103-64-0 | 2-Bromovinylbenzene

Packsize	Purity	Availability	Price	Discounted Price
5g	97%	in stock	$10.00	$7.00
10g	97%	in stock	$11.00	$8.00
25g	97%	in stock	$15.00	$11.00
100g	97%	in stock	$51.00	$36.00
500g	97%	in stock	$254.00	$178.00

Description

• Catalog Number: AB71087
• Chemical Name: 2-Bromovinylbenzene
• CAS Number: 103-64-0
• Molecular Formula: C8H7Br
• Molecular Weight: 183.04518
• MDL Number: MFCD00000185
• SMILES: BrC=Cc1ccccc1
• NSC Number: 8047

Computed Properties

• Complexity: 90.7
• Covalently-Bonded Unit Count: 1
• Defined Bond Stereocenter Count: 1
• Heavy Atom Count: 9
• Rotatable Bond Count: 1
• XLogP3: 2.9

Upstream Synthesis Route

(2-Bromovinyl)benzene, also known as phenylvinyl bromide, is a versatile chemical compound widely used in various chemical synthesis processes. This compound serves as a key building block in the synthesis of various organic molecules due to its reactivity and ability to participate in multiple types of reactions.In organic synthesis, (2-Bromovinyl)benzene is commonly utilized in the Heck reaction, a widely employed carbon-carbon bond forming reaction. This reaction involves the palladium-catalyzed coupling of (2-Bromovinyl)benzene with an unsaturated partner molecule, leading to the formation of a new carbon-carbon bond. This methodology is particularly valuable in the creation of complex organic systems and functionalized molecules.Another important application of (2-Bromovinyl)benzene is its use in the synthesis of vinylarenes through palladium-catalyzed cross-coupling reactions. By reacting (2-Bromovinyl)benzene with various aryl halides or pseudohalides, chemists can access a diverse array of vinylarene derivatives, which find applications in material science, pharmaceuticals, and agrochemicals.Moreover, (2-Bromovinyl)benzene can be employed in the synthesis of conjugated polymers, which are extensively studied for their optoelectronic properties. By polymerizing (2-Bromovinyl)benzene derivatives, researchers can obtain novel materials with tunable electronic properties, suitable for applications in organic electronics, photovoltaics, and sensors.Overall, (2-Bromovinyl)benzene plays a crucial role in chemical synthesis as a valuable building block for the creation of diverse organic compounds, offering a wide range of applications in the fields of organic chemistry and materials science.

Literature

• Enhanced catalytic properties of copper in O- and N-arylation and vinylation reactions, using phosphorus dendrimers as ligands.

  Journal of the American Chemical Society 20061220

• Identification of the brominated flame retardant 1,2-dibromo-4-(1,2-dibromoethyl)cyclohexane as an androgen agonist.

  Journal of medicinal chemistry 20061214

• Termination and side-reactions of polystyryllithium with beta-bromostyrene.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20051101

• Stereoselective synthesis of (E)- and (Z)-beta-bromostyrene containing trifluoromethyldiazirine for photoaffinity labeling.

  Chemical & pharmaceutical bulletin 20050101

• Rapid fibroblast adhesion to 27nm high polymer demixed nano-topography.

  Biomaterials 20040101

• Increasing fibroblast response to materials using nanotopography: morphological and genetic measurements of cell response to 13-nm-high polymer demixed islands.

  Experimental cell research 20020515