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254002

Sigma-Aldrich

Pyrogallol

ACS reagent

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:
87-66-1
Molecular Weight:
126.11
Beilstein:
907431
EC Number:
201-762-9
MDL number:
MFCD00002192
UNSPSC Code:
12352100
PubChem Substance ID:
24855345
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor density

4.4 (vs air)

vapor pressure

10 mmHg ( 167.7 °C)

form

solid

ign. residue

≤0.005%

bp

309 °C (lit.)

mp

133-134 °C (lit.)

anion traces

chloride (Cl-): ≤0.001%
sulfate (SO42-): ≤0.005%

cation traces

Fe: ≤0.001%
heavy metals (as Pb): ≤5 ppm

SMILES string

Oc1cccc(O)c1O

InChI

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

InChI key

WQGWDDDVZFFDIG-UHFFFAOYSA-N

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Application

Metal-complexing agent
Pyrogallol undergoes quick autooxidation in alkaline solution. Due to this property, its alkaline solution is generally used for the removal of oxygen from gases. Pyrogallol may also be used to prepare pyrogallol monomethyl ether via methylation and gallacetophenone via a modified Nencki reaction.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ3510
MKCM8953
MKCL0683
MKCG8034
MKCD6810

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Involvement of the superoxide anion radical in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase.
Marklund S and Marklund G.
European Journal of Biochemistry, 47(3), 469-474 (1974)
Involvement of the superoxide anion radical in the autoxidation of pyrogallol and a convenient assay for superoxide dismutase
Marklund S & Marklund G
FEBS Journal, 47(3) (1974)
Pyrogallol 1-monomethyl ether
Surrey AR
Organic Syntheses, 26, 90-90 (1946)
Gallacetophenone
Badhwar IC and Venkataraman K
Organic Syntheses, 14, 40-40 (1934)
Sanja Matić et al.
Mutation research, 755(2), 81-89 (2013-07-09)
The present study was undertaken to investigate the hepatoprotective effect of the methanol extract of Cotinus coggygria Scop. in rats exposed to the hepatotoxic compound pyrogallol. Assessed with the alkaline version of the comet assay, 1000 and 2000mg/kg body weight
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Protocols

Analysis of Vitamin D in Milk and Infant Formula using UHPLC/MS/MS per AOAC Method 2011.11

While quantitative analysis was performed for Vitamins D2 and D3, the samples were scanned for the presence of the 25-hydroxy metabolites.

Enzymatic Assay of Peroxidase (EC 1.11.1.7)

This procedure is for the determination of Peroxidase enzymatic activity using Pyrogallol as the substrate.

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