2-Ethyl-3-hydroxy-4H-pyran-4-on

Ethyl maltol Struktur
4940-11-8
CAS-Nr.
4940-11-8
Bezeichnung:
2-Ethyl-3-hydroxy-4H-pyran-4-on
Englisch Name:
Ethyl maltol
Synonyma:
2-ETHYL-3-HYDROXY-4H-PYRAN-4-ONE;6-ETHYL-3-HYDROXY-2-METHYL-4H-PYRAN-4-ONE;3-HYDROXY-2-ETHYL-4-PYRONE;FEMA 3487;2-ETHYL-3-HYDROXY-4-PYRONE;veltolplus;ethyl mantol;ETHYL MALTOL;yijimaiyafen;ethyl palatone
CBNumber:
CB6772323
Summenformel:
C7H8O3
Molgewicht:
140.14
MOL-Datei:
4940-11-8.mol

2-Ethyl-3-hydroxy-4H-pyran-4-on Eigenschaften

Schmelzpunkt:
85-95 °C (lit.)
Siedepunkt:
196.62°C (rough estimate)
Dichte
1.1624 (rough estimate)
Dampfdruck
0.2Pa at 24℃
FEMA 
3487 | ETHYL MALTOL
Brechungsindex
1.4850 (estimate)
storage temp. 
2-8°C
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
pka
8.38±0.10(Predicted)
Farbe
White to Pale Yellow
Geruch (Odor)
at 5.00 % in benzyl alcohol. sweet caramel jam strawberry cotton candy
Geruchsart
caramellic
Wasserlöslichkeit
9.345g/L at 24℃
Merck 
14,3824
JECFA Number
1481
LogP
2.9 at 25℃
CAS Datenbank
4940-11-8(CAS DataBase Reference)
NIST chemische Informationen
4H-pyran-4-one, 2-ethyl-3-hydroxy-(4940-11-8)
EPA chemische Informationen
4H-Pyran-4-one, 2-ethyl-3-hydroxy- (4940-11-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22
S-Sätze: 36
WGK Germany  3
RTECS-Nr. UQ0840000
HS Code  29329990
Toxizität LD50 orally in male mice, male rats, female rats, chicks (mg/kg): 780, 1150, 1200, 1270 (Gralla)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit

2-Ethyl-3-hydroxy-4H-pyran-4-on Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.

S-Sätze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

Ethyl maltol has a very sweet, fruit-like odor of immense tenacity and sweet, fruity taste with initial bitter-tart flavor; rapid loss of flavor per se. It is four to six times more potent than maltol.

Occurrence

Has apparently not been reported to occur in nature.

Verwenden

Ethyl Maltol is a flavoring agent that is a white, crystalline powder. it has a unique odor and a sweet taste that resembles fruit. the melt- ing point is 90°c. it is sparingly soluble in water and propylene gly- col and soluble in alcohol and chloroform. it is obtained by chemical synthesis.

Vorbereitung Methode

Unlike maltol, ethyl maltol does not occur naturally. It may be prepared by treating a-ethylfurfuryl alcohol with a halogen to produce 4-halo-6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which is converted to ethyl maltol by hydrolysis.

synthetische

Several syntheses have been developed for its preparation. In a one-pot process, for example, ??-ethylfurfuryl alcohol is treated with halogen to give 4-halo- 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one, which need not be isolated and can be converted to ethylmaltol by aqueous hydrolysis.

Allgemeine Beschreibung

Ethyl maltol is a synthetic homologue of maltol, often found as flavor enhancers and it contributes to the fragrance of commercials products such as cereals, breads, malt beverages, coffee, soybeans and chocolate milk.

Pharmazeutische Anwendungen

Ethyl maltol is used in pharmaceutical formulations and food products as a flavoring agent or flavor enhancer in applications similar to maltol. It has a flavor and odor 4–6 times as intense asmaltol. Ethyl maltol is used in oral syrups at concentrations of about 0.004% w/v and also at low levels in perfumery.

