Cyclopentenone

• Cyclopentenone ( ambiguous )
• 2- cyclopentenone

Light yellow liquid

Liquid

0.98 g · cm -3 ( 25 ° C)

64-65 ° C ( 19 mmHg)

Insoluble in water

1.481 (20 ° C)

Attention

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2-cyclopenten -1-one is a chemical compound from the group of enones and isomer to 3 -cyclopenten -1-one.

Occurrence

2-cyclopenten -1-one comes naturally as the basic structure before in a number of chemical compounds such as jasmonic.

Production and representation

Generally cyclopentenones can be synthesized by various routes. The industrially most common way is the dehydrohalogenation of 2- Bromcyclopentanon with lithium carbonate and the reaction cascade Claisen condensation - decarboxylation isomerization of unsaturated diesters.

It is also possible the synthesis of cyclopentadiene, in a 1,4-addition occurs with water 2- cyclopentenol, which is oxidized to the ketone by aqueous chromic acid.

For the synthesis of substituted cyclopentenones still other ways are available: Nazarov cyclization reaction of divinyl ketones, Saegusa - Ito oxidation of cyclopentanones, ring-closing metathesis of the corresponding dienes, oxidation of the corresponding cyclic allylic alcohols and the Pauson -Khand reaction of alkenes, alkynes and carbon monoxide.

Properties

2-cyclopenten -1-one is a pale yellow liquid that is insoluble in water.

Use

2-cyclopenten -1-one can be used for the preparation of other chemical compounds (such as Cuban ) may be used.