Cyclopentanone
Cyclopentanone is the organic compound with the formula (CH2)4CO. This cyclic ketone is a colorless volatile liquid.
Preparation
Ketonic decarboxylation of adipic acid gives cyclopentanone. The reaction is conducted at elevated temperatures in the presence of barium hydroxide.[1]
The Pd-catalyzed oxidation of cyclopentene also gives cyclopentanone.[2]
Uses
Cyclopentanone is common precursor to fragrances, especially those related to jasmine and jasmone. Examples include 2-pentyl- and 2-heptylcyclopentanone.[3] It is a versatile synthetic intermediate, being a precursor to cyclopentobarbital.[4]
Cyclopentanone is also used to make cyclopentamine, the pesticide pencycuron, and pentethylcyclanone.[4]
It is also used as a precursor to cubane-1,4-dicarboxylate, which is used to synthesize other substituted cubanes, such as the high explosives heptanitrocubane and octanitrocubane.[5]
References
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- ↑ Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim.Script error: No such module "CS1 identifiers".
- ↑ a b Script error: No such module "citation/CS1".
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