View source for Piperonal

{{Chembox new
|   Name = Piperonal
|   ImageFile = Piperonal.png
<!-- | ImageSize = 100px -->
|   ImageName = 
|   IUPACName = 1,3-benzodioxole-5-carbaldehyde
| Section1 = {{Chembox Identifiers
|   CASNo = 120-57-0
|   SMILES = O=Cc1ccc2OCOc2c1
  }}
| Section2 = {{Chembox Properties
|   Formula = C<sub>8</sub>H<sub>6</sub>O<sub>3</sub>
|   MolarMass = 150.13 g/mol
|   Density =
|   MeltingPt = 35-37 °C
|   BoilingPt = 264 °C
  }}
}}

'''Piperonal''' (heliotropine, protocatechuic aldehyde methylene ether) is an aromatic [[aldehyde]] that comes as transparent crystals, C<sub>8</sub>H<sub>6</sub>O<sub>3</sub>, 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]] (LiAlH<sub>4</sub>) to yield MDA.

==References==

<references/>

[[Category:Aldehydes]]
[[Category:Aromatic compounds]]
[[Category:DEA List I chemicals]]

{{organic-compound-stub}}

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[[fr:Héliotropine]]
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