Description

4-Ethynylbicyclo[2.2.2]octane-1-carboxylic acid is a highly functionalized, strained bicyclic organic compound featuring both a carboxylic acid and an ethynyl (acetylene) group. This unique molecular architecture makes it a valuable and versatile advanced intermediate for constructing complex three-dimensional frameworks in medicinal chemistry and materials science. It is primarily sought after by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and specialty polymer industries for applications requiring rigid, sterically defined scaffolds.

Application

• Pharmaceutical Intermediate: Serves as a key building block for synthesizing novel drug candidates, particularly in developing protease inhibitors, kinase inhibitors, and other small molecule therapeutics where the rigid bicyclo[2.2.2]octane core can improve metabolic stability and binding affinity.
• Agrochemical Research: Used in the discovery and synthesis of new active ingredients for crop protection, leveraging its structural complexity to interact with biological targets in pests and weeds.
• Ligand and Catalyst Development: The ethynyl group allows for further functionalization via click chemistry (e.g., CuAAC), making it useful for creating sophisticated ligands for catalysis or molecular probes.
• Materials Science Precursor: Acts as a monomer or cross-linking agent in the development of advanced polymers with tailored thermal and mechanical properties, such as high-performance resins or porous organic frameworks.
• Academic & Industrial R&D: A critical reagent for methodological studies in organic synthesis, including cycloaddition reactions and the exploration of new synthetic pathways to complex molecules.

Basic Information

Product Name	4-Ethynylbicyclo[2.2.2]octane-1-carboxylic Acid
CAS No.	94994-34-0
Molecular Formula	C11H14O2
Molecular Weight	178.23 g/mol
Synonyms	4-Ethynylbicyclo[2.2.2]octane-1-carboxylic acid; 4-Ethynyl-1-bicyclo[2.2.2]octanecarboxylic acid; 1-Carboxy-4-ethynylbicyclo[2.2.2]octane; Bicyclo[2.2.2]octane-1-carboxylic acid, 4-ethynyl-; 4-Ethynylbicyclo[2.2.2]octanecarboxylic acid; 4-Ethynyl-1-carboxybicyclo[2.2.2]octane; 4-Ethynyl-BCO-COOH
EINECS	Contact for details

Quality Control

Our production of 4-Ethynylbicyclo[2.2.2]octane-1-carboxylic acid adheres to stringent quality protocols to ensure batch-to-batch consistency and high purity for research and development applications. Each lot is characterized using advanced analytical techniques including HPLC, GC, NMR, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment. We support custom synthesis and can tailor specifications to meet specific project requirements under cGMP or ISO 9001 guidelines as needed.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C or as specified on the label or COA. This compound is easily oxidized and moisture-sensitive; prolonged exposure to air, light, or ambient humidity should be avoided. Keep the container in a cool, dry, well-ventilated place away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.