Piperonal
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| Piperonal | |
|---|---|
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| IUPAC name | 1,3-benzodioxole-5-carbaldehyde |
| Other names | heliotropine |
| Identifiers | |
| CAS number | [120-57-0] |
| SMILES | O=Cc1ccc2OCOc2c1 |
| Properties | |
| Molecular formula | C8H6O3 |
| Molar mass | 150.13 g/mol |
| Melting point |
35-37 °C |
| Boiling point |
264 °C |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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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 aluminium hydride (LiAlH4) to yield MDA.
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