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398225

Sigma-Aldrich

Gallic acid monohydrate

ACS reagent grade, ≥98.0%, powder

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/REAXYS Number:
2050274
EC Number:
205-749-9
MDL number:
MFCD00002510
UNSPSC Code:
12352100
PubChem Substance ID:
24864730
NACRES:
NA.21

Key Documents

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Product Name

Gallic acid monohydrate, ACS reagent, ≥98.0%

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

482.0 °F - closed cup

flash_point_c

250 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9369
MKCQ4151
MKCQ1194
MKCL9948
MKCL1307

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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)
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)
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)
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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