan 
• 40193-67-7 (2-Bromo-1-chloro-2,2-difluoro-ethyl)-benzene 
• 4231-26-9 diethylamino-1 phenyl-2 acetylene 
• 384-63-4 (1,2-dibromo-2,2-difluoro-ethyl)-benzene 
• 434-44-6 1,2-dichloro-1-phenyl-2,2-difluoroethane 
• 133594-42-0 1-Trimethylhydrazino-2-phenylacetylene 
• 21249-93-4 (2,2,2-trifluoroethyl)benzene 

Relevant academic research and scientific papers

Vinylic C-F bond activation with low-valent zirconocene: The generation and cross-coupling reactions of 1-fluorovinylzirconocene

(p-2,2-Difluorovinyloxyphenyl)dimethylamine, readily obtained from 2,2,2-trifluoroethanol, is treated with zirconocene equivalent 'Cp2Zr' to generate thermostable 1-fluorovinylzirconocene via a C-F bond cleavage. This 1-fluorovinylzirconocene c

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.

Acid-Catalyzed Hydrothiolation of gem-Difluorostyrenes to Access α,α-Difluoroalkylthioethers

The substitution of hydrogen atoms with fluorine in bioactive molecules can greatly impact physicochemical, pharmacokinetic, and pharmacodynamic properties. However, current synthetic methods cannot readily access many fluorinated motifs, which impedes utilization of these groups. Thus, the development of new methods to introduce fluorinated functional groups is critical for developing the next generation of biological probes and therapeutic agents. The synthesis of one such substructure, the α,α-difluoroalkylthioether, typically requires specialized conditions that necessitate early-stage installation. A late-stage and convergent approach to access α,α-difluoroalkylthioethers could involve nucleophilic addition of thiols across gem-difluorostyrenes. Unfortunately, under basic conditions, nucleophilic addition to gem-difluorostyrenes generates an anionic intermediate that can undergo facile elimination of fluoride to generate α-fluorovinylthioethers. To overcome this decomposition, we herein exploit an acid-based catalyst system to facilitate simultaneous nucleophilic addition and protonation of the unstable intermediate. Ultimately, the optimized mild conditions afford the desired α,α-difluoroalkylthioethers in high selectivity and moderate to excellent yields. These α,α-difluoroalkylthioethers are less nucleophilic and more oxidatively stable relative to nonfluorinated thioethers, suggesting the potential application of this unexplored functional group in biological probes and therapeutic agents.

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.

Pd-Catalyzed Selective Carbonylation of gem-Difluoroalkenes: A Practical Synthesis of Difluoromethylated Esters

The first catalyst for the alkoxycarbonylation of gem-difluoroalkenes is described. This novel catalytic transformation proceeds in the presence of Pd(acac)2/1,2-bis((di-tert-butylphosphan-yl)methyl)benzene (btbpx) (L4) and allows for an efficient and straightforward access to a range of difluoromethylated esters in high yields and regioselectivities. The synthetic utility of the protocol is showcased in the practical synthesis of a Cyclandelate analogue using this methodology as the key step.

One-step synthesis of 2,3-difluoronaphthalene by the gas-phase co-pyrolysis of styrene with chlorodifluoromethane

The gas-phase co-pyrolysis of styrene with CHClF2 in a flow reactor at 550–650 °C gives 2,3-difluoronaphthalene in two parallel reaction channels. The main channel includes decomposition of CHClF2 to difluorocarbene, whose subsequent

Copper-Catalyzed Regioselective Monodefluoroborylation of Polyfluoroalkenes en Route to Diverse Fluoroalkenes

Monodefluoroborylation of polyfluoroalkenes has been achieved in a regioselective manner under mild conditions via copper catalysis. The method has shown an extremely broad scope of substrates, including (difluorovinyl)arenes, tetrafluoroethylene (TFE), (

Production method for fluorine-containing olefin compound

The present invention addresses the problem of providing a method for producing, from a fluorine-containing olefin that can easily be procured industrially, a different fluorine-containing olefin, in a simple and highly efficient manner. The present invention pertains to a method for producing: a metal-carbene complex compound having olefin metathesis reaction activity; and, by reacting a fluorine-containing olefin compound (21) and an olefin compound (31) in the presence of an olefin compound (41) or (42), at least one of a fluorine-containing olefin compound (51) and a fluorine-containing olefin compound (52).

Method for producing fluorine-containing olefin

A method for producing at least one compound selected from the group consisting of a compound represented by formula (10), a compound represented by formula (11), a compound represented by formula (12), and a compound represented by formula (13), by reacting a compound represented by formula (2) and a compound represented by formula (7) in the presence of at least one compound selected from the group consisting of a compound represented by formula (1), a compound represented by formula (3), a compound represented by formula (4), a compound represented by formula (8), and a compound represented by formula (9).

METHOD FOR PRODUCING FLUORINE-CONTAINING OLEFIN

A method for producing at least one compound selected from the group consisting of a compound represented by the following formula (10), a compound represented by the following formula (11), a compound represented by the following formula (12), and a compound represented by the following formula (13), which the method containing reacting a compound represented by the following formula (2) with a compound represented by the following formula (7), in the presence of at least one compound selected from the group consisting of a compound represented by the following formula (1), a compound represented by the following formula (3), a compound represented by the following formula (4), a compound represented by the following formula (8), and a compound represented by the following formula (9).