Product Name

  • Name

    Gallic acid

  • EINECS 205-749-9
  • CAS No. 149-91-7
  • Article Data187
  • CAS DataBase
  • Density 1.749 g/cm3
  • Solubility 12 g/L in cold water
  • Melting Point 252 °C (dec.)(lit.)
  • Formula C7H6O5
  • Boiling Point 501.1 °C at 760 mmHg
  • Molecular Weight 170.122
  • Flash Point 271 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 149-91-7 (Gallic acid)
  • Hazard Symbols IrritantXi
  • Synonyms Kyselina gallova [Czech];Gallate;Pyrogallol-5-carboxylic acid;Benzoic acid, 3,4,5-trihydroxy-;3,4,5-Trihydroxybenzoic acid;Kyselina 3,4,5-trihydroxybenzoova [Czech];3,4,5-Trihydroxybenzoate;Gallic acid, tech.;Benzoic acid,3,4,5-trihydroxy-;
  • PSA 97.99000
  • LogP 0.50160

Synthetic route

tannic acid

tannic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With water at 80℃; for 6h; Reagent/catalyst;96.99%
tannic acid

tannic acid

A

D-Glucose
2280-44-6

D-Glucose

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With water at 60℃; for 6h; Reagent/catalyst;A n/a
B 91.5%
Eudesmic acid
118-41-2

Eudesmic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With pyridinium hydrobromide perbromide In xylene for 1.5h; Heating;75%
With hydrogen iodide
(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

A

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With copper diacetate In water; acetic acid at 40℃; for 36h; Oxidation; aromatization;A 0.7%
B 62%
With copper diacetate; oxygen; zinc(II) oxide In acetic acid at 50℃; under 760.051 Torr; for 14h; Kinetics; Product distribution; Further Variations:; Reagents; Oxidation; aromatization;
propan-1-ol
71-23-8

propan-1-ol

methyl galloate
99-24-1

methyl galloate

A

Propyl gallate
121-79-9

Propyl gallate

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With tannase from Lactobacillus plantarum immobilised on glyoxyl-agarose at 25℃; pH=5; aq. acetate buffer; Enzymatic reaction;A 55%
B n/a
gallaldehyde
13677-79-7

gallaldehyde

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium bromate; hydrogenchloride; potassium bromide In water for 12h; Time;53%
glyceroltripalmitate
555-44-2

glyceroltripalmitate

Propyl gallate
121-79-9

Propyl gallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

3-((3',4',5'-trihydroxybenzoyl)oxy)propane-1,2-diyl dipalmitate

3-((3',4',5'-trihydroxybenzoyl)oxy)propane-1,2-diyl dipalmitate

Conditions
ConditionsYield
With recombinant lipase B from Candida antarctica, expressed in Aspergillus niger, and immobilized on a macroporous hydrophobic resin In neat (no solvent) at 70℃; for 120h; Catalytic behavior; Time; Enzymatic reaction;A n/a
B 33.02%
oolongtheanin 3'-O-gallate

oolongtheanin 3'-O-gallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

C36H24O16

C36H24O16

C

C36H26O16

C36H26O16

D

C43H32O21

C43H32O21

Conditions
ConditionsYield
With water at 60℃; for 4h;A 24.7%
B 3.3%
C 5.6%
D 5.6%
3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With sodium dihydrogenphosphate at 25℃; for 0.25h; pH=7; Glovebox;15%
Multi-step reaction with 2 steps
1: bromine
2: bei der Kalischmelze
View Scheme
(-)-3-dehydroshikimic acid
2922-42-1

(-)-3-dehydroshikimic acid

A

3,4-Dihydroxybenzoic acid
99-50-3

3,4-Dihydroxybenzoic acid

B

tricarallylic acid
99-14-9

tricarallylic acid

C

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

D

dihydrogallic acid
184105-29-1

dihydrogallic acid

E

2-hydroxyresorcinol
87-66-1

2-hydroxyresorcinol

Conditions
ConditionsYield
With air; Na1.5H1.5PO4 at 40℃; for 50h; Rate constant; Mechanism; other oxidant, var. time;A 12 % Spectr.
B 14 % Spectr.
C 13%
D n/a
E 3 % Spectr.
tetrachloromethane
56-23-5

tetrachloromethane

3,4,5-tris[(methoxycarbonyl)oxy]benzoic acid
222320-76-5

3,4,5-tris[(methoxycarbonyl)oxy]benzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
at 20℃;
5-methylpyrogallol
609-25-6

