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Merck
CN

173401

Sigma-Aldrich

1,2,4-Benzenetriol

ReagentPlus®, 99%

Synonym(s):

