Piperonal

Piperonal

Chembox new
Name = Piperonal
ImageFile = Piperonal structure.png ImageSize = 200px
ImageName =
IUPACName = 1,3-benzodioxole-5-carbaldehyde
OtherNames= heliotropine
Section1 = Chembox Identifiers
CASNo = 120-57-0
ChemSpiderID = 8130
SMILES = O=Cc1ccc2OCOc2c1
Section2 = Chembox Properties
Formula = C8H6O3
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, C8H6O3, and has a floral odor. It is used as flavoring and in perfume. It can be obtained by oxidation of piperonyl alcohol or piperic acid. 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.

References


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  • pipéronal — [ piperɔnal ] n. m. • 1874; mot all., contract. de aldéhyde pipéronylique, du rad. de pipérine ♦ Chim. Héliotropine. Des pipéronals. ● pipéronal nom masculin Synonyme de héliotropine. ● pipéronal (synonymes) nom masculin Synonymes : héliotropine… …   Encyclopédie Universelle

  • piperonal — PIPERONÁL s. v. heliotropină. Trimis de siveco, 13.09.2007. Sursa: Sinonime  PIPERONÁL s.n. Heliotropină. [< fr. pipéronal]. Trimis de LauraGellner, 13.09.2007. Sursa: DN …   Dicționar Român

  • Piperonal — Pip er*o nal, n. (Chem.) A white crystalline substance obtained by oxidation of piperic acid, and regarded as a complex aldehyde. [1913 Webster] …   The Collaborative International Dictionary of English

  • Piperonāl — (Heliotropin) C8H6O3, der Methylenäther des Protokatechualdehyds C6H3(CHO)(O2CH2), entsteht beim Behandeln von Piperinsäure mit übermangansaurem Kali und wird aus Safrol dargestellt, dem Hauptbestandteil des Sassafrasöls und des Kampferöls. Es… …   Meyers Großes Konversations-Lexikon

  • Piperonal — Piperonāl, Heliotropin, chem. Verbindung von Aldehydeigenschaften, aus Piperinsäure durch Kaliumpermanganat oder aus Safrol gewonnen, glänzende, wasserunlösliche Kristalle; wegen seines heliotropähnlichen Geruchs viel in der Parfümerie verwendet …   Kleines Konversations-Lexikon

  • piperonal — [pip′ər ō nal΄] n. [Ger < piperin, piperine (see PIPERINE) + on, ONE + al, AL] an aldehyde, C6H3 (CH2)OOCHO, obtained from piperine and having a strong smell like that of heliotrope: used in making perfume …   English World dictionary

  • Piperonal — Strukturformel Allgemeines Name Piperonal Andere Namen Pi …   Deutsch Wikipedia

  • Piperonal — Pi|pe|ro|nal [↑ Piperin (aus dem P. durch Oxidation entsteht) u. ↑ al], das; s; Syn.: 3,4 (Methylendioxy)benzaldehyd, (veraltet:) Heliotropin, Piperonylaldehyd: farblose, angenehm riechende krist. Verb., Smp. 37 °C, die parfümistisch eingesetzt… …   Universal-Lexikon

  • piperonal — piperonalis statusas T sritis chemija formulė CH₂:O₂:C₆H₃CHO atitikmenys: angl. heliotropin; piperonal; piperonylaldehyde rus. гелиотропин; пиперональ; пиперонилальдегид ryšiai: sinonimas – piperonilo aldehidas sinonimas – heliotropinas sinonimas …   Chemijos terminų aiškinamasis žodynas

  • piperonal — noun Etymology: International Scientific Vocabulary piperine + one + 3 al Date: 1869 a crystalline aldehyde C8H6O3 with an odor of heliotrope …   New Collegiate Dictionary

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