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398225

Sigma-Aldrich

Gallic acid monohydrate

ACS reagent, ≥98.0%

Synonym(s):

3,4,5-Trihydroxybenzoic acid monohydrate

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About This Item

Linear Formula:
(HO)3C6H2CO2H · H2O
CAS Number:
5995-86-8
Molecular Weight:
188.13
Beilstein:
2050274
EC Number:
205-749-9
UNSPSC Code:
12352100
PubChem Substance ID:
24864730
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

Assay

≥98.0%

form

powder

impurities

≤0.01% insolubles

ign. residue

≤0.005%

mp

252 °C (dec.) (lit.)

anion traces

sulfate (SO42-): ≤0.02%

SMILES string

OC(=O)c1cc(O)c(O)c(O)c1

InChI

1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)/p-1

InChI key

LNTHITQWFMADLM-UHFFFAOYSA-M

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General description

Gallic acid monohydrate is a phenolic acid. A study of its crystalline structure reveals that it is planar with two intramolecular hydrogen bonds and five intermolecular hydrogen bonds. Gallic acid is of significant importance because of its antioxidant and anti-cancer activities. Infrared and Raman spectral studies of gallic acid have been reported.

Application

Gallic acid monohydrate may be used as a standard in the photometric determination of total phenolics content by Folin-Ciocalteu method.

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gallic acid: a versatile antioxidant with promising therapeutic and industrial applications.
Badhani B, et al.
Royal Society of Chemistry Advances, 5(35), 27540-27557 (2015)
A third monoclinic polymorph of 3, 4, 5-trihydroxybenzoic acid monohydrate.
Demirtas G, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(6), o1509-o1510 (2011)
Vibrational spectroscopic study on the quantum chemical model and the X-ray structure of gallic acid, solvent effect on the structure and spectra.
Billes F, et al.
Vibrational Spectroscopy, 43(1), 193-202 (2007)
Antioxidant properties and total phenolics content of green and black tea under different brewing conditions.
Liebert M, et al.
European Food Research and Technology, 208(3), 217-220 (1999)
Claudriana Locatelli et al.
Bioorganic & medicinal chemistry, 16(7), 3791-3799 (2008-02-26)
Gallic acid and gallates with the same number of hydroxyl groups and varying the length of the side carbon chain, with respective lipophilicity being defined through the ClogP values, were examined for their ability to induce apoptosis (through the DNA
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