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Propyl gallate

Propyl gallate Structure
CAS No.
121-79-9
Chemical Name:
Propyl gallate
Synonyms
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
Molecular Formula:
C10H12O5
Molecular Weight:
212.2
MOL File:
121-79-9.mol
MSDS File:
SDS
Modify Date:
2024/6/24 22:20:23

Propyl gallate Properties

Melting point 146-149 °C(lit.)
Boiling point 312.03°C (rough estimate)
Density 1.210
vapor pressure 0Pa at 20℃
refractive index 1.5140 (estimate)
FEMA 2947 | PROPYL GALLATE
Flash point 187℃
storage temp. Store below +30°C.
solubility ethanol: 50 mg/mL
form powder
pka 8.11(at 25℃)
color White to light beige
Odor bland
Water Solubility 0.35 g/100 mL (25 ºC)
Merck 14,7859
BRN 1877976
InChIKey ZTHYODDOHIVTJV-UHFFFAOYSA-N
LogP 1.8
CAS DataBase Reference 121-79-9(CAS DataBase Reference)
NIST Chemistry Reference Benzoic acid, 3,4,5-trihydroxy-, propyl ester(121-79-9)
EPA Substance Registry System Propyl gallate (121-79-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07,GHS09
Signal word  Danger
Hazard statements  H302-H317-H318-H410
Precautionary statements  P261-P273-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-43-36/37/38
Safety Statements  24-37-36-26
WGK Germany  2
RTECS  LW8400000
TSCA  Yes
HS Code  29182950
Toxicity 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.)
NFPA 704
0
2 0

Propyl gallate price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W294705 Propyl gallate ≥98%, FCC 121-79-9 1SAMPLE-K ₹5141.88 2022-06-14 Buy
Sigma-Aldrich(India) W294705 Propyl gallate ≥98%, FCC 121-79-9 1KG ₹17742.18 2022-06-14 Buy
Sigma-Aldrich(India) W294705 Propyl gallate ≥98%, FCC 121-79-9 10KG ₹104645.28 2022-06-14 Buy
Sigma-Aldrich(India) PHR1118 Propyl gallate Pharmaceutical Secondary Standard; Certified Reference Material 121-79-9 1G ₹8995.58 2022-06-14 Buy
Sigma-Aldrich(India) P3130 Propyl gallate powder 121-79-9 100G ₹3561.43 2022-06-14 Buy
Product number Packaging Price Buy
W294705 1SAMPLE-K ₹5141.88 Buy
W294705 1KG ₹17742.18 Buy
W294705 10KG ₹104645.28 Buy
PHR1118 1G ₹8995.58 Buy
P3130 100G ₹3561.43 Buy

Propyl gallate Chemical Properties,Uses,Production

Description

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.

Uses

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.

Preparation

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

Production Methods

The preparation process of propyl gallate incldues the following steps: under the action of toluene-p-sulfonic acid as catalyst making gallic acid and n-propyl alcohol produce reaction at high temp., reflux and dehydration for 4-7 hr., distilling to recover excess solvent, dissolving residue by adding water, cooling, centrifuging (or filtering) to obtain crude product, decolouring and drying to obtain finished product. Its product propyl gallate yield rate can be up to 98%, and its cost is low.

General Description

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 Reactions

Insoluble in water.

Reactivity Profile

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.

Fire Hazard

Propyl gallate is combustible.

Contact allergens

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.

Toxicology

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.

Safety Profile

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.

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.

Purification Methods

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

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