Cas no 2731008-08-3 (Bicyclo[2.1.1]hexane-1-carbaldehyde)

Bicyclo[2.1.1]hexane-1-carbaldehyde is a strained bicyclic aldehyde with a unique molecular framework, offering distinct reactivity due to its rigid structure and ring strain. Its compact bicyclo[2.1.1]hexane scaffold provides steric constraints that can influence selectivity in synthetic transformations, making it valuable for applications in medicinal chemistry and materials science. The aldehyde functional group enables further derivatization, facilitating its use as a versatile building block for complex molecular architectures. Its stability under standard conditions allows for straightforward handling and storage. Researchers may find it particularly useful for studying strained ring systems or developing novel synthetic methodologies.
Bicyclo[2.1.1]hexane-1-carbaldehyde structure
2731008-08-3 structure
Product Name:Bicyclo[2.1.1]hexane-1-carbaldehyde
CAS No:2731008-08-3
MF:C7H10O
MW:110.153702259064
CID:5464895
Update Time:2025-05-19

Bicyclo[2.1.1]hexane-1-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • bicyclo[2.1.1]hexane-1-carbaldehyde
    • bicyclo[2.1.1]hexan-1-carboxaldehyde
    • (1s)-bicyclo[2.1.1]hexane-1-carbaldehyde
    • Z3626807045
    • Bicyclo[2.1.1]hexane-1-carbaldehyde
    • Inchi: 1S/C7H10O/c8-5-7-2-1-6(3-7)4-7/h5-6H,1-4H2
    • InChI Key: BFNCOQPLXRBAAW-UHFFFAOYSA-N
    • SMILES: O=CC12CCC(C1)C2

Computed Properties

  • Exact Mass: 110.073164938 g/mol
  • Monoisotopic Mass: 110.073164938 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 122
  • 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: 0.9
  • Topological Polar Surface Area: 17.1
  • Molecular Weight: 110.15

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Additional information on Bicyclo[2.1.1]hexane-1-carbaldehyde

Exploring the Unique Properties and Applications of Bicyclo[2.1.1]hexane-1-carbaldehyde (CAS No. 2731008-08-3)

In the realm of organic chemistry, Bicyclo[2.1.1]hexane-1-carbaldehyde (CAS No. 2731008-08-3) stands out as a fascinating compound with a distinctive bicyclic structure. This highly functionalized aldehyde has garnered significant attention due to its potential applications in pharmaceuticals, agrochemicals, and material science. Researchers and industry professionals are increasingly exploring its synthetic versatility and unique reactivity, making it a subject of interest in modern chemical research.

The bicyclo[2.1.1]hexane scaffold is a rare and rigid framework that imparts exceptional stability and stereochemical control to derivatives. This characteristic is particularly valuable in drug discovery, where three-dimensional molecular architectures are sought after to improve binding affinity and selectivity. The presence of the aldehyde functional group further enhances its utility as a key synthetic intermediate, enabling diverse transformations such as reductive amination, condensation reactions, and nucleophilic additions.

Recent advancements in sustainable chemistry have highlighted the importance of compounds like Bicyclo[2.1.1]hexane-1-carbaldehyde. Its potential role in green synthesis and catalysis aligns with the growing demand for environmentally friendly chemical processes. For instance, its rigid structure could minimize unwanted side reactions, reducing waste and improving atom economy—a critical consideration in industrial-scale production.

From a materials science perspective, this compound's unique geometry offers opportunities for designing novel polymers and functional materials. The strain inherent in the bicyclic system may lead to materials with unusual mechanical or optical properties, appealing to researchers working on advanced coatings or nanotechnology applications. These attributes make it a compelling subject for academic investigations and patent filings in recent years.

Analytical characterization of Bicyclo[2.1.1]hexane-1-carbaldehyde typically involves advanced techniques such as NMR spectroscopy, mass spectrometry, and X-ray crystallography to confirm its structure and purity. The compound's spectral fingerprints are well-documented in scientific literature, serving as valuable references for quality control in chemical manufacturing and research laboratories worldwide.

In the context of medicinal chemistry, this aldehyde derivative has shown promise as a building block for bioactive molecules. Its constrained structure may help address challenges in drug permeability and metabolic stability—two key parameters in modern pharmaceutical development. Several research groups have incorporated similar bicyclic systems into lead compounds targeting various disease pathways.

The commercial availability of Bicyclo[2.1.1]hexane-1-carbaldehyde (CAS No. 2731008-08-3) through specialty chemical suppliers has facilitated its adoption across multiple disciplines. Current market trends indicate growing demand for such high-value intermediates, particularly in the fine chemicals sector and contract research organizations. Proper handling and storage recommendations, including protection from moisture and oxidation, are typically provided with technical specifications.

Future research directions may explore the compound's potential in asymmetric synthesis and chiral catalysis, leveraging its inherent three-dimensionality. Additionally, computational chemistry approaches could provide deeper insights into its conformational dynamics and electronic properties, further expanding its applications. As synthetic methodologies continue to evolve, Bicyclo[2.1.1]hexane-1-carbaldehyde will likely remain an important tool for molecular innovation across scientific disciplines.

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