32917-57-0

Basic information

• Product Name: 2,5-dibromostyrene
• Synonyms: 2,5-dibromostyrene;Benzene, 1,4-dibroMo-2-ethenyl-
• CAS NO: 32917-57-0
• Molecular Formula: C₈H₆Br₂
• Molecular Weight: 261.94124
• EINECS: 251-296-5
• Mol File: 32917-57-0.mol

Chemical Properties

• Boiling Point: 267.9°Cat760mmHg
• Flash Point: 129.9°C
• Appearance: /
• Density: 1.772g/cm³
• CAS DataBase Reference: 2,5-dibromostyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dibromostyrene(32917-57-0)
• EPA Substance Registry System: 2,5-dibromostyrene(32917-57-0)

Safety Data

• Hazardous Substances Data: 32917-57-0(Hazardous Substances Data)

Usage

Uses

Used in Polymer Synthesis:
2,5-dibromostyrene is used as a monomer in the synthesis of various polymers and copolymers. Its presence in the polymer chain contributes to specific properties such as thermal stability and flame retardancy, making it a valuable component in the development of advanced materials.
Used in Organic Electronics:
2,5-dibromostyrene has been studied for its potential applications in organic electronics. Its unique structure and properties may allow it to play a role in the creation of electronic devices and components that are more efficient, flexible, or cost-effective.
Used as a Building Block in Organic Synthesis:
Due to its bromine substituents, 2,5-dibromostyrene may also have uses in organic synthesis as a halogenated starting material. This allows it to be a versatile component in the synthesis of various organic compounds, contributing to the development of new chemicals and materials.
Used in Polymerization Reactions:
2,5-dibromostyrene is commonly used in polymerization reactions to produce polymers with specific properties. Its role in these reactions is crucial for achieving the desired characteristics in the final polymer product, such as enhanced thermal stability and flame retardancy.

InChI:InChI=1/C8H6Br2/c1-2-6-5-7(9)3-4-8(6)10/h2-5H,1H2

Upstream product

• 56-23-5 tetrachloromethane 
• 615-59-8 1,4-dibromo-2-methylbenzene 
• 50-00-0 formaldehyd 
• 136105-40-3 1,4-dibromo-2-(bromomethyl)benzene 
• 106-37-6 1.4-dibromobenzene 
• 32917-51-4 1-(2,5-dibromophenyl)ethanol 
• 74553-29-0 2,5-dibromobenzaldehyde 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 32937-55-6 1-(2,5-dibromophenyl)ethanone 

Downstream Products

• 1400742-83-7 C₁₇H₂₂BBrO₃ 
• 1400742-84-8 C₁₄H₁₉BBr₂O₂ 
• 1222255-84-6 2,5-bis[(5-ethoxycarbonyl)thiophen-2-yl]styrene 

Relevant articles and documents

Effects of main chain and acceptor content on phase behaviors of hydrogen-bonded main-chain/side-chain combined liquid crystalline polymers

Main-chain/side-chain combined liquid crystalline polymers (MCSCLCPs) are usually difficult to synthesize and their degrees of polymerization are relatively low, which bring difficulties in studying their structure-property relationships. In order to solve this problem, we prepared a new series of MCSCLCPs containing mesogen-jacketed liquid crystalline polymer (MJLCP) main chains via hydrogen-bonding (H-B). A pyridine derivative with a triphenylene (Tp) unit is the H-B acceptor. In addition to the temperature dependence, the phase behavior of the resulting complex is strongly influenced by the content of the H-B acceptor and the rigidity of the side-chain core of the MJLCP. The resulting complexes exhibit different phase structures: (1) a columnar nematic phase or a smectic A (SmA) phase formed by the supramolecular MJLCP chain as a whole; (2) hierarchical nanostructures including a hexagonal columnar phase or a SmA phase of the whole polymer chain plus a discotic nematic phase associated with the Tp moieties.

Synthesis and characterization of a mesogen-jacketed polyelectrolyte

In an attempt to construct a new kind of rodlike polyelectrolyte, poly[sodium 2,5-bis(4′-sulfophenyl)styrene] (PSBSS) was prepared from its precursor, poly[2,5-bis(4′-neopentylsulfophenyl)styrene] (PBNSS), which was polymerized by atom transfer radical polymerization. Small-angle X-ray scattering (SAXS) results demonstrate that PBNSS exhibits a hexagonal columnar phase and PSBSS exhibits a smectic A phase in bulk. The conformation of PSBSS in the aqueous solution is cylindrical, and the length and the diameter of the cylinder are ca. 25 nm and ca. 2.4 nm, respectively. The persistence length (lp) of the PSBSS chain in the aqueous solution is 11.50 ± 0.09 nm calculated by fitting the SAXS profile with the modified wormlike chain model. The conformation, the maximum length, and the lp of the chain are only weakly dependent on the concentration of the added salt. These results indicate that we have successfully obtained a new kind of polyelectrolyte with a highly rigid chain, a high charge density, and a narrow molecular weight distribution, which can serve as a new model macromolecule in studying rodlike polyelectrolytes.

Copper-catalyzed recycling of halogen activating groups via 1,3-halogen migration

A Cu(I)-catalyzed 1,3-halogen migration reaction effectively recycles an activating group by transferring bromine or iodine from a sp2 to a benzylic carbon with concomitant borylation of the Ar-X bond. The resulting benzyl halide can be reacted in the same vessel under a variety of conditions to form an additional carbon-heteroatom bond. Cross-over experiments using an isotopically enriched bromide source support intramolecular transfer of Br. The reaction is postulated to proceed via a Markovnikov hydrocupration of the o-halostyrene, oxidative addition of the resulting Cu(I) complex into the Ar-X bond, reductive elimination of the new sp3 C-X bond, and final borylation of an Ar-Cu(I) species to turn over the catalytic cycle.