Cas no 32523-76-5 (Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-)

[(1R,2R)-2-Bromocyclopropyl]benzene (rel-) is a chiral brominated cyclopropane derivative with a benzene substituent. This compound is of interest in synthetic organic chemistry due to its stereospecific structure, which serves as a valuable intermediate in the preparation of more complex chiral molecules. The presence of the bromine atom at the cyclopropane ring enables further functionalization via cross-coupling or nucleophilic substitution reactions. Its rigid cyclopropane framework and defined stereochemistry make it useful in asymmetric synthesis and pharmaceutical research. The rel- designation indicates the relative stereochemistry of the (1R,2R) configuration, ensuring consistency in synthetic applications where stereochemical control is critical.
Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- structure
32523-76-5 structure
Product Name:Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-
CAS No:32523-76-5
MF:C9H9Br
MW:197.071761846542
MDL:MFCD00778668
CID:1451840
PubChem ID:5314778
Update Time:2025-11-02

Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- Chemical and Physical Properties

Names and Identifiers

    • Benzene, (2-bromocyclopropyl)-, cis-
    • Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-
    • (1R,2R)-2-bromocyclopropylbenzene
    • MDL: MFCD00778668
    • Inchi: 1S/C9H9Br/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6H2/t8-,9-/m1/s1
    • InChI Key: IITYLOQJUHFLPM-RKDXNWHRSA-N
    • SMILES: Br[C@@H]1C[C@@H]1C1C=CC=CC=1

Computed Properties

  • Exact Mass: 195.98876g/mol
  • Monoisotopic Mass: 195.98876g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 116
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.2
  • Topological Polar Surface Area: 0?2

Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-

Comprehensive Guide to Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- (CAS No. 32523-76-5)

Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- (CAS No. 32523-76-5) is a specialized organic compound that has garnered significant attention in the fields of synthetic chemistry and pharmaceutical research. This compound, characterized by its unique bromocyclopropyl moiety attached to a benzene ring, serves as a versatile intermediate in the synthesis of complex molecules. Its stereochemistry and functional group reactivity make it particularly valuable for constructing chiral frameworks, which are crucial in drug development and material science.

The chemical properties of Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- include a molecular weight of 211.08 g/mol and a distinct bromine atom that enhances its reactivity in cross-coupling reactions. Researchers often utilize this compound in palladium-catalyzed transformations, such as Suzuki-Miyaura and Heck reactions, due to its ability to form stable intermediates. Its rel-configuration further allows for precise control over stereochemical outcomes, making it a preferred choice for asymmetric synthesis.

In recent years, the demand for chiral building blocks like Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- has surged, driven by advancements in pharmaceutical manufacturing and agrochemical development. The compound's role in creating bioactive molecules has been highlighted in studies focusing on antiviral agents and enzyme inhibitors. For instance, its derivatives have shown promise in targeting protein-protein interactions, a hot topic in drug discovery.

From an industrial perspective, Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- is synthesized through multi-step processes involving cyclopropanation and bromination of precursor molecules. Manufacturers emphasize high-purity grades to meet the stringent requirements of GMP-compliant production. The compound's stability under ambient conditions and compatibility with common organic solvents further enhance its utility in large-scale applications.

The growing interest in sustainable chemistry has also influenced the use of Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-. Researchers are exploring greener synthetic routes, such as catalytic methods and solvent-free reactions, to minimize environmental impact. This aligns with the broader industry trend toward green chemistry and circular economy principles, which are frequently searched topics in scientific forums.

For those seeking technical data on Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel-, key parameters include its melting point (typically ranging between 45-50°C), boiling point, and solubility profile. Analytical techniques like NMR spectroscopy and HPLC are commonly employed to verify its purity and stereochemical integrity. These details are critical for researchers and procurement specialists who rely on accurate specifications for their projects.

In summary, Benzene, [(1R,2R)-2-bromocyclopropyl]-, rel- (CAS No. 32523-76-5) represents a pivotal compound in modern organic synthesis. Its structural uniqueness and reactivity continue to inspire innovations across multiple scientific disciplines. As the demand for high-value intermediates grows, this compound is poised to remain a cornerstone of cutting-edge research and industrial applications.

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