5-methylpyrogallol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide beim Schmelzen;
3,5-diiodo-4-hydroxybenzoic acid
618-76-8

3,5-diiodo-4-hydroxybenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide beim Schmelzen;
3,5-dihydroxy-4-bromobenzoic acid
16534-12-6

3,5-dihydroxy-4-bromobenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide beim Schmelzen;
3-bromo-4,5-dihydroxybenzoic acid
61203-46-1

3-bromo-4,5-dihydroxybenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide beim Schmelzen;
bei der Kalischmelze;
3,5-dibromo-4-hydroxybenzoic acid
3337-62-0

3,5-dibromo-4-hydroxybenzoic acid

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With barium dihydroxide; water at 175℃; im Kupferkessel;
With potassium hydroxide; copper(I) sulfate; water; copper(II) sulfate at 150℃;
myricetin
529-44-2

myricetin

A

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide at 130℃; for 1.5h;
durch Kalischmelze;
4-galloyloxy-benzoic acid
685876-41-9

4-galloyloxy-benzoic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

chebulic acid
84026-83-5

chebulic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

sanguiin H-3

sanguiin H-3

A

alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

C

tetramethylellagic acid
2080-25-3

tetramethylellagic acid

D

sanguisorbic acid dilactone heptamethyl ether
82203-12-1

sanguisorbic acid dilactone heptamethyl ether

Conditions
ConditionsYield
With sulfuric acid 1.) reflux, 7.5 h, 2.) ether, overnight; Yield given. Multistep reaction. Yields of byproduct given;
2,3-di-O-galloyl-D-4C1-glucopyranose
96691-90-6

2,3-di-O-galloyl-D-4C1-glucopyranose

A

D-glucose
50-99-7

D-glucose

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 3h;
With hydrogenchloride at 100℃; for 3h;
quercetin-3-O-(2”-galloyl)-β-D-galactopyranoside
53209-27-1, 69624-79-9

quercetin-3-O-(2”-galloyl)-β-D-galactopyranoside

A

Hyperoside
482-36-0

Hyperoside

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With tannase In water at 37℃; for 2h;
3,4,5-Trihydroxy-benzoic acid (2R,3S,4S,5R,6S)-6-(2,6-dihydroxy-4-hydroxymethyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester
67771-98-6

3,4,5-Trihydroxy-benzoic acid (2R,3S,4S,5R,6S)-6-(2,6-dihydroxy-4-hydroxymethyl-phenoxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

3,4,5-trihydroxybenzyl alcohol 4-O-β-D-glucopyranoside
64121-97-7

3,4,5-trihydroxybenzyl alcohol 4-O-β-D-glucopyranoside

Conditions
ConditionsYield
With tannase for 0.5h; Ambient temperature; incubation;A 29 mg
B 61 mg
2',5-di-O-galloyl-D-hamamelofuranose
99786-30-8, 102489-93-0, 102489-94-1

2',5-di-O-galloyl-D-hamamelofuranose

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

2-hydroxymethyl-D-ribose
469-33-0, 86420-47-5, 86420-48-6

2-hydroxymethyl-D-ribose

Conditions
ConditionsYield
With tannase In water at 37℃; for 1.5h; hydrolysis of other O-galloyl-D-hamameloses;
With tannase In water at 37℃; for 1.5h;A n/a
B 70 mg
methyl 3,5-dihydroxy-4-methoxybenzoate
24093-81-0

methyl 3,5-dihydroxy-4-methoxybenzoate

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Conditions
ConditionsYield
With hydrogen iodide; acetic anhydride at 145℃; for 0.5h;
(-)-shikimic acid 3-O-gallate
95719-51-0

(-)-shikimic acid 3-O-gallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

shikimic acid
138-59-0

shikimic acid

Conditions
ConditionsYield
tannase In water at 37℃; for 3h; Product distribution;A 40 mg
B 43 mg
11-O-(3',4',5'-trihydroxygalloyl)bergenin
82958-44-9

