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The Chemistry of 2-Bromo-1,1-diphenylethylene: Synthesis and Applications

2-Bromo-1,1-diphenylethylene (CAS 13249-58-6) is a chemical compound that holds significant value in the field of organic synthesis. Its structure, featuring a bromine atom attached to a disubstituted ethylene, makes it a highly reactive and versatile intermediate. Understanding its synthesis and applications is key for researchers and chemists looking to leverage its potential.

Synthesis Routes:

The preparation of 2-Bromo-1,1-diphenylethylene typically involves strategies that introduce the bromine atom onto the vinylic carbon. Common routes include:

  1. Dehydrohalogenation of vicinal dibromides: Starting from a 1,1,2-tribromo-1,1-diphenylethane derivative, an elimination reaction can be employed to form the desired alkene.
  2. Bromination followed by elimination: Electrophilic addition of bromine to 1,1-diphenylethylene can yield a dibromoethane, which upon treatment with a base, undergoes dehydrobromination to afford 2-Bromo-1,1-diphenylethylene.
  3. Functional group transformations: Other methods might involve the manipulation of precursors with existing double bonds or functional groups that can be converted into the vinylic bromide.

Manufacturers often optimize these processes to achieve high purity, with typical offerings at 97% or above. The stability of the compound under normal storage conditions (cool, dry place) further enhances its utility.

Key Applications:

The primary utility of 2-Bromo-1,1-diphenylethylene lies in its role as a synthetic intermediate:

  • Cross-Coupling Reactions: As a vinylic bromide, it is an excellent substrate for palladium-catalyzed cross-coupling reactions such as Suzuki, Heck, and Stille couplings. These reactions are indispensable for building complex organic molecules by forming new carbon-carbon bonds.
  • Pharmaceutical Intermediates: The compound serves as a crucial building block in the synthesis of various active pharmaceutical ingredients (APIs) and drug candidates. Its structure allows for the introduction of the diphenylethylene motif, which can impart specific biological activities or pharmacokinetic properties.
  • Materials Science: In the development of advanced materials, 2-Bromo-1,1-diphenylethylene can be incorporated into polymers or used to synthesize functional molecules for applications in organic electronics, optical materials, and specialty coatings.
  • Research & Development: Its well-defined reactivity makes it a valuable reagent for academic research, enabling the exploration of new synthetic methodologies and the creation of novel chemical entities.

For researchers and procurement specialists, finding a reliable source to buy 2-Bromo-1,1-diphenylethylene is essential. Companies that specialize in manufacturing and supplying high-purity organic intermediates, such as NINGBO INNO PHARMCHEM CO.,LTD., offer competitive pricing and consistent quality. Requesting a quote from such suppliers will ensure you receive a product that meets your research demands.

In summary, 2-Bromo-1,1-diphenylethylene is a compound with a rich chemical profile, enabling a wide array of synthetic endeavors. Its availability from dedicated chemical manufacturers supports ongoing innovation across multiple scientific disciplines.

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