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piperonal

Structure via PubChem · Public domain (PubChem)

EntityQ418985· pop 26· linked from 36 articles

Also known as protocatechuic aldehyde methylene ether, heliotropine, 5-formyl-1,3-benzodioxole, 3,4-dihydroxybenzaldehyde methylene ketal, 3,4-(methylenedioxy)benzaldehyde, piperonylaldehyde, piperonaldehyde, 1,3-benzodioxole-5-carboxaldehyde

Piperonal, also known as heliotropin, is an organic compound which is commonly found in fragrances and flavors. The molecule is structurally related to other aromatic aldehydes such as benzaldehyde and vanillin. The methylenedioxyphenyl group is found in other fragrances.

Chemical data

Formula
C8H6O3
Molecular weight
150.13 g/mol
IUPAC name
1,3-benzodioxole-5-carbaldehyde
SMILES
C1OC2=C(O1)C=C(C=C2)C=O
InChIKey
SATCULPHIDQDRE-UHFFFAOYSA-N
XLogP
1.1
Polar surface area
35.5 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
150.032
Show 7 more facts
found in taxon
Piper retrofractum
has characteristic
bitterness
Commons category
Piperonal
chemical formula
C₈H₆O₃
canonical SMILES
C1OC2=C(O1)C=C(C=C2)C=O
melting point
36.0
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

7 sections
Contents
  • Natural occurrence
  • Preparation
  • Reactions
  • Fragrance
  • Use in MDMA manufacture
  • References
  • External links

Piperonal, also known as heliotropin, is an organic compound which is commonly found in fragrances and flavors. The molecule is structurally related to other aromatic aldehydes such as benzaldehyde and vanillin. The methylenedioxyphenyl group is found in other fragrances.

== Natural occurrence == Piperonal naturally occurs in various plants. Examples include dill, violet flowers, and black pepper.

Excerpted from Wikipedia’s “piperonal” article, available under the CC BY-SA 4.0 licence.