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Propyl-3,4,5-trihydroxybenzoat

Propyl gallate Struktur
121-79-9
CAS-Nr.
121-79-9
Bezeichnung:
Propyl-3,4,5-trihydroxybenzoat
Englisch Name:
Propyl gallate
Synonyma:
N-PROPYL GALLATE;Propyl Gallate BP;GALLIC ACID N-PROPYL ESTER;Nipa 49;Propyl gallat;proply gallate;Propyl galiate;GALLIC ACID PROPYL ESTER;Gallic acid propyl ester , PG;Propyl 3,4,5-trihydroxybenzoate
CBNumber:
CB1465703
Summenformel:
C10H12O5
Molgewicht:
212.2
MOL-Datei:
121-79-9.mol

Propyl-3,4,5-trihydroxybenzoat Eigenschaften

Schmelzpunkt:
146-149 °C(lit.)
Siedepunkt:
312.03°C (rough estimate)
Dichte
1.210
Dampfdruck
0Pa at 20℃
Brechungsindex
1.5140 (estimate)
FEMA 
2947 | PROPYL GALLATE
Flammpunkt:
187℃
storage temp. 
Store below +30°C.
L?slichkeit
ethanol: 50 mg/mL
Aggregatzustand
powder
pka
8.11(at 25℃)
Farbe
White to light beige
Geruch (Odor)
bland
Wasserl?slichkeit
0.35 g/100 mL (25 ºC)
Merck 
14,7859
BRN 
1877976
InChIKey
ZTHYODDOHIVTJV-UHFFFAOYSA-N
LogP
1.8
CAS Datenbank
121-79-9(CAS DataBase Reference)
NIST chemische Informationen
Benzoic acid, 3,4,5-trihydroxy-, propyl ester(121-79-9)
EPA chemische Informationen
Propyl gallate (121-79-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 22-43-36/37/38
S-S?tze: 24-37-36-26
WGK Germany  2
RTECS-Nr. LW8400000
TSCA  Yes
HS Code  29182950
Giftige Stoffe Daten 121-79-9(Hazardous Substances Data)
Toxizit?t LD50 in mice, rats, hamsters, rabbits (g/kg): 1.70-3.50, 2.1-7, 2.48, 2.75 orally; LD50 i.p. in rats: 0.38 g/kg (J. Am. Coll. Toxicol.)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H318 Verursacht schwere Augensch?den. Schwere Augensch?digung Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P280, P305+P351+P338, P310
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, 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 M?glichkeit entfernen. Weiter spülen.

Propyl-3,4,5-trihydroxybenzoat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R43:Sensibilisierung durch Hautkontakt m?glich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S24:Berührung mit der Haut vermeiden.
S37:Geeignete Schutzhandschuhe tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

Propyl gallate is an antioxidant with antimicrobial activity. It is hepatoprotective in vitro and in vivo, preventing CCl4 induced lipoperoxidation and reduction in polysomes in rat liver. Propyl gallate (100 mg/kg, i.p.) increases expression of HIF-1α, EPO, and VEGF mRNA levels and the number of normal neurons in rat brains after 8 minutes of forebrain ischemia. Propyl gallate in combination with potassium sorbate is bactericidal and bacteriostatic against S. aureus strains known to produce enterotoxins in food. Propyl gallate is commonly added to foods to prevent autoxidation and microbial growth.

Verwenden

Propyl Gallate is a known inhibitor of Tyrosinase, a polyphenol oxidase, which is an important enzyme in pigment biosynthesis in various organisms. It has also recently been seen to boost biodiesel li pid biosynthesis in cultures.

synthetische

Produced commercially by the esterification of gallic acid with propyl alcohol followed by distillation to remove the excess alcohol.

Allgemeine Beschreibung

Fine white to creamy-white crystalline powder. Odorless or with a faint odor. Melting point 150°C. Insoluble in water. Slightly bitter taste.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Propyl gallate can react with oxidizing agents. Incompatible with strong acids, strong bases and strong reducing agents. Darkens in the presence of iron and iron salts. Contact with metals should be avoided .

Hazard

Use in foods restricted to 0.02% of fat con- tent.

Brandgefahr

Propyl gallate is combustible.

Kontakt-Allergie

This gallate ester (E 311) is an antioxidant frequently used in the food, cosmetic, and pharmaceutical industries to prevent the oxidation of unsaturated fatty acids into rancid-smelling compounds. It causes cosmetic dermatitis mainly from lipsticks and induced contact dermatitis in a baker, and in a female confectioner, primarily sensitized by her night cream, who fried doughnuts the margarine probably containing gallates.

Toxikologie

Propyl gallate (n-propyl-3,4,5-trihydroxybenzoate) is used in vegetable oils and butter. When 1.2 or 2.3% propyl gallate was added to feed for rats, loss of weight was observed. This may be due to the rats reluctance to eat food that was contaminated with the bitter taste of propyl gallate. When it was given for 10 to 16 months at the 2 to 3% level, 40% of the rats died within the first month and the remainder showed severe growth inhibition. Autopsies of rats indicated kidney damage resulting from the ingestion of propyl gallate. However, no other animal studies show serious problems and further studies indicated that propyl gallate does not cause serious chronic toxicities.

Sicherheitsprofil

Poison by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes.

Sicherheit(Safety)

Propyl Gallate currently is used as an antioxidant in a reported 167 cosmetic products at maximum concentrations of 0.1%. Propyl Gallate is a generally recognized as safe (GRAS) antioxidant to protect fats, oils, and fat-containing food from rancidity that results from the formation of peroxides.

l?uterung methode

Crystallise the ester from aqueous EtOH or *C6H6 (m 146-146.5o). [Beilstein 10 III 2078, 10 IV 2003.]

Propyl-3,4,5-trihydroxybenzoat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Propyl-3,4,5-trihydroxybenzoat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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