Piperonal

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H317：Kann allergische Hautreaktionen verursachen.

• Sicherheit

  P261：Einatmen von Staub vermeiden.

  P272：Kontaminierte Arbeitskleidung nicht außerhalb des Arbeitsplatzes tragen.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P302+P352：BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

  P333+P313：Bei Hautreizung oder -ausschlag: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Piperonyl aldehyde Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R38:Reizt die Haut.
  R52/53:Schädlich für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.

• S-Sätze Betriebsanweisung:

  S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
  S24/25:Berührung mit den Augen und der Haut vermeiden.

• Chemische Eigenschaften

  Piperonal has a sweet, flowery odor reminiscent of heliotrope and a bittersweet taste.

• Chemische Eigenschaften

  Heliotropin occurs in a number of essential oils, but only in low concentrations. It forms white crystals (mp 37°C) with a sweet, floral, slightly spicy, heliotrope-like odor.

• Chemische Eigenschaften

  white crystalline solid

• Occurrence

  Reported found in the essential oils of Robinia pseudo-acacia and Eryngium poterium; in the oils of Spirea ulmaria and of leaves of Doryphora sassafras; also reported found in Tahitian and Bourbon vanilla, camphor wood oil, violet flowers concrete and absolute, burley tobacco, rabbiteye blueberry, melon, pepper, cooked chicken, sherry and dill.

• Verwenden

  Piperonal is used as fragrance and flavoring agent.

• Verwenden

  In perfumery, in cherry and vanilla flavors, in organic syntheses.

• Verwenden

  Piperonal is an impurity of Tadalafil (T004500). Tadalafil impurity A.

• synthetische

  Heliotropin is produced by two main routes:
  1) From isosafrole: For many years, oxidative cleavage of isosafrole was the only route applicable on an industrial scale. Isosafrole [120-58-1] is obtained by isomerization from safrole [94-59-7], which can be isolated from (Chinese) sassafras oil . Examples of oxidants that give good yields of heliotropin are chromium(VI) salts, oxygen, and ozone.
  This method is still used currently, but the destructive exploitation of sassafras trees in Southeast Asia has led to a strong decline in the availability of sassafras oil and thus of safrole/isosafrole.
  2) From catechol: Several routes have recently been developed for the synthesis of heliotropin from catechol. In one such route, catechol is converted into 3,4-dihydroxymandelic acid with glyoxylic acid in an alkaline medium in the presence of aluminum oxide. 3,4-Dihydroxymandelic acid is oxidized to the corresponding keto acid (e.g., with copper-(II) oxide), which is decarboxylated to 3,4-dihydroxybenzaldehyde. The latter product is converted into heliotropin, for example, by reactionwith methylene chloride in the presence of quaternary ammonium salts.
  In another route, catechol is first reacted with methylene chloride and converted into 1,2-methylenedioxybenzene . Reaction with glyoxylic acid in strongly acidic media yields 3,4-methylenedioxymandelic acid . Subsequent oxidation and decarboxylation with nitric acid afford heliotropin.
  Alternative routes that start from 1,2-methylenedioxybenzene and use piperonyl chloride as intermediate have been described .

• Definition

  ChEBI: An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.

• Aroma threshold values

  Detection: 62 ppb to 1 ppm. Aroma characteristics at 1.0%: sweet, anise-like, almond vanilla, floral, black cherry pit, berry raspberry, powdery coumarin-like with a hint of hay.

• Taste threshold values

  Taste characteristics at 10 to 50 ppm: ripe black cherry fleshy, ripe berry, sweet, macaroon, Jordan almond, creamy vanilla, spicy cream soda, courmarin, slight floral with hay nuances.

• Synthesis Reference(s)

  Canadian Journal of Chemistry, 64, p. 225, 1986 DOI: 10.1139/v86-039
  The Journal of Organic Chemistry, 48, p. 4053, 1983 DOI: 10.1021/jo00170a036
  Tetrahedron Letters, 33, p. 5909, 1992 DOI: 10.1016/S0040-4039(00)61086-9

• Allgemeine Beschreibung

  Colorless lustrous crystals.

• Air & Water Reaktionen

  Slightly water soluble .

• Reaktivität anzeigen

  Piperonyl aldehyde is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation. Piperonyl aldehyde is sensitive to light. Piperonyl aldehyde may react with oxidizing materials.

• Brandgefahr

  Flash point data for Piperonyl aldehyde are not available. Piperonyl aldehyde is probably combustible.

• Flammability and Explosibility

  Not classified

• Sicherheitsprofil

  Moderately toxic by ingestion and intraperitoneal routes. Can cause central nervous system depression. A human skin irritant. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. See also ALDEHYDES.

• Synthese

  By the oxidation of isosafrole with potassium dichromate and sulfuric acid and subsequent steam distillation of piperonal

• Stoffwechsel

  In the animal body heliotropin undergoes the expected metabolic reaction involving oxidation to the corresponding acid (Williams, 1959).

• läuterung methode

  Crystallise piperonal from aqueous 70% EtOH or EtOH/water. [Beilstein 19/4 V 225.]

Piperonyl aldehyde Upstream-Materialien And Downstream Produkte

120-57-0, Piperonyl aldehyde Verwandte Suche: