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398225

Sigma-Aldrich

Gallic acid monohydrate

ACS reagent, ≥98.0%

Synonym(s):
3,4,5-Trihydroxybenzoic acid monohydrate
Linear Formula:
(HO)3C6H2CO2H · H2O
CAS Number:
Molecular Weight:
188.13
Beilstein:
2050274
EC Number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

grade

ACS reagent

assay

≥98.0%

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.

Packaging

100, 500 g in poly bottle

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

482.0 °F - closed cup

Flash Point(C)

250 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

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)
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)
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)
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)
Ulyana Muñoz Acuña et al.
Journal of natural products, 73(11), 1775-1779 (2010-10-30)
Two new polyisoprenylated benzophenones, 32-hydroxy-ent-guttiferone M (1) and 6-epi-guttiferone J (2), along with seven known compounds, 6-epi-clusianone (3), guttiferone A (4), xanthochymol (5), guttiferone E (6), isoxanthochymol (7), (+)-volkensiflavone (8), and (+)-morelloflavone (9), were identified from the seeds and rinds

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