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4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol(CAS: 72948-89-1)

4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol
CAS Number

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Basic Information

Molecular Formula
C9H16O2
Molecular Weight
156.22 g/mol

Chemical Identifiers

SMILES
OCC12CCC(O)(CC1)CC2
InChIKey
SLPTVDBWTSIOKW-UHFFFAOYSA-N

Database References

MDL Number
MFCD29042866

FAQ

4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol is a colorless to light yellow liquid with a molecular weight of approximately 150.22 g/mol. It has a pKa of approximately 15.5 and a boiling point of around 140°C. The compound is moderately soluble in water and soluble in common organic solvents such as ethanol and acetone. It shows moderate reactivity, especially in acidic or basic conditions, and is prone to hydrolysis.
4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol can be synthesized via a condensation reaction between 1,2-butanediol and bicyclo[2.2.2]oct-2-ene. Commonly, this reaction is catalyzed by sodium hydride under anhydrous conditions. The reaction is typically carried out at room temperature, and the yield can reach up to 75%. The desired product can be isolated by column chromatography.
4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol is primarily used in the pharmaceutical industry as a precursor for drug synthesis. It also finds applications in the polymer industry, where it is used as a monomer for the synthesis of various polymers with specific properties. Additionally, it is used in the development of sensors and in the electronics industry for applications such as semiconductor manufacturing.
When handling 4-(Hydroxymethyl)bicyclo[2.2.2]octan-1-ol, it is crucial to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight. Spills should be cleaned up immediately using appropriate absorbent materials. In case of inhalation or contact with the skin or eyes, seek medical attention immediately. A Material Safety Data Sheet (MSDS) should be consulted for detailed safety information and emergency procedures.

Safety Notice

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