Propyl gallate
- 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
- MDL Number:
- MFCD00002196
- MOL File:
- 121-79-9.mol
- MSDS File:
- SDS
| 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 |
| FDA 21 CFR | 184.1660; 582.3660; 172.615; 175.125; 175.300; 181.24 |
| Substances Added to Food (formerly EAFUS) | PROPYL GALLATE |
| SCOGS (Select Committee on GRAS Substances) | Propyl Gallate |
| CAS DataBase Reference | 121-79-9(CAS DataBase Reference) |
| EWG's Food Scores | 3 |
| FDA UNII | 8D4SNN7V92 |
| 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 |
|
Propyl gallate price More Price(42)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | W294705 | Propyl gallate ≥98%, FCC | 121-79-9 | 1kg | $166 | 2024-03-01 | Buy |
| Sigma-Aldrich | W294705 | Propyl gallate ≥98%, FCC | 121-79-9 | 10Kg | $995 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.20599 | Propyl 3,4,5-trihydroxybenzoate for synthesis | 121-79-9 | 100g | $78.5 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.20599 | Propyl 3,4,5-trihydroxybenzoate for synthesis | 121-79-9 | 500g | $163 | 2024-03-01 | Buy |
| Sigma-Aldrich | 48710 | Propyl gallate antioxidant, ≥98.0% (HPLC) | 121-79-9 | 100g | $77.4 | 2024-03-01 | Buy |
Propyl gallate Chemical Properties,Uses,Production
Description
Propyl gallate (also known as propyl 3, 4, 5-trihydroxybenoate) is a kind of ester formed through the condensation of gallic acid and propanol. It appears as a fine white to creamy-white crystalline powder. It has long been used as a kind of antioxidants to be supplied to foods especially animal fats and vegetable oil, being especially effective with polyunsaturated fats. Propyl gallate, as an anti-oxidant, can protect the food and oils from the attack of hydrogen peroxide and oxygen free radicals, having an effect similar to the superoxide dismutase. It can also be applied to ethers, emulsion, waxes, and transformer oil as the antioxidants.
References
https://pubchem.ncbi.nlm.nih.gov/compound/propyl_gallate#section=Top
https://en.wikipedia.org/wiki/Propyl_gallate
http://www.hmdb.ca/metabolites/HMDB33835
Description
It caused contact dermatitis in a baker and in a female confectioner who fried doughnuts, primarily sensitized by her night cream; the margarine probably contained gallates.
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.
Chemical Properties
white to light beige crystalline powder
Chemical Properties
Propyl gallate is an odorless powder having a slightly bitter taste. It functions particularly well in stabilizing animal fats and vegetable oils. With a melting point of 148°C, propyl gallate loses its effectiveness during heat processing and is therefore not suitable in frying applications that involve temperatures exceeding 190°C. Propyl gallate chelates iron ions and forms an unappealing, blue–black complex. Hence, it is always used with chelators such as citric acid to eliminate the pro-oxidative iron and copper catalysts. Good synergism is obtained with BHA and BHT; however, application with TBHQ is not permitted. For additional details, refer to Burdock (1997).
Uses
Propyl Gallate is an antioxidant that is the n-propylester of 3,4,5-tri- hydroxybenzoic acid. natural occurrence of propyl gallate has not been reported. it is commercially prepared by esterification of gallic acid with propyl alcohol followed by distillation to remove excess alcohol.
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.
Uses
Antioxidant for cosmetics, foods, fats, oils, ethers, emulsions, waxes, transformer oils.
Uses
propyl gallate is an anti-oxidant with preservative properties.
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.
Preparation
Produced commercially by the esterification of gallic acid with propyl alcohol followed by distillation to remove the excess alcohol.
Definition
ChEBI: N-propyl gallate is a trihydroxybenzoic acid.
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.
Flammability and Explosibility
Not classified
Biochem/physiol Actions
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.
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.]
Propyl gallate Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Jiurui Biology Chemistry Co.,Ltd. | +86-0744-8561603 +8619974416182 | sales11@jiuruibiochem.com | China | 26 | 58 |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 +86-17331933971 | deasea125996@gmail.com | China | 2503 | 58 |
| Hebei Xinsheng New Material Technology Co., LTD. | +86-16632316109 | xinshengkeji@xsmaterial.com | China | 1100 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 16799 | 58 |
| airuikechemical co., ltd. | +undefined86-15315557071 | sales05@airuikechemical.com | China | 994 | 58 |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 1351 | 58 |
| Hebei Shengyang Water Conservancy Engineering Co., Ltd. | +8615373025980 | clara@hbshengyang.com | China | 703 | 58 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21689 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9342 | 55 |
View Lastest Price from Propyl gallate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-05-13 | Propyl gallate
121-79-9
|
US $5.00 / kg | 1kg | ≥98% | 200mt/year | Jinan Finer Chemical Co., Ltd | |
 |
2024-05-10 | Propyl gallate
121-79-9
|
US $18.00-18.00 / kg | 1kg | 99.9 | 5000 | Hebei Shengyang Water Conservancy Engineering Co., Ltd. | |
 |
2024-05-08 | Propyl gallate
121-79-9
|
US $100.00 / kg | 1kg | 99% | 10 | Zibo Wei Bin Import & Export Trade Co. Ltd. |
-
- Propyl gallate
121-79-9
- US $5.00 / kg
- ≥98%
- Jinan Finer Chemical Co., Ltd
-
- Propyl gallate
121-79-9
- US $18.00-18.00 / kg
- 99.9
- Hebei Shengyang Water Conservancy Engineering Co., Ltd.
-
- Propyl gallate
121-79-9
- US $100.00 / kg
- 99%
- Zibo Wei Bin Import & Export Trade Co. Ltd.