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Piperonal



Piperonal
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

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.

Additional recommended knowledge

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

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Piperonal". A list of authors is available in Wikipedia.
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