| Identification | More | [Name]
Ethyl gallate | [CAS]
831-61-8 | [Synonyms]
3,4,5-TRIHYDROXYBENZOIC ACID ETHYL ESTER
ETHYL 3,4,5-TRIHYDROXYBENZOATE
ETHYL GALLATE
GALLIC ACID ETHYL ESTER
RARECHEM AL BI 0070
3,4,5-trihydroxy-benzoicaciethylester
Benzoic acid, 3,4,5-trihydroxy-, ethyl ester
Ethylester kyseliny gallove
ethylesterkyselinygallove
Nipa No. 48
nipa48
Nipagallin A
nipagallina
Phyllemblin
Progallin A
progallina
ETHYL GALLATE(ETHYL 3,4,5-TRIHYDROXYBENZOATE)
N-ETHYLGALLATE
Ethyl gallate,
Gallic acid ethyl ester
3,4,5-Trihydroxybenzoic acid ethyl | [EINECS(EC#)]
212-608-5 | [Molecular Formula]
C9H10O5 | [MDL Number]
MFCD00016430 | [Molecular Weight]
198.17 | [MOL File]
831-61-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white to slightly beige fine powder | [Melting point ]
149-153 °C
| [Boiling point ]
255.48°C (rough estimate) | [density ]
1.2539 (rough estimate) | [refractive index ]
1.4570 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
DMSO (Slightly), Methanol (Very Slightly) | [form ]
Fine Powder | [pka]
8.04±0.23(Predicted) | [color ]
White to slightly beige | [Water Solubility ]
soluble | [BRN ]
2116014 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING | [InChI]
1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3 | [InChIKey]
VFPFQHQNJCMNBZ-UHFFFAOYSA-N | [SMILES]
CCOC(=O)c1cc(O)c(O)c(O)c1 | [LogP]
1.300 | [Uses]
Antioxidant. | [CAS DataBase Reference]
831-61-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Gallic acid, ethyl ester(831-61-8) | [EPA Substance Registry System]
831-61-8(EPA Substance) |
| Hazard Information | Back Directory | [Description]
Ethyl gallate is a food additive with E number E313. It is the ethyl ester of gallic acid. Ethyl gallate is added to food as an antioxidant.
Though found naturally in a variety of plant sources including walnuts
Terminalia myriocarpa or chebulic myrobolan (Terminalia chebula).
Ethyl gallate is produced from gallic acid and ethanol. It can be found in wine. | [Chemical Properties]
white to slightly beige fine powder | [Definition]
ChEBI: A gallate ester obtained by the formal condensation of gallic acid with ethanol. | [General Description]
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | [Synthesis]
1. 100 g of gallic acid and 150 g of ethanol were added to the reactor. 2. 35 g of bromine-modified sulfonic acid resin (prepared as in Example 2) was added. 3. The reaction mixture was heated to 80°C for 5 hours. 4. After completion of the reaction, the filtrate and the bromine-modified sulfonic acid resin were separated by filtration. 5. The filtrate was distilled to remove excess ethanol to obtain the crude product. 6. The crude product was recrystallized using deionized water. 7. The recrystallized product was dehydrated and dried. 8. Ethyl gallate was obtained in 98% yield and 99% purity. 9. The crude product was recrystallized using deionized water. 7. The recrystallized product was dehydrated and dried. 8. Ethyl gallate was obtained with a yield of 98% and a purity of 99.9%. 9. | [storage]
Store at -20°C | [Purification Methods]
Recrystallise the gallate from 1,2-dichloroethane, UV: max (neutral species) 275nm ( 10 000), (anion) 235nm ( 10 300), 279nm ( 11 400) and 324nm ( 8 500) [Campbell & Coppinger J Am Chem Soc 73 2708 1951]. [Beilstein 10 IV 2002.] | [References]
[1] Patent: CN105294433, 2016, A. Location in patent: Paragraph 0026
[2] Asian Journal of Chemistry, 2015, vol. 27, # 4, p. 1351 - 1354
[3] New Journal of Chemistry, 2018, vol. 42, # 20, p. 16999 - 17008
[4] ChemPhysChem, 2016, p. 2225 - 2237
[5] Tetrahedron, 2009, vol. 65, # 40, p. 8354 - 8361 |
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