11-O-(3',4',5'-trihydroxygalloyl)bergenin

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

bergenin
477-90-7

bergenin

Conditions
ConditionsYield
With trifluoroacetic acid In water for 30h; Heating;
bergenin-4-O-gallate
82958-45-0

bergenin-4-O-gallate

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

bergenin
477-90-7

bergenin

Conditions
ConditionsYield
With trifluoroacetic acid In water for 30h; Heating;
euphorbin B-phenazine

euphorbin B-phenazine

A

1,3,4,6-tetra-O-galloyl-β-D-glucose
26922-99-6

1,3,4,6-tetra-O-galloyl-β-D-glucose

B

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

C

3,4,6-tri-O-galloyl-α/β-D-glucose

3,4,6-tri-O-galloyl-α/β-D-glucose

D

corilagin
23094-69-1

corilagin

Conditions
ConditionsYield
In water; acetone for 10h; Heating;A 4 mg
B 15 mg
C 4 mg
D 2 mg
carpinin B

carpinin B

A

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

B

carpinin D

carpinin D

Conditions
ConditionsYield
enzymatic hydrolysis with tannase;
methanol
67-56-1

methanol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

methyl galloate
99-24-1

methyl galloate

Conditions
ConditionsYield
With sulfuric acid for 6h; Heating;100%
With brominated modified sulfonic acid resin at 65℃; for 4h; Reagent/catalyst;99%
With sulfuric acid for 1.5h; Heating / reflux;97%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyldimethylsilyl 3,4,5-tri[(tert-butyldimethylsilyl)oxy]benzoate
185462-50-4

tert-butyldimethylsilyl 3,4,5-tri[(tert-butyldimethylsilyl)oxy]benzoate

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; silylation;98%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;91.9%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; Substitution;
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

3,4,5-trihydroxybenzoic-2,6-d2 acid

3,4,5-trihydroxybenzoic-2,6-d2 acid

Conditions
ConditionsYield
With water-d2; hydrogen chloride for 6h; Inert atmosphere; Reflux;99%
With Amberlyst 15; water-d2 at 90℃; for 24h; Substitution;
With nafion resin; water-d2 at 90℃; for 24h;
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

carboxymethyl-dodecyl-dimethyl-ammonium betaine
683-10-3

carboxymethyl-dodecyl-dimethyl-ammonium betaine

dodecyldimethylglycine gallate

dodecyldimethylglycine gallate

Conditions
ConditionsYield
In methanol at 25℃; for 1h;99%
propan-1-ol
71-23-8

propan-1-ol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Propyl gallate
121-79-9

Propyl gallate

Conditions
ConditionsYield
With brominated modified sulfonic acid resin at 100℃; for 5h;98%
With toluene-4-sulfonic acid at 107℃; under 9308.91 Torr; for 0.133333h; Temperature; Wavelength; Sealed tube; Microwave irradiation;94%
With cucurbit[6]uril-supported Keggin-type silicotungstic acid Q[6]-STA at 96.84℃; for 4h; Catalytic behavior; Time; Reagent/catalyst;94.7%
ethanol
64-17-5

ethanol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Ethyl gallate
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%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

2-hydroxyresorcinol
87-66-1

2-hydroxyresorcinol

Conditions
ConditionsYield
With cucumber juice at 30 - 35℃; for 48h; Inert atmosphere; Green chemistry;98%
With Citrobacter sp at 28℃; for 24h; enzymatic synthesis by bacterium in a mixed medium containing: 0.5percent maltose, 0.2percent (NH4)2HPO4, 0.1percent KH2PO4, 0.05percent KCl, 0.05percentMgSO4.7H2Oand 0.05percent yeast, pH=4.5;97.4%
With Cocos nucifera juice at 20℃; for 48h; Inert atmosphere;96%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

hexan-1-ol
111-27-3

hexan-1-ol

n-hexyl gallate
1087-26-9

n-hexyl gallate

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 0.833333h; Microwave irradiation;98%
With brominated hydrophobically modified sulfonic acid resin at 150℃; for 10h;92%
Stage #1: 3,4,5-trihydroxybenzoic acid; hexan-1-ol With diisopropyl-carbodiimide In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: With dmap In tetrahydrofuran at 20℃; for 24h;
72%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

sodium gallate

sodium gallate

Conditions
ConditionsYield
With sodium carbonate In methanol at 20℃; Schlenk technique; Inert atmosphere;98%
With sodium ethoxide In ethanol Inert atmosphere; Reflux;
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

gallic acid persulfate

gallic acid persulfate

Conditions
ConditionsYield
With triethylamine sulfur trioxide; triethylamine In N,N-dimethyl-formamide at 86℃; for 1h; Microwave irradiation; Green chemistry;98%
1-octadecanol
112-92-5

