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Ethyl gallate

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Name

Ethyl gallate

EINECS 212-608-5
CAS No. 831-61-8 Density 1.424 g/cm3
PSA 86.99000 LogP 0.98010
Solubility soluble in water Melting Point 149-153 °C
Formula C9H10O5 Boiling Point 447.3 °C at 760 mmHg
Molecular Weight 198.175 Flash Point 185 °C
Transport Information N/A Appearance white to slightly beige fine powder
Safety 22-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 831-61-8 (Ethyl gallate) Hazard Symbols N/A
Synonyms

3,4,5-Trihydroxybenzoic acid ethyl ester;Ethyl 3,4,5-trihydroxybenzoate;Gallic acid ethyl ester;

Article Data 55

Ethyl gallate Synthetic route

64-17-5

ethanol

149-91-7

3,4,5-trihydroxybenzoic acid

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With brominated modified sulfonic acid resin at 80℃; for 5h; Reagent/catalyst;98%
With toluene-4-sulfonic acid at 88℃; under 9308.91 Torr; for 0.133333h; Temperature; Wavelength; Time; Sealed tube; Microwave irradiation;96%
With sulfuric acid at 70℃;95%
100079-21-8

ethyl 3,4,5-tribenzyloxybenzoate

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; atmospheric pressure;89%
64-67-5

diethyl sulfate

149-91-7

3,4,5-trihydroxybenzoic acid

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 40℃; for 0.583333h;82%
73607-60-0

ethyl 3,4,5-triacetoxybenzoate

A

831-61-8

Ethyl gallate

B

3,5-Diacetoxy-4-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With porcine pancreatic lipase In tetrahydrofuran; butan-1-ol at 28 - 30℃; for 120h;A 34%
B n/a

arsenic acid tris-(5-ethoxycarbonyl-2,3-dihydroxy-phenyl ester)

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With hydrogen sulfide
123-31-9

hydroquinone

C9H9O5

A

3225-30-7

hydroquinone radical

B

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With potassium hydroxide In water Equilibrium constant; Irradiation;
64-17-5

ethanol

1486-48-2

3,4,5-tribenzyloxybenzoic acid

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With Acetyl bromide for 24h; Heating; Yield given;
tannin

tannin

831-61-8

Ethyl gallate

Conditions
ConditionsYield
With hydrogenchloride; ethanol
7664-93-9

sulfuric acid

arsenic acid tris-(5-ethoxycarbonyl-2,3-dihydroxy-phenyl ester)

7783-06-4

hydrogen sulfide

831-61-8

Ethyl gallate

3,4,5-tris-methoxycarbonyloxy-benzoic acid ethyl ester

aqueous-alcoholic NaOH-solution

aqueous-alcoholic NaOH-solution

831-61-8

Ethyl gallate

Ethyl gallate Consensus Reports

Reported in EPA TSCA Inventory.

Ethyl gallate Specification

The Ethyl gallate, with the CAS registry number 831-61-8 and EINECS registry number 212-608-5, has the systematic name of ethyl 3,4,5-trihydroxybenzoate. And the molecular formula of this chemical is C9H10O5. It is a kind of white to slightly beige fine powder, and belongs to the following product categories: Aromatic Esters; C8 to C9; Carbonyl Compounds; Esters. In addition, while dealing with this chemical, you should avoid contacting with skin and eyes.

The Ethyl gallate is the ethyl ester of gallic acid, and can be found naturally in a varies of plant sources including walnuts. And it is always added to fool as an antioxident. What's more, it is also used as food supplement and medical intermediate.

The physical properties of Ethyl gallate are as following: (1)ACD/LogP: 2.07; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.07; (4)ACD/LogD (pH 7.4): 1.95; (5)ACD/BCF (pH 5.5): 21.89; (6)ACD/BCF (pH 7.4): 16.81; (7)ACD/KOC (pH 5.5): 316.53; (8)ACD/KOC (pH 7.4): 243.17; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 53.99 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 48.3 cm3; (15)Molar Volume: 139.1 cm3; (16)Polarizability: 19.14×10-24cm3; (17)Surface Tension: 66.2 dyne/cm; (18)Density: 1.424 g/cm3; (19)Flash Point: 185 °C; (20)Enthalpy of Vaporization: 73.27 kJ/mol; (21)Boiling Point: 447.3 °C at 760 mmHg; (22)Vapour Pressure: 1.29E-08 mmHg at 25°C.

Uses of Ethyl gallate: It can react with dichloro-diphenyl-methane to produce 7-hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid ethyl ester. This reaction will need reagent pyridine, and the solvent acetone. The reaction time is 16 hours, and the yield is about 61%.  

Ethyl gallate can react with dichloro-diphenyl-methane to produce 7-hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid ethyl ester

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)c1cc(O)c(O)c(O)c1
(2)InChI: InChI=1/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
(3)InChIKey: VFPFQHQNJCMNBZ-UHFFFAOYAR

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 5810mg/kg (5810mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 668, 1986.

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