405-42-5

Basic information

• Product Name: Difluorostyrene
• Synonyms: Difluorostyrene;1-(2,2-Difluorovinyl)benzene;1,1-Difluoro-2-phenylethene;2,2-Difluoroethenylbenzene;Benzene, (2,2-difluoroethenyl)-
• CAS NO: 405-42-5
• Molecular Formula: C₈H₆F₂
• Molecular Weight: 140.1300464
• Mol File: 405-42-5.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 65-66 °C(Press: 61-62 Torr)
• Appearance: /
• Density: 1.124±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• Stability: Light Sensitive, Volatile
• CAS DataBase Reference: Difluorostyrene(CAS DataBase Reference)
• NIST Chemistry Reference: Difluorostyrene(405-42-5)
• EPA Substance Registry System: Difluorostyrene(405-42-5)

Safety Data

• Hazardous Substances Data: 405-42-5(Hazardous Substances Data)

Usage

Description

Difluorostyrene, also known as 1,1-difluoro-2-phenylethene, is a chemical compound with the formula C8H6F2. It is a derivative of styrene with two fluorine atoms attached to the carbon-carbon double bond. Difluorostyrene possesses unique electronic and optical properties, making it a valuable component in various industrial applications.

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

• 309-10-4 1,1,1-trifluoro-2,2-dichloro-2-phenylethane 
• 75-45-6 Chlorodifluoromethane 
• 1449-46-3 benzyltriphenylphosphonium bromide 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 19740-19-3 chlorodifluoroacetic acid lithium salt 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 
• 2925-16-8 1,1-difluoro-2-iodoethylene 
• 384-67-8 2-chloro-2,2-difluoroacetophenone 
• 87189-16-0 potassium 2-bromo-2,2-difluoroacetate 
• 360-94-1 1,1,2,2-tetrafluoro-3-phenylcyclobutane 
• 13343-40-3 (2,2-difluoro-1-cyclopropyl)benzene 
• 100-42-5 styrene 
• 116-14-3 polytetrafluoroethylene 

Downstream Products

• 101-41-7 benzeneacetic acid methyl ester 
• 133594-42-0 1-Trimethylhydrazino-2-phenylacetylene 
• 394-98-9 α-chloro-β,β-difluorostyrene 
• 20397-61-9 (Z)-2-fluoro-3-phenylacrylic acid 
• 140137-13-9 (E)-2-fluoro-3-phenyl-acrylonitrile 
• 56539-85-6 α-(trifluoromethyl)-phenylacetic acid 

Relevant articles and documents

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.

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.

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