3-Ethoxy-4-hydroxybenzaldehyd

Ethyl vanillin Struktur
121-32-4
CAS-Nr.
121-32-4
Bezeichnung:
3-Ethoxy-4-hydroxybenzaldehyd
Englisch Name:
Ethyl vanillin
Synonyma:
3-ETHOXY-4-HYDROXYBENZALDEHYDE;Rhodiarome;ETHYL VANILIN;Vanirom;FEMA 2464;FEMA 3107;BOURBONAL;ethvlvanillin;ethyl-vanilli;3-Ethoxy-4-hydroxybenzaldehyd
CBNumber:
CB7852934
Summenformel:
C9H10O3
Molgewicht:
166.17
MOL-Datei:
121-32-4.mol

3-Ethoxy-4-hydroxybenzaldehyd Eigenschaften

Schmelzpunkt:
74-77 °C (lit.)
Siedepunkt:
285°C
Dichte
1.1097 (rough estimate)
Dampfdruck
<0.01 mm Hg ( 25 °C)
Brechungsindex
1.4500 (estimate)
FEMA 
2464 | ETHYL VANILLIN
Flammpunkt:
127°C
storage temp. 
Store below +30°C.
Löslichkeit
2.82g/l
Aggregatzustand
Fine Crystalline Powder
pka
7.91±0.18(Predicted)
Farbe
White to off-white
Geruch (Odor)
at 10.00 % in dipropylene glycol. sweet creamy vanilla caramel
Geruchsart
vanilla
Wasserlöslichkeit
slightly soluble
Sensitive 
Light Sensitive
Merck 
14,3859
JECFA Number
893
BRN 
1073761
Stabilität:
Hygroscopic
LogP
1.58 at 25℃
CAS Datenbank
121-32-4(CAS DataBase Reference)
NIST chemische Informationen
3-Ethoxy-4-hydroxybenzadehyde(121-32-4)
EPA chemische Informationen
Ethyl vanillin (121-32-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 22-36/37/38
S-Sätze: 26-36
WGK Germany  1
RTECS-Nr. CU6125000
Hazard Note  Harmful/Irritant/Light Sensitive
TSCA  Yes
HS Code  29124200
Giftige Stoffe Daten 121-32-4(Hazardous Substances Data)
Toxizität LD50 orally in rats: >2000 mg/kg, P. M. Jenner et al., Food Cosmet. Toxicol. 2, 327 (1964)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
Sicherheit
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

3-Ethoxy-4-hydroxybenzaldehyd Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
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.

Chemische Eigenschaften

Ethyl vanillin has an intense vanilla odor and sweet taste. The flavoring power is two to four times stronger than vanillin. Ethyl vanillin has been used in food since the 1930s; it enhances fruity and chocolate odor impression. Its addition is self-limiting, as too high a level may impart an unpleasant flavor in the product; the product is not stable. In contact with iron or alkali, it exhibits a red color and loses its flavoring power.

Occurrence

Not reported found in nature; it can be distinguished from vanillin because of the yellow color developed in the presence of concentrated H2SO4.

Verwenden

Ethyl Vanillin is a flavoring agent that is a synthetic vanilla flavor with approximately three and one-half times the flavoring power of vanillin. it has a solubility of 1 g in 100 ml of water at 50°c. it is used in ice cream, beverages, and baked goods.

Definition

ChEBI: A member of the class of benzaldehydes that is vanillin in which the methoxy group is replaced by an ethoxy group.

synthetische

From safrole by isomerization to isosafrole and subsequent oxidation to piperonal; the methylene linkage is then broken by heating piperonal in an alcoholic solution of KOH; finally the resulting protocatechualdehyde is reacted with ethyl alcohol. From guaethol by condensation with chloral to yield 3-ethoxy-4-hydroxyphenyl trichloromethyl carbinol; this is then boiled with an alcoholic solution of KOH or NaOH, acidified, and extracted with chloroform to yield ethyl vanillin.

Vorbereitung Methode

Unlike vanillin, ethyl vanillin does not occur naturally. It may be prepared synthetically by the same methods as vanillin, using guethol instead of guaiacol as a starting material; see Vanillin.

Allgemeine Beschreibung

Colorless crystals. More intense vanilla odor and taste than vanillin.

Air & Water Reaktionen

Slightly water soluble .

Reaktivität anzeigen

Protect from light. 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.

Health Hazard

ACUTE/CHRONIC HAZARDS: Toxic. May cause irritation on contact.

Brandgefahr

Combustible

Pharmazeutische Anwendungen

Ethyl vanillin is used as an alternative to vanillin, i.e. as a flavoring agent in foods, beverages, confectionery, and pharmaceuticals. It is also used in perfumery.
Ethyl vanillin possesses a flavor and odor approximately three times as intense as vanillin; hence the quantity of material necessary to produce an equivalent vanilla flavor may be reduced, causing less discoloration to a formulation and potential savings in material costs. However, exceeding certain concentration limits may impart an unpleasant, slightly bitter taste to a product due to the intensity of the ethyl vanillin flavor.