1-octadecanol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

octadecyl 3,4,5-trihydroxybenzoate
10361-12-3

octadecyl 3,4,5-trihydroxybenzoate

Conditions
ConditionsYield
With cation exchange resin 731 In ethyl acetate at 80 - 85℃; Dean-Stark;97.2%
With toluene-4-sulfonic acid In 1,4-dioxane at 160℃;73%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 10h;61%
With naphthalene-2-sulfonate; methoxybenzene; nitrobenzene unter Entfernen des entstehenden Wassers;
With toluene-4-sulfonic acid In toluene at 125℃; for 4h; Temperature;
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

butan-1-ol
71-36-3

butan-1-ol

n-butyl gallate
1083-41-6

n-butyl gallate

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 0.833333h; Microwave irradiation;97%
With brominated modified sulfonic acid resin at 120℃; for 5h;96%
With toluene-4-sulfonic acid at 128℃; under 9308.91 Torr; for 0.15h; Temperature; Wavelength; Sealed tube; Microwave irradiation;93%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Hernandezine
6681-13-6

Hernandezine

C39H44N2O7*2C7H6O5

C39H44N2O7*2C7H6O5

Conditions
ConditionsYield
In ethanol at 20℃; for 0.5h;97%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

C9H8O6

C9H8O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 105℃; Inert atmosphere;97%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

C10H10O6

C10H10O6

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 103℃; for 8h; Temperature; Inert atmosphere;97%
octanol
111-87-5

octanol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Octyl gallate
1034-01-1

Octyl gallate

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 0.833333h; Microwave irradiation;96%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 20h;89%
With dicyclohexyl-carbodiimide In tetrahydrofuran for 20h;89%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

C6H10N2O3*C7H6O5
1392812-94-0

C6H10N2O3*C7H6O5

Conditions
ConditionsYield
In methanol for 24h;96%
phosgene
75-44-5

phosgene

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

7-hydroxy-2-oxo-benzo[1,3]dioxole-5-carboxylic acid
408340-58-9

7-hydroxy-2-oxo-benzo[1,3]dioxole-5-carboxylic acid

Conditions
ConditionsYield
With sodium carbonate; triethylamine In dichloromethane; water at 12℃; for 1h; Temperature;96%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Eudesmic acid
118-41-2

Eudesmic acid

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 120℃; Concentration; Inert atmosphere;95.6%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

rufigallol
82-12-2

rufigallol

Conditions
ConditionsYield
With sulfuric acid at 80 - 120℃; for 5h; Autoclave;95%
With sulfuric acid at 100℃; Inert atmosphere;92.2%
With sulfuric acid for 0.025h; microwave irradiation;80%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

acetic anhydride
108-24-7

acetic anhydride

3,4,5-triacetoxybenzoic acid
6635-24-1

3,4,5-triacetoxybenzoic acid

Conditions
ConditionsYield
at 130℃; for 4h;95%
for 3h; Reflux;95%
With sulfuric acid at 21 - 75℃;93%
2,2'-biimidazole
492-98-8

2,2'-biimidazole

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

water
7732-18-5

water

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

[Ni(2,2'-biimidazole)2(OH2)2](3,4,5-tris-hydroxy-benzoate)2*4H2O

[Ni(2,2'-biimidazole)2(OH2)2](3,4,5-tris-hydroxy-benzoate)2*4H2O

Conditions
ConditionsYield
In water 2,2'-biimidazole added to a soln. of metal acetate in hot water, a soln.of 3,4,5-tris-hydroxy-benzoic acid in hot water added; concn., controlled evapn. at room temp. for 2-3 wk; elem. anal.;95%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

