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(3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one(CAS: 38102-62-4)

(3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one
CAS Number

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Basic Information

Molecular Formula
C18H22O
Molecular Weight
254.37 g/mol

Chemical Identifiers

SMILES
CC1=CC=C(C=C1)C=C2C3CCC(C2=O)(C3(C)C)C
InChIKey
HEOCBCNFKCOKBX-KAMYIIQDSA-N

Database References

FAQ

(3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one is a white crystalline solid with a high melting point and low solubility in water. It has a molecular weight of approximately 284.38 g/mol. The compound exhibits moderate reactivity with basic and reducing agents. It is used in various applications requiring its specific chemical structure and properties.
(3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one is typically synthesized via a Wittig reaction, where a methyl vinyl ketone reacts with a 4-methylbenzyl halide in the presence of a phosphorus ylide. The reaction is carried out under an inert atmosphere to avoid decomposition and yields a mixture that can be purified by recrystallization or chromatography.
(3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one is used in the pharmaceutical industry for its structural properties and in the sensor industry for its ability to detect specific compounds. It is also utilized in the production of certain polymers and as a precursor in semiconductor manufacturing processes.
When handling (3Z)-1,7,7-Trimethyl-3-(4-methylbenzylidene)bicyclo[2.2.1]heptan-2-one, it is crucial to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and lab coat. Work should be conducted in a well-ventilated area or fume hood due to its potential volatility. In case of spill, it should be cleaned up using absorbent materials, and the area should be flushed with water. Refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

Safety Notice

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