Sicherheitsprofil

Moderately toxic by ingestion, intraperitoneal, subcutaneous, and intravenous routes. A human skin irritant. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES and ETHERS.

Sicherheit(Safety)

Ethyl vanillin is generally regarded as an essentially nontoxic and nonirritant material. However, cross-sensitization with other structurally similar molecules may occur.
The WHO has allocated an acceptable daily intake for ethyl vanillin of up to 3 mg/kg body-weight.
LD50 (guinea pig, IP): 1.14 g/kg
LD50 (mouse, IP): 0.75 g/kg
LD50 (rabbit, oral): 3 g/kg
LD50 (rabbit, SC): 2.5 g/kg
LD50 (rat, oral): 1.59 g/kg
LD50 (rat, SC): 3.5–4.0 g/kg

Lager

Store in a well-closed container, protected from light, in a cool, dry place. See Vanillin for further information.

Inkompatibilitäten

Ethyl vanillin is unstable in contact with iron or steel, forming a redcolored, flavorless compound. In aqueous media with neomycin sulfate or succinylsulfathiazole, tablets of ethyl vanillin produced a yellow color. See Vanillin for other potential incompatibilities.

Regulatory Status

GRAS listed. Included in the FDA Inactive Ingredients Database (oral capsules, suspensions, and syrups). Included in nonparenteral medicines licensed in the UK.

3-Ethoxy-4-hydroxybenzaldehyd Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


3-Ethoxy-4-hydroxybenzaldehyd Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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121-32-4(3-Ethoxy-4-hydroxybenzaldehyd)Verwandte Suche:


  • 3-ethoxy-
  • 3-ethoxy-4-hydroxy-benzaldehyd
  • 4-Hydroxy-3-ethoxybenzaldehyde
  • Benzaldehyde, 3-ethoxy-4-hydroxy-
  • Benzaldehyde,3-ethoxy-4-hydroxy-
  • Ethavan
  • Ethyl protocatechualdehyde
  • AKOS BBS-00003203
  • AKOS B004185
  • ETHYLPROTAL
  • Ethyl protocatechualdehyde 3-ethyl ether
  • ETHYL PROTOCATECHUIC ALDEHYDE
  • ETHYL VANILLIN
  • ETHYL VANILLIN, JAPANESE
  • ETHOVAN
  • LABOTEST-BB LT00927158
  • TIMTEC-BB SBB008268
  • VANILLAL
  • PROTOCATECHUALDEHYDE 3-ETHYL ETHER
  • protocatechualdehyde ethyl ether
  • ETHYL VANILLIN (RHODIAROME)
  • ETHYL VANILLIN 98+% FCC
  • ETHYLVANILLIN(SECONDARY STANDARD)
  • ETHYLVANILLINE
  • ETHYLVANILLIN,NF
  • ethyl pyrocatechuric aldehyde
  • 3-ETHOXY-4-HYDROXYBENZALDEHYDE / ETHYL VANILLIN
  • ETHYLVANILLIN WITH GC
  • ETHYL VANILLIN extrapure
  • burbonal
  • 3-Ethoxy-4-hydroxybenzaldehyde,97%
  • Ethylvanillin, synthesis grade
  • Ethyl vanillin(FCC4)
  • Ethyl Vanillin (200 mg)
  • 3-Ethoxy-4-Hydroxybenzaldehyde,(S)
  • 3-Ethoxy-4-hydroxybenzaldehyde, 97% 100GR
  • 3-Ethoxy-4-hydroxybenzaldehyde, 97% 5GR
  • Protocatechuic aldehyde 3-ethyl ether
  • protocatechuicaldehydeethylether
  • Quantrovanil
  • Vanbeenol
  • Vanilal
  • Vanillin, ethyl-
  • vanirome
  • ETHYLVANILLIN(SH)
  • 2-Ethoxy-4-formylphenol, Ethyl vanillin
  • 3-Ethoxy-4-hydroxybenzaldehyde ReagentPlus(R), 99%
  • NSC 1803
  • NSC 67240
  • 3-Ethoxy-4-hydroxybenzaldehyde Vetec(TM) reagent grade, 99%
  • Ethyl Vanillin (3-Ethoxy-4-Hydroxy-Benzaldehyde)
  • 3-Ethoxy-4-hydroxybenzaldehyde>
  • EthylVanillinSolution,1000mg/l,4x1ml
  • EthylVanillinSolution,1000mg/l
  • 3-Ethoxy-4-hydroxybenzaldehye
  • *EthylVanillinSolution,5000mg/l,20x1ml
  • Ethoxy hydroxybenzaldehyde
  • 3-ETHOXY-4-HYDROXYBENZALDEHYDE FOR SYNTH
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