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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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100 G
$103.00
500 G
$139.00

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
form:
powder
assay:
≥98.0%

$103.00

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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.[1] Gallic acid is of significant importance because of its antioxidant and anti-cancer activities.[2] Infrared and Raman spectral studies of gallic acid have been reported.[3]

Application

Gallic acid monohydrate may be used as a standard in the photometric determination of total phenolics content by Folin-Ciocalteu method.[4]

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
0000349818
MKCW9448
MKCV9314
0000349818
0000253685

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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)
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)
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
View All Related Papers

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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