187463-12-3

Basic information

• Product Name: (E)-1-(2-bromovinyl)-2-fluorobenzen
• Synonyms: (E)-1-(2-bromovinyl)-2-fluorobenzene
• CAS NO: 187463-12-3
• Molecular Formula: C8H6BrF
• Molecular Weight: 201.038
• Mol File: 187463-12-3.mol

Chemical Properties

• CAS DataBase Reference: (E)-1-(2-bromovinyl)-2-fluorobenzen(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-bromovinyl)-2-fluorobenzen(187463-12-3)
• EPA Substance Registry System: (E)-1-(2-bromovinyl)-2-fluorobenzen(187463-12-3)

Safety Data

• Hazardous Substances Data: 187463-12-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(E)-1-(2-bromovinyl)-2-fluorobenzen is utilized as an intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-1-(2-bromovinyl)-2-fluorobenzen is employed in the production of chemicals that serve to protect crops from pests and diseases. Its integration into the development of these chemicals aids in enhancing agricultural productivity and ensuring food security.
Used in Polymer Production:
(E)-1-(2-bromovinyl)-2-fluorobenzen acts as a crucial building block in the manufacturing of polymers. Its incorporation into the polymerization process leads to the creation of polymers with specific properties, such as enhanced strength, flexibility, or chemical resistance, which are essential for various applications in the plastics, coatings, and adhesives industries.
Used in Organic Synthesis:
As a reagent in organic synthesis, (E)-1-(2-bromovinyl)-2-fluorobenzen plays a significant role in the development of new organic compounds. Its participation in various chemical reactions enables the synthesis of a wide range of products, including specialty chemicals, dyes, and fragrances.
Safety Precautions:

Upstream product

• 342-19-8 2,3-Dibromo-3-(2-fluorophenyl)propionic acid 
• 75-25-2 Bromoform 
• 401514-50-9 o-fluorobenzaldehyde hydrazone 
• 446-52-6 2-Fluorobenzaldehyde 
• 394-46-7 2-fluorostyrene 
• 766-49-4 (2-fluorophenyl)acetylene 
• 451-69-4 2-fluorocinnamic acid 
• 18944-77-9 2-fluorocinnamic acid 

Downstream Products

• 766-49-4 (2-fluorophenyl)acetylene 

Relevant articles and documents

Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species

A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.

Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions

Biaryls have widespread applications in organic synthesis. However, sequentially polysubstituted biaryls are underdeveloped due to their challenging preparation. Herein, we report the synthesis of dissymetric 2,3,2′,3′,4-substituted biaryls via pericyclic reactions of cyclic diaryl λ3-bromanes. The functional groups tolerance and atom economy allow access to molecular complexity in a single reaction step. Continuous flow protocol has been designed for the scale-up of the reaction, while postfunctionalizations have been developed taking advantage of the residual Br-atom.

Facile Synthesis of β-Bromostyrenes by Direct Bromination of Styrenes with N -Bromosuccinimide and Sodium Persulfate

A new, direct, efficient, and transition-metal-free method is reported for the synthesis of β-bromostyrenes from styrenes by using N -bromosuccinimide as the brominating reagent and sodium persulfate (Na 2S 2O 8) as the oxidant. This convenient and concise reaction is practical, operationally simple, and can be adapted for large-scale syntheses.

New method for the synthesis of β-bromostyrenes

A new stereoselective method was developed for the synthesis of β-bromostyrenes (E/Z > 5/1) starting from hydrazones of aromatic aldehydes and bromoform in the presence of CuCl.

Synthesis of the Substituted Z-1-Bromo-1-alkenes and Arylacetylenes from 2,3-Dibromocarboxylic Acids

Stereoselectivity was studied of simultaneous debromination-decarboxylation of dibrominated cinnamic and acrylic acids. The best selectivity in formation of Z-vinyl bromides was achieved with the use of organic nitrogen bases. The 1-bromo-1-alkenes were converted into the corresponding acetylenes.