Heliotropin (piperonal)

SintetičkaCVETOVIcvetni · puderast · sladak
Srednje notePiramida
3/5Jačina
212hTrajnost
—Poreklo
Uzorak
Heliotropin (piperonal) kao sirovina za parfeme
Srednje note
Definicija

Heliotropin, or piperonal, is an organic compound which is commonly found in fragrances and flavors. Its odor is sweet and flowery, reminiscent of heliotrope.

CVETNI SLADAK PUDERAST KREMAST
Piperonal, heliotropine, piperonyl aldehyde, protocatechuic aldehyde methylene ether, piperonaldehyde, geliotropin, heliobase
Type
Sirovina
Olfactive family
Cvetni
Source
Prepared from isosafrole or catechol; occurs naturally in various plants
Chemical class
Aromatic aldehyde
Instrumenti
Piramida
GGornje note
SSrednje note
BBazne note
3/5Jačina
Srednja
jačina mirisa
Trajnost na mirisnoj traci
212sati · 9 dana
1 h6 h24 h3 d7 d400 h
pri 100 %

Miris

Piperonal has a floral odor which is commonly described as being similar to that of vanillin or cherry. The odor is also described as heliotrope flower, sweet, powdery, coconut and vanilla. Other descriptions give cherry, vanilla, sweet cherry pit notes and creamy with cinnamic nuances. The odor is also sweet-floral, slightly spicy and heliotrope-like.

Detaljno

Piperonal is an aromatic aldehyde that is structurally related to benzaldehyde and vanillin. The methylenedioxyphenyl group is found in other fragrances.

Piperonal naturally occurs in various plants. Examples include dill, violet flowers, and black pepper. The compound was named heliotropin after the 'cherry pie' notes in the fragrance of the heliotrope flower, although the chemical is not present in the flower's true aroma.

Piperonal, like all aldehydes, can be reduced to its alcohol (piperonyl alcohol) or oxidized to give its acid (piperonylic acid). It can be used in the synthesis of some pharmaceutical drugs including tadalafil, L-DOPA, and atrasentan. Piperonal is sensitive to light and turns red brown on exposure to it.

Helional is commonly derived from heliotropin and is used as a perfume in soap and laundry detergent. The most common route to helional is a crossed-aldol condensation between piperonal and propanal followed by selective hydrogenation of the intermediate alkene.

Explore all seven extraits in the Discovery Set.

—

Related: Acerola Blossom · Albizia · Anisaldehyde · Apple Blossom · Babys Breath · Campion Flower · Cannonball Flower · Cotton Flower

Zanimljivosti

Due to their role in the manufacture of MDMA, safrole, isosafrole and piperonal are Category I precursors under regulation no. 273/2004 of the European Community.

Dobijanje i hemija

Način dobijanja

Piperonal can be prepared by the oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2-methylenedioxybenzene. Synthesis from 1,2-methylenedioxybenzene is accomplished through a condensation reaction with glyoxylic acid followed by cleaving the resulting α-hydroxy acid with an oxidizing agent. Synthesis from catechol requires an additional step, Williamson ether synthesis using dichloromethane.

Formula
C₈H₆O₃
CAS
120-57-0
Izgled
Colorless or white crystals
Jačina mirisa
Srednji
Trajnost
212 hours at 100%
Sinonimi
Piperonal, heliotropine, piperonyl aldehyde, protocatechuic aldehyde methylene ether, piperonaldehyde, geliotropin, heliobase
Status prema standardima IFRA
Pogledajte napomenu

No IFRA Standard for the material itself (51st Amendment)

Fizička svojstva
Tačka ključanja
263.00 to 265.00 °C. @ 760.00 mm Hg
Tačka topljenja
37.00 to 39.00 °C. @ 760.00 mm Hg
Tačka paljenja
> 230.00 °F. TCC ( > 110.00 °C. )

U parfemima

Piperonal is commonly used to add vanilla or almond nuances, generally imparting balsamic, powdery, and floral aspects to a scent's character. Piperonal is used in powdery accords and also in florals such as muguet, carnation and lilac. Piperonal gives softness and creaminess. In flavors it adds hay-like, floral and powdery notes to a wide range of food preparations. Piperonal is used heavily in French vanilla flavors, in part as a replacement for coumarin which is no longer GRAS.

Uloga u formuli
01modifikator
02sirovina za stapanje
03graditelj volumena
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