Piperonal

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Template:Chembox E number
Piperonal
IUPAC name 1,3-benzodioxole-5-carbaldehyde
Identifiers
3D model (JSmol)
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Properties
C8H6O3
Molar mass 150.13 g/mol
Melting point
Boiling point
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Piperonal (heliotropine, protocatechuic aldehyde methylene ether) is an aromatic aldehyde that comes as transparent crystals, C8H6O3, and has a floral odor. It is used as flavoring and in perfume. It can be obtained by oxidation of piperonyl alcohol. It is also a minor natural component of the extract of vanilla.

It may be used in the synthesis of 3,4-methylenedioxyamphetamine (MDA). In one synthetic path, nitroethane in a glacial acetic acid solution with an ammonium acetate catalyst yields a substituted nitrostyrene via a condensation reaction. This intermediate can then be reduced in the presence of a strong reducing agent such as lithium aluminum hydride (LiAlH4) to yield MDA.

References



de:Piperonal it:Piperonale nl:Heliotropine


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