Cas no 875306-16-4 (1-bromo-4-(1-ethylcyclopropyl)benzene)

1-Bromo-4-(1-ethylcyclopropyl)benzene is a brominated aromatic compound featuring a cyclopropyl substituent, offering unique steric and electronic properties due to its fused ring structure. This compound is valuable in synthetic organic chemistry, particularly in cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings, where the bromine serves as a reactive handle for further functionalization. The ethylcyclopropyl group enhances stability while providing a constrained geometry, making it useful in the design of rigid molecular frameworks. Its well-defined reactivity and structural features make it a versatile intermediate for pharmaceuticals, agrochemicals, and materials science applications. High purity and consistent performance ensure reliable results in demanding synthetic workflows.
1-bromo-4-(1-ethylcyclopropyl)benzene structure
875306-16-4 structure
Product Name:1-bromo-4-(1-ethylcyclopropyl)benzene
CAS No:875306-16-4
MF:C11H13Br
MW:225.124922513962
CID:1057738
PubChem ID:69342155
Update Time:2025-05-23

1-bromo-4-(1-ethylcyclopropyl)benzene Chemical and Physical Properties

Names and Identifiers

    • 1-bromo-4-(1-ethylcyclopropyl)benzene
    • UWZAPOZDQPISJI-UHFFFAOYSA-N
    • EN300-1142813
    • SCHEMBL5175812
    • 1-bromo-4-(1-ethylcyclopropyl)-benzene
    • 875306-16-4
    • DB-337145
    • Inchi: 1S/C11H13Br/c1-2-11(7-8-11)9-3-5-10(12)6-4-9/h3-6H,2,7-8H2,1H3
    • InChI Key: UWZAPOZDQPISJI-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1(CC)CC1

Computed Properties

  • Exact Mass: 224.02006g/mol
  • Monoisotopic Mass: 224.02006g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 152
  • 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: 4.6
  • Topological Polar Surface Area: 0?2

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1-bromo-4-(1-ethylcyclopropyl)benzene Related Literature

Additional information on 1-bromo-4-(1-ethylcyclopropyl)benzene

1-Bromo-4-(1-Ethylcyclopropyl)Benzene: A Comprehensive Overview

1-Bromo-4-(1-ethylcyclopropyl)benzene, also known by its CAS registry number 875306-16-4, is a fascinating organic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound is characterized by its unique structure, which combines a bromine atom attached to a benzene ring and a cyclopropyl group substituted with an ethyl chain. The combination of these functional groups makes it a versatile molecule with potential applications in drug design, polymer synthesis, and as an intermediate in various chemical reactions.

The synthesis of 1-bromo-4-(1-ethylcyclopropyl)benzene typically involves multi-step processes that require precise control over reaction conditions. Recent advancements in catalytic methods and transition metal-mediated coupling reactions have significantly streamlined the production of this compound. For instance, researchers have employed palladium-catalyzed cross-coupling reactions to efficiently construct the carbon-bromine bond, which is a critical step in its synthesis. These methods not only enhance the yield but also improve the overall sustainability of the process by minimizing waste and reducing energy consumption.

One of the most promising applications of 1-bromo-4-(1-ethylcyclopropyl)benzene lies in its use as an intermediate in drug discovery. The cyclopropyl group is known for its unique electronic and steric properties, which can significantly influence the pharmacokinetic profiles of drugs. Recent studies have demonstrated that incorporating this group into small molecule inhibitors can enhance their binding affinity to target proteins, potentially leading to more effective therapeutic agents. For example, researchers have explored its role in developing novel kinase inhibitors, which are crucial for treating various cancers and inflammatory diseases.

In addition to its role in pharmaceuticals, 1-bromo-4-(1-ethylcyclopropyl)benzene has also found applications in materials science. The bromine atom serves as an excellent leaving group, making this compound ideal for nucleophilic substitution reactions. This property has been exploited in the synthesis of advanced polymers and high-performance materials. For instance, recent research has focused on using this compound as a building block for constructing stimuli-responsive polymers that can undergo reversible structural changes in response to external stimuli such as temperature or pH levels.

The toxicological profile of 1-bromo-4-(1-ethylcyclopropyl)benzene is another area of active research. While brominated compounds are generally considered toxic due to their ability to disrupt cellular functions, the specific toxicity of this compound depends on its concentration and route of exposure. Recent studies have employed advanced computational models to predict its potential toxicity and assess its environmental impact. These findings are essential for ensuring safe handling and disposal practices during industrial production and use.

In conclusion, 1-bromo-4-(1-ethylcyclopropyl)benzene (CAS No: 875306-16-4) is a multifaceted compound with a wide range of applications across various scientific disciplines. Its unique structure and reactivity make it an invaluable tool in modern chemistry, offering exciting opportunities for innovation in drug discovery, materials science, and beyond. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an even more significant role in advancing scientific knowledge and technological progress.

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