Sicherheitsprofil

Moderately toxic by ingestion and subcutaneous routes. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

Sicherheit(Safety)

In animal feeding studies, ethyl maltol has been shown to be well tolerated with no adverse toxic, reproductive, or embryogenic effects. It has been reported that while the acute toxicity of ethyl maltol, in animal studies, is slightly greater than maltol, with repeated dosing the opposite is true. The WHO has set an acceptable daily intake for ethyl maltol at up to 2 mg/kg bodyweight.
LD50 (chicken, oral): 1.27 g/kg
LD50 (rat, oral): 1.15 g/kg
LD50 (mouse, oral): 0.78 g/kg
LD50 (mouse, SC): 0.91 g/kg

Stoffwechsel

When orally administered, ethyl maltol was rapidly and extensively absorbed. Elimination was also extensive and rapid, involving conjugation as the glucuronide and ethereal sulphate, and excretion in the urine to the extent of 65-70% within 24 hr. Rate studies after iv dosage indicated that the bulk (86%) of the recovered conjugates was excreted within 6 hr (Rennhard, 1971).

Lager

Solutions may be stored in glass or plastic containers. The bulk material should be stored in a well-closed container, protected from light, in a cool, dry place.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral syrup).

2-Ethyl-3-hydroxy-4H-pyran-4-on Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Ethyl-3-hydroxy-4H-pyran-4-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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4940-11-8(2-Ethyl-3-hydroxy-4H-pyran-4-on)Verwandte Suche:


  • Ethylmaltol (Subject To Patent Free)
  • 3-Hydroxy-2-ethyl-4-pyrone,ethyl maltol
  • ETHYL MALTOL 99+% FCC
  • ETHYLMALTOL FCCIV
  • PYRAN-4-ONE,3-HYDROXY-2-METHYL-,2-ETHYLESTER
  • 2-Ethyl-3-hydroxy-4H-pyran-4-one, Ethyl maltol
  • 3-hydrox~2-ethyl-4-pyrone
  • ethyl mantol
  • Ethyl maltol,2-Ethyl-3-hydroxy-4H-pyran-4-one, Ethyl maltol
  • Ethyl Maltol (1 g)
  • Ethyl Maltol (1 g) (FCC)
  • 3-Hydroxy-2-ethyl-4H-pyran-4-one
  • 2-ethyl-3-hydroxy-pyran-4-one
  • 2-ethyl-3-hydroxypyran-4-one
  • ethyl palatone
  • 2-Ethyl-3-hydroxy-4H-pyran-4-one 2-Ethyl-3-hydroxy-4-pyrone
  • 2-ethyl-3-hydroxy-4h-pyran-4-on
  • 2-ethylpyromeconicacid
  • 4H-Pyran-4-one,2-ethyl-3-hydroxy-
  • veltolplus
  • ETHYL MALTOL
  • Ethyl maltol (2-Ethyl-3-hydroxy-4H-pyran-4-one)
  • 2-ethyl-3-hydroxy-4-pyranone
  • yijimaiyafen
  • Ethyl maltol, 99%, for synthesis
  • Ethyl maltol Solution in Methanol, 1000μg/mL
  • Ethyl maltol solution inMethanol,100μg/mL
  • ETHYL MALTOL /CAS:4940-11-8
  • ETHYL HYDROXYPYRONE
  • Ethyl maltol, ≥99%
  • 6-ETHYL-3-HYDROXY-2-METHYL-4H-PYRAN-4-ONE
  • 3-HYDROXY-2-ETHYL-4-PYRONE
  • FEMA 3487
  • 2-ETHYL-3-HYDROXY-4H-PYRAN-4-ONE
  • 2-ETHYL-3-HYDROXY-4-PYRONE
  • Poly(ethylene glycol) Standard (Mw 10,000)
  • Ethyl Maltol in Methanol
  • C14734400 Maltol-ethyl
  • 4940-11-8
  • 4940-11-08
  • 1110-65-1
  • 8002-43-6
  • Building Blocks
  • Pyrans
  • Heterocyclic Building Blocks
  • Food Additives
  • Food & Flavor Additives
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Pyrans
  • Food and Feed Additive
  • Food & Feed ADDITIVES
  • 4940-11-8
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