isobutyl 3,4,5-trihydroxybenzoate
3856-05-1

isobutyl 3,4,5-trihydroxybenzoate

Conditions
ConditionsYield
With brominated hydrophobically modified sulfonic acid resin at 110℃; for 8h;94%
With toluene-4-sulfonic acid at 118℃; under 9308.91 Torr; for 0.15h; Temperature; Wavelength; Sealed tube; Microwave irradiation;92%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 10h;87%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl 3,4,5-trihydroxybenzoate
1138-60-9

isopropyl 3,4,5-trihydroxybenzoate

Conditions
ConditionsYield
With brominated modified sulfonic acid resin at 85℃; for 7h;94%
With sulfuric acid at 120℃; for 2h;94%
With toluene-4-sulfonic acid at 92℃; under 9308.91 Torr; for 0.133333h; Temperature; Wavelength; Sealed tube; Microwave irradiation;93%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

Penciclovir
39809-25-1

Penciclovir

C10H15N5O3*C7H6O5*H2O

C10H15N5O3*C7H6O5*H2O

Conditions
ConditionsYield
With water In ethanol at 20℃; for 24h;94%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

betaine
107-43-7

betaine

betaine gallate

betaine gallate

Conditions
ConditionsYield
In methanol at 60℃; for 12h; Inert atmosphere;93.32%
3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

acetic anhydride
108-24-7

acetic anhydride

triacetylgallic acid
855291-88-2

triacetylgallic acid

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 2.5h; Cooling with ice;92.6%
pentan-1-ol
71-41-0

pentan-1-ol

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

pentyl 3,4,5-trihydroxybenzoate
4568-93-8

pentyl 3,4,5-trihydroxybenzoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 148℃; under 9308.91 Torr; for 0.166667h; Temperature; Wavelength; Sealed tube; Microwave irradiation;92%
With brominated modified sulfonic acid resin at 135℃; for 8h;92%
With sulfuric acid at 100℃; for 0.833333h; Microwave irradiation;83%
vanadocene

vanadocene

3,4,5-trihydroxybenzoic acid
149-91-7

3,4,5-trihydroxybenzoic acid

cyclopentadienylvanadium digallate

cyclopentadienylvanadium digallate

Conditions
ConditionsYield
In diethyl ether byproducts: C5H6, H2; (vac. or Ar); addn. of acid to V-complex in ether (20°C, 48 h); filtration, washing (ether), drying; elem. anal.;92%

Gallic acid Chemical Properties

Molecular Structure of Gallic acid (CAS NO.149-91-7):

IUPAC Name: 3,4,5-trihydroxybenzoic acid 
Empirical Formula: C7H6O5
Molecular Weight: 170.1195
H bond acceptors: 5
H bond donors: 4
Freely Rotating Bonds: 4
Polar Surface Area: 53.99 ?2
Index of Refraction: 1.73
Molar Refractivity: 38.82 cm3
Molar Volume: 97.2 cm3
Surface Tension: 109.2 dyne/cm
Density: 1.749 g/cm3
Flash Point: 271 °C
Enthalpy of Vaporization: 81.07 kJ/mol
Boiling Point: 501.1 °C at 760 mmHg
Vapour Pressure: 7.32E-11 mmHg at 25°C
EINECS: 205-749-9
Melting point: 252 °C (dec.)(lit.)
Water Solubility: 12 g/L cold water
Merck: 14,4345
BRN: 2050274
Stability: Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, acid chlorides, acid anhydrides.
Product Categories: Pharmaceutical Intermediates; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
InChI
InChI=1/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)
Smiles
c1(cc(c(O)c(c1)O)O)C(O)=O

Gallic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 4300mg/kg (4300mg/kg)   Pharmacology and Toxicology Vol. 64, Pg. 247, 1989.
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02597,
rabbit LD50 oral 5gm/kg (5000mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

LIVER: OTHER CHANGES
American Journal of Veterinary Research. Vol. 23, Pg. 1264, 1962.
rat LDLo subcutaneous 5gm/kg (5000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 17, Pg. 497, 1969.

Gallic acid Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Gallic acid Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: LW7525000
F: 8-9-23

Gallic acid Specification

  Gallic acid , with CAS number of 149-91-7, can be called 3,4,5-Trihydroxybenzoesäure ; 3,4,5-trihydroxy-Benzoic acid ; Acid, Gallic ; Acide 3,4,5-trihydroxybenzoïque ; benzoic acid, 3,4,5-trihydroxy- . It is a white powder, Gallic acid do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids. These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.

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