Pyrazin-1-ylethan-1-on

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H315：Verursacht Hautreizungen.

  H319：Verursacht schwere Augenreizung.

  H335：Kann die Atemwege reizen.

• Sicherheit

  P261：Einatmen von Staub vermeiden.

  P264：Nach Gebrauch gründlich waschen.

  P264：Nach Gebrauch gründlich waschen.

  P271：Nur im Freien oder in gut belüfteten Räumen verwenden.

  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.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Acetylpyrazine Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
  S24/25:Berührung mit den Augen und der Haut vermeiden.

• Beschreibung

  2-acetylpyrazine is white to pale yellow crystalline powder with a nutty, popcorn, bread-crust odor. It is soluble in water and stable under ordinary conditions. It is used to manufacture many polycyclic compounds and used as useful structures in pharmaceuticals and perfumes. It is a component of the folates (vitamin B compounds) and of the isoalloxazine ring nucleus of flavins. Numerous pyrazine derivatives such as pyrazine polycyclic compounds, alkyl-, alicyclic-, and alkylaryl-substituted compounds, derivatives containing oxygenated functional groups and thio-functional groups in the side-chains are used in biological, drug, flavoring and perfumery industry. 2-acetylpyrazine is used as food additive, commonly used in chocolate and baked goods.

• Chemische Eigenschaften

  Acetylpyrazine is a light yellow to yellow-brownish powder that has a nutty, popcorn, bread crust odor. It is one of the volatile aroma components in popcorn, wheat and rye crusts.

• Occurrence

  Reported found in guava fruit (Psidium guajava L.), wheaten bread, other types of breads, boiled and cooked beef, grilled/roasted uncured pork, pork liver, cocoa, coffee, black tea, roasted barley, roasted filbert (Corylus avellano), roasted peanut (Arachis hypogea), roasted almond (Prunus amygdalus), scallop, filberts, popcorn and sesame oil.

• Verwenden

  Acetylpyrazine has been used in synthesis of:
  7-heteroaryl-pyrazolo[1,5-a]pyrimidine-3-carboxamides
  copper (II) complexes with di-imine ligands
  N(4) substituted thiosemicarbazones

• Application

  Acetylpyrazine has been widely used as an intermediate in the organic synthesis of various heterocyclic derivatives and in coupling reactions, alkylation reactions, and sensitizer ligands because of its good biological and reactive activities. For example, it is a significant reaction intermediate for producing drugs for treating malaria, epilepsy, and Parkinson's disease.

• synthetische

  synthesis of acetylpyrazine: By the ester condensation of EtO2 C-pyrazine; by dehydrating pyrazynamide with POCI3 and then reacting the resulting 2-cyano-pyrazine with methyl magnesium bromide.

• Definition

  ChEBI: 2-acetylpyrazine is a pyrazine that is substituted by an acetyl group at position 2. It has been identified as one of the volatile flavor constituents in popcorn, bread crust, vinegar, and potato snacks. It has a role as a flavouring agent. It is an aromatic ketone and a member of pyrazines.

• Aroma threshold values

  Detection at 62 ppb

• Taste threshold values

  Taste characteristics at 10 ppm: roasted, nutty, bready, yeasty with popcorn, corn chip nuance

• Allgemeine Beschreibung

  2-Acetylpyrazine has been identified as one of the volatile flavor constituents in popcorn, wheat and rye bread crust.

• Synthese

  

  13925-00-3

  

  22047-25-2

  General procedure: 2-ethylpyrazine (0.5 mmol), MnOx-N(at)C catalyst (1 mg, pyrolyzed at 600 °C) and tert-butyl hydroperoxide (TBHP, 1.5 mmol, 65% aqueous solution) were added to a 15 mL round bottom flask (RBF). After sealing the flask, the reaction mixture was heated and stirred at 60 °C for 12 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction mixture was diluted with ethyl acetate (4 mL), followed by centrifugation at 10,000 r/min for 1 min to separate the catalyst. The supernatant was collected and the catalyst was washed with ethyl acetate (5 x 4 mL). The supernatant and washings were combined and concentrated to dryness under reduced pressure, and the resulting residue was purified by rapid column chromatography on silica gel (eluent: ethyl acetate/hexane = 1:10, v/v).

• Einzelnachweise

  [1] CHAO-RUI LI. Study on 2-Acetylpyrazine (pyridine-2?-acetyl) hydrazone as a fluorescent sensor for Al3+[J]. Journal of Luminescence, 2015, 168: Pages 330-333. DOI:10.1016/j.jlumin.2015.07.055.
  [2] RAMAIYER VENKATRAMAN. Structures of Eight Thio(semi)carbazones Derived from 2-Acetylpyrazine, 2-Acetythiazole and Acetophenone[J]. Journal of Chemical Crystallography, 2009, 39 10. DOI:10.1007/s10870-009-9541-0.
  [3] LIN MAO. Electrochemical Synthesis of Acetylpyrazine[J]. Journal of Electrochemistry, 2021, 9 1: 0. DOI:10.13208/J.ELECTROCHEM.210706.
  [4] https://pubchem.ncbi.nlm.nih.gov/compound/Acetylpyrazine#section=Pharmacology-and-Biochemistry
  [5] https://en.wikipedia.org/wiki/Acetylpyrazine
  [6] http://www.chemicalland21.com/specialtychem/perchem/2-ACETYLPYRAZINE.htm

Acetylpyrazine Upstream-Materialien And Downstream Produkte

Pyrazin-1-ylethan-1-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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