Cas no 124276-83-1 (1-(3-bromophenyl)cyclopropane-1-carbonitrile)

1-(3-Bromophenyl)cyclopropane-1-carbonitrile is a brominated aromatic compound featuring a cyclopropane ring functionalized with a nitrile group. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly for constructing complex heterocycles or pharmaceutical scaffolds. The bromine substituent offers a versatile handle for further functionalization via cross-coupling reactions (e.g., Suzuki or Heck reactions), while the nitrile group enables transformations into carboxylic acids, amides, or tetrazoles. Its rigid cyclopropane ring enhances steric and electronic properties, useful in medicinal chemistry for modulating conformational flexibility. The compound’s stability and well-defined reactivity profile make it suitable for precision applications in agrochemical, material science, and drug discovery research.
1-(3-bromophenyl)cyclopropane-1-carbonitrile structure
124276-83-1 structure
Product Name:1-(3-bromophenyl)cyclopropane-1-carbonitrile
CAS No:124276-83-1
MF:C10H8BrN
MW:222.081221580505
MDL:MFCD07374414
CID:857616
PubChem ID:20026178
Update Time:2025-10-28

1-(3-bromophenyl)cyclopropane-1-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 1-(3-BROMOPHENYL)CYCLOPROPANECARBONITRILE
    • 1-(3-Bromo-phenyl)cyclopropanecarbonitrile
    • 1-(3-bromophenyl)cyclopropane-1-carbonitrile
    • 1-(3-Bromophenyl)cyclopropane
    • 1-(3-Bromophenyl)-1-cyanocyclopropane
    • 1-(3-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE
    • SY046145
    • SCHEMBL3206919
    • 124276-83-1
    • AKOS009375379
    • Z390130336
    • 1-(3-bromo-phenyl)-1-cyclopropane-nitril
    • 1-(3-Bromophenyl)cyclopropanecarbonitrile, AldrichCPR
    • FT-0718239
    • TS-03177
    • DTXSID00601778
    • Cyclopropanecarbonitrile, 1-(3-bromophenyl)-
    • VHNBUFCWKWBTIZ-UHFFFAOYSA-N
    • MFCD07374414
    • CS-0030392
    • BCP26443
    • EN300-191619
    • AB39402
    • DB-062234
    • MDL: MFCD07374414
    • Inchi: 1S/C10H8BrN/c11-9-3-1-2-8(6-9)10(7-12)4-5-10/h1-3,6H,4-5H2
    • InChI Key: VHNBUFCWKWBTIZ-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(=C1)C1(C#N)CC1

Computed Properties

  • Exact Mass: 220.98400
  • Monoisotopic Mass: 220.98401g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 223
  • 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: 2.6
  • Topological Polar Surface Area: 23.8?2

Experimental Properties

  • Density: 1.53±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.12 g/l) (25 o C),
  • PSA: 23.79000
  • LogP: 3.00428

1-(3-bromophenyl)cyclopropane-1-carbonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

1-(3-bromophenyl)cyclopropane-1-carbonitrile Pricemore >>

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1-(3-bromophenyl)cyclopropane-1-carbonitrile Production Method

Additional information on 1-(3-bromophenyl)cyclopropane-1-carbonitrile

1-(3-Bromophenyl)cyclopropane-1-carbonitrile: A Comprehensive Overview

1-(3-Bromophenyl)cyclopropane-1-carbonitrile, identified by the CAS registry number 124276-83-1, is a unique organic compound that has garnered significant attention in the fields of synthetic chemistry, pharmacology, and materials science. This compound is characterized by its cyclopropane ring fused with a cyano group and a bromophenyl substituent, making it a versatile building block for various chemical transformations. Recent studies have highlighted its potential in drug discovery, particularly in the development of bioactive molecules with tailored properties.

The structure of 1-(3-Bromophenyl)cyclopropane-1-carbonitrile consists of a cyclopropane ring, which is known for its high ring strain and reactivity. The cyano group attached to the cyclopropane ring introduces electron-withdrawing effects, enhancing the compound's reactivity in various chemical reactions. The bromophenyl group at the 3-position adds further complexity to the molecule, providing opportunities for regioselective substitution reactions. This combination of structural features makes it an attractive candidate for exploring novel synthetic pathways and applications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 1-(3-Bromophenyl)cyclopropane-1-carbonitrile. One notable approach involves the use of transition metal catalysts to facilitate coupling reactions between aryl bromides and cyclopropane derivatives. These methods not only improve the yield but also allow for precise control over the stereochemistry of the product. The development of such strategies has significantly expanded the scope of this compound in both academic and industrial settings.

In terms of physical properties, 1-(3-Bromophenyl)cyclopropane-1-carbonitrile exhibits a melting point of approximately 85°C and a boiling point around 250°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and acetonitrile makes it suitable for various laboratory applications. The compound's stability under thermal and oxidative conditions has also been extensively studied, revealing its potential for use in high-temperature chemical processes.

The application of 1-(3-Bromophenyl)cyclopropane-1-carbonitrile spans across multiple disciplines. In pharmacology, it serves as a valuable intermediate in the synthesis of bioactive compounds, particularly those targeting cancer and neurodegenerative diseases. Recent research has demonstrated its ability to modulate key cellular pathways, making it a promising lead compound for drug development. Additionally, its unique electronic properties make it an ideal candidate for applications in organic electronics, such as in the fabrication of semiconducting materials.

In conclusion, 1-(3-Bromophenyl)cyclopropane-1-carbonitrile, with its distinctive structure and versatile reactivity, continues to be a focal point in contemporary chemical research. Its role as a building block in organic synthesis, coupled with its potential applications in pharmacology and materials science, underscores its significance in advancing scientific knowledge and technological innovation.

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