Piperonal

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Piperonal
Piperonal
Systematic name 1,3-benzodioxole-5-carbaldehyde
Chemical formula C8H6O3
Molecular mass 150.13 g/mol
Density x.xxx g/cm³
Melting point xx.x °C
Boiling point xx.x °C
CAS number [xx-xx-xx]
SMILES O=Cc1ccc2OCOc2c1
Disclaimer and references

Piperonal (heliotropine, protocatechuic aldehyde methylene ether) is an aromatic aldehyde that comes as a white powder, 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.

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