Cas no 2234-26-6 (Bicyclo[2.2.1]heptane-2-carbonitrile)

Bicyclo[2.2.1]heptane-2-carbonitrile is a bicyclic organic compound featuring a nitrile functional group attached to the norbornane (bicyclo[2.2.1]heptane) framework. This structure imparts rigidity and steric constraints, making it a valuable intermediate in organic synthesis and pharmaceutical research. The nitrile group offers versatility for further functionalization, including reduction to amines or hydrolysis to carboxylic acids. Its strained ring system can influence reactivity in cycloaddition or rearrangement reactions. The compound's well-defined geometry also makes it useful in studying stereochemistry and molecular recognition. High purity grades are available for precise applications in medicinal chemistry and materials science.
Bicyclo[2.2.1]heptane-2-carbonitrile structure
2234-26-6 structure
Product Name:Bicyclo[2.2.1]heptane-2-carbonitrile
CAS No:2234-26-6
MF:C8H11N
MW:121.179641962051
CID:263761
PubChem ID:102231
Update Time:2025-06-12

Bicyclo[2.2.1]heptane-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[2.2.1]heptane-2-carbonitrile
    • 2-NORBORNANECARBONITRILE
    • 2-cyanobicyclo<2.2.1>heptane
    • 2-Norbornanecarbonitrile,GC
    • 2-norbornanecarbonitrile,mixture of endo and exo
    • 2-norbornyl cyanide
    • Norbonancarbonitril
    • norbornane-2-carbonitrile
    • UNII-57U33ASF4X
    • 3211-90-3
    • 2234-26-6
    • EN300-131202
    • SCHEMBL74890
    • 57U33ASF4X
    • Bicyclo(2.2.1)heptane-2-carbonitrile
    • Q4903816
    • 2-cyanonorbornane
    • endo-2-Cyanobicyclo(2.2.1)heptane
    • GAHKEUUHTHVKEA-UHFFFAOYSA-N
    • J-014649
    • FT-0622955
    • AKOS009159496
    • 2-Cyano-bicyclo[2,2,1]heptane
    • 3211-87-8
    • NSC 46412
    • endo-Bicyclo[2.2.1]heptane-2-carbonitrile
    • exo-Bicyclo(2.2.1)heptane-2-carbonitrile
    • Z1079179250
    • NS00048521
    • DTXSID90870431
    • J-800478
    • EINECS 218-782-9
    • Bicyclo[2.2.1]heptane-2-carbonitrile (Endo Major)
    • endo-Bicyclo(2.2.1)heptane-2-carbonitrile
    • exo-Bicyclo[2.2.1]heptane-2-carbonitrile
    • Inchi: 1S/C8H11N/c9-5-8-4-6-1-2-7(8)3-6/h6-8H,1-4H2
    • InChI Key: GAHKEUUHTHVKEA-UHFFFAOYSA-N
    • SMILES: N#CC1CC2CCC1C2

Computed Properties

  • Exact Mass: 121.08900
  • Monoisotopic Mass: 121.089149
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 165
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2
  • Topological Polar Surface Area: 23.8

Experimental Properties

  • Color/Form: White or beige solid
  • Density: 0.8967 (rough estimate)
  • Melting Point: 43-45?°C(lit.)
  • Boiling Point: 73-75?°C10?mm Hg(lit.)
  • Flash Point: 174?°F
  • Refractive Index: 1.4525 (estimate)
  • PSA: 23.79000
  • LogP: 1.94618
  • Solubility: Not determined

Bicyclo[2.2.1]heptane-2-carbonitrile Security Information

  • Hazardous Material transportation number:UN 1325 4
  • WGK Germany:3
  • Hazard Category Code: 11-20/21/22-36/37/38
  • Safety Instruction: S16; S26; S27; S36/37/39
  • RTECS:RB6960000
  • Hazardous Material Identification: F Xn
  • HazardClass:4.1
  • PackingGroup:III
  • Packing Group:III
  • Hazard Level:4.1
  • Safety Term:4.1
  • Packing Group:III
  • Risk Phrases:R11

Bicyclo[2.2.1]heptane-2-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%

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Bicyclo[2.2.1]heptane-2-carbonitrile Suppliers

Amadis Chemical Company Limited
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(CAS:2234-26-6)Bicyclo[2.2.1]heptane-2-carbonitrile
Order Number:A1207766
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:58
Price ($):2863.0

Additional information on Bicyclo[2.2.1]heptane-2-carbonitrile

Introduction to Bicyclo[2.2.1]heptane-2-carbonitrile (CAS No: 2234-26-6)

Bicyclo[2.2.1]heptane-2-carbonitrile, identified by its Chemical Abstracts Service (CAS) number 2234-26-6, is a significant heterocyclic compound that has garnered considerable attention in the field of organic synthesis and pharmaceutical research. This bicyclic structure, characterized by its fused three-membered and five-membered rings, presents a unique framework that is highly versatile for the development of novel chemical entities. The presence of a nitrile group at the 2-position introduces additional reactivity, making it a valuable intermediate in the synthesis of more complex molecules.

The molecular architecture of Bicyclo[2.2.1]heptane-2-carbonitrile contributes to its remarkable chemical properties, which include moderate stability under various reaction conditions and the ability to undergo diverse transformations such as nucleophilic additions, reductions, and cyclizations. These attributes have positioned it as a cornerstone in the synthesis of pharmacologically relevant compounds, particularly in the development of central nervous system (CNS) drugs, where its rigid bicyclic core can mimic natural bioactive scaffolds.

In recent years, advancements in synthetic methodologies have enabled more efficient access to derivatives of Bicyclo[2.2.1]heptane-2-carbonitrile, fostering its application in medicinal chemistry. For instance, researchers have leveraged transition-metal-catalyzed reactions to introduce functional groups at specific positions within the molecule, thereby expanding its synthetic utility. These developments have been instrumental in designing molecules with enhanced binding affinity and selectivity for therapeutic targets.

One of the most compelling aspects of Bicyclo[2.2.1]heptane-2-carbonitrile is its role as a precursor in the synthesis of bioactive heterocycles that exhibit promising pharmacological activities. Studies have demonstrated its utility in generating compounds with potential applications in treating neurological disorders, including epilepsy and depression. The nitrile functionality serves as a versatile handle for further derivatization, allowing chemists to fine-tune physicochemical properties such as solubility and metabolic stability.

Recent research has also highlighted the importance of Bicyclo[2.2.1]heptane-2-carbonitrile in the development of kinase inhibitors, which are critical for targeting various cancers and inflammatory diseases. By incorporating this scaffold into drug candidates, scientists have been able to achieve high binding affinity to protein kinases while minimizing off-target effects. The rigid bicyclic core provides structural constraints that enhance ligand efficiency, making it an attractive choice for drug design.

The synthesis of Bicyclo[2.2.1]heptane-2-carbonitrile itself has seen significant progress, with reports describing streamlined routes that improve yield and scalability. These methodologies often involve cycloaddition reactions or intramolecular cyclizations, which are highly complementary to modern synthetic strategies. Such improvements have not only facilitated academic research but also paved the way for industrial applications where cost-effective production is paramount.

Another area where Bicyclo[2.2.1]heptane-2-carbonitrile has made an impact is in materials science, particularly in the design of liquid crystals and polymers with unique structural properties. The compound's ability to adopt multiple conformations due to its rigid framework makes it an excellent candidate for creating materials with tailored optical and electronic characteristics.

In conclusion, Bicyclo[2.2.1]heptane-2-carbonitrile (CAS No: 2234-26-6) represents a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features and reactivity profile continue to drive innovation in pharmaceuticals, materials science, and organic chemistry. As research progresses, it is anticipated that new derivatives and applications will emerge, further solidifying its importance in the chemical community.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:2234-26-6)Bicyclo[2.2.1]heptane-2-carbonitrile
A1207766
Purity:99%
Quantity:5g
Price ($):2863.0
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