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Merck

06931

Pyrogallol

analytical standard

Synonym(s):

1,2,3-Trihydroxybenzene, 2,3-Dihydroxyphenol, Pyrogallic acid

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About This Item

Linear Formula:
C6H3(OH)3
CAS Number:
Molecular Weight:
126.11
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
201-762-9
Beilstein/REAXYS Number:
907431
MDL number:

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Product Name

Pyrogallol, analytical standard

InChI key

WQGWDDDVZFFDIG-UHFFFAOYSA-N

InChI

1S/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9H

SMILES string

Oc1cccc(O)c1O

grade

analytical standard

vapor density

4.4 (vs air)

vapor pressure

10 mmHg ( 167.7 °C)

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤0.5% water

bp

309 °C (lit.)

mp

132-134 °C
133-134 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

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This Item
16040P03818.22302
application(s)

cleaning products
cosmetics
food and beverages
personal care

application(s)

pharmaceutical (small molecule)

application(s)

cell analysis

application(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

grade

analytical standard

grade

ACS reagent

grade

-

grade

-

format

neat

format

-

format

-

format

-

assay

≥98.0% (HPLC)

assay

≥99%

assay

≥98% (HPLC)

assay

≥99% (acidimetric)

vapor density

4.4 (vs air)

vapor density

4.4 (vs air)

vapor density

4.4 (vs air)

vapor density

-

Application

Pyrogallol may be used as an analytical standard for the determination of the analyte in biological matrices by gas chromatography/mass spectrometry (GC/MS)[1] and in beverages by flow-injection chemiluminescent method.[2]

General description

Pyrogallol is a phenolic allelochemical, a catechin compound with a defensive mode of action against invading microbes. It is an active component of Emblica officinalis extracts with an anti-proliferative effect on non-small cell lung cancer (NSCLC). Pyrogallol is also reported to be algicidal and is known to inhibit the growth of harmful cyanobacteria/algae.[3][4][5]

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Muta. 2

Storage Class

13 - Non Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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Highly sensitive flow-injection chemiluminescence determination of pyrogallol compounds
Kanwal S, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 74(5), 1046-1049 (2009)
Antimicrobial activity of catechol and pyrogallol as allelochemicals
Kocacal?skanismailkc I, et al.
Zeitschrift fur Naturforschung C, 61(9-10), 639-642 (2006)
GC/MS determination of pyrogallol and gallic acid in biological matrices as diagnostic indicators of oak exposure
Tor ER, et al.
Journal of Agricultural and Food Chemistry, 44(5), 1275-1279 (1996)
Allelopathic mechanism of pyrogallol to Microcystis aeruginosa PCC7806 (Cyanobacteria): from views of gene expression and antioxidant system
Shao J, et al.
Chemosphere, 75(7), 924-928 (2009)
Pyrogallol induces G2-M arrest in human lung cancer cells and inhibits tumor growth in an animal model
Yang CJ, et al.
Lung Cancer, 66(2), 162-168 (2009)

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