Cas no 812631-87-1 (1-(2-Bromoethyl)-2-ethylbenzene)

1-(2-Bromoethyl)-2-ethylbenzene is a brominated aromatic compound featuring a 2-ethylbenzene core with a 2-bromoethyl substituent. This structure makes it a valuable intermediate in organic synthesis, particularly for introducing ethylbenzene derivatives into more complex molecules via nucleophilic substitution or cross-coupling reactions. The bromoethyl group enhances reactivity, enabling efficient functionalization in pharmaceuticals, agrochemicals, and material science applications. Its well-defined molecular architecture ensures consistent performance in alkylation and cyclization reactions. The compound is typically handled under inert conditions due to its sensitivity to moisture and light, requiring proper storage to maintain stability. Its utility in constructing tailored aromatic frameworks underscores its importance in synthetic chemistry.
1-(2-Bromoethyl)-2-ethylbenzene structure
812631-87-1 structure
Product Name:1-(2-Bromoethyl)-2-ethylbenzene
CAS No:812631-87-1
MF:C10H13Br
MW:213.114222288132
CID:986574
PubChem ID:64867537
Update Time:2025-06-30

1-(2-Bromoethyl)-2-ethylbenzene Chemical and Physical Properties

Names and Identifiers

    • INDEX NAME NOT YET ASSIGNED
    • 1-(2-bromoethyl)-2-ethylbenzene
    • NE28574
    • 812631-87-1
    • AKOS014196915
    • CS-0237342
    • SCHEMBL6481917
    • EN300-182563
    • 1-(2-Bromoethyl)-2-ethylbenzene
    • Inchi: 1S/C10H13Br/c1-2-9-5-3-4-6-10(9)7-8-11/h3-6H,2,7-8H2,1H3
    • InChI Key: AMQPULMQCZXNPM-UHFFFAOYSA-N
    • SMILES: BrCCC1C=CC=CC=1CC

Computed Properties

  • Exact Mass: 212.02
  • Monoisotopic Mass: 212.02
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 101
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.9
  • Topological Polar Surface Area: 0

1-(2-Bromoethyl)-2-ethylbenzene Security Information

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Additional information on 1-(2-Bromoethyl)-2-ethylbenzene

Chemical Profile of 1-(2-Bromoethyl)-2-ethylbenzene (CAS No. 812631-87-1)

1-(2-Bromoethyl)-2-ethylbenzene, identified by the Chemical Abstracts Service Number (CAS No.) 812631-87-1, is a significant compound in the realm of organic chemistry and pharmaceutical research. This aromatic hydrocarbon derivative features a unique structural configuration that makes it a valuable intermediate in synthetic chemistry and a potential candidate for various industrial applications. The presence of both bromo and ethyl substituents on a benzene ring imparts distinct reactivity, enabling diverse chemical transformations that are of great interest to researchers.

The molecular structure of 1-(2-Bromoethyl)-2-ethylbenzene consists of a benzene core substituted at the 2-position with a 2-bromoethyl group and at the 4-position with an ethyl group. This specific arrangement enhances its utility in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex organic molecules. The bromo substituent, in particular, serves as an excellent handle for palladium-catalyzed reactions, facilitating the introduction of various functional groups into the molecule.

In recent years, there has been growing interest in the applications of 1-(2-Bromoethyl)-2-ethylbenzene in pharmaceutical synthesis. Its structural features make it a versatile building block for the preparation of biologically active compounds. For instance, researchers have explored its use in generating substituted phenols and polyaromatic systems, which are common motifs in drug discovery. The compound’s ability to undergo selective functionalization has opened new avenues for developing novel therapeutic agents targeting various diseases.

One notable area where 1-(2-Bromoethyl)-2-ethylbenzene has shown promise is in the synthesis of pharmacophores that mimic natural products. By leveraging its reactivity, scientists have been able to create derivatives with enhanced binding affinity to biological targets. These derivatives are being investigated for their potential as inhibitors or modulators of enzymes and receptors involved in metabolic disorders, neurodegenerative diseases, and cancer. The ethyl group on the benzene ring contributes to steric hindrance, which can be fine-tuned to optimize interactions with biological macromolecules.

The compound’s role in material science is also noteworthy. Its aromatic nature and halogen substituents make it suitable for polymer modifications and the development of advanced materials with tailored properties. For example, incorporating 1-(2-Bromoethyl)-2-ethylbenzene into polymer backbones can enhance thermal stability and mechanical strength, making it useful in high-performance coatings and composites. Additionally, its fluorescence properties have been explored in the design of luminescent materials for optoelectronic applications.

From an environmental perspective, the synthesis and handling of 1-(2-Bromoethyl)-2-ethylbenzene must adhere to stringent safety protocols due to its reactivity and potential health hazards. While it is not classified as a hazardous substance under standard regulations, proper ventilation and protective equipment are essential when working with this compound. Recent advancements in green chemistry have prompted researchers to develop more sustainable synthetic routes for producing 1-(2-Bromoethyl)-2-ethylbenzene, minimizing waste generation and reducing energy consumption.

The future prospects of 1-(2-Bromoethyl)-2-ethylbenzene are vast, particularly as new methodologies emerge that expand its synthetic utility. Innovations in catalysis and flow chemistry are expected to further enhance its accessibility and scalability for industrial applications. Moreover, interdisciplinary collaborations between organic chemists, pharmacologists, and materials scientists will continue to drive novel discoveries based on this versatile compound.

In conclusion, 1-(2-Bromoethyl)-2-ethylbenzene (CAS No. 812631-87-1) represents a cornerstone in modern chemical research, bridging the gap between fundamental organic chemistry and applied science. Its unique structural attributes and reactivity make it indispensable in pharmaceutical development, material innovation, and synthetic chemistry. As research progresses, we can anticipate even more groundbreaking applications emerging from this remarkable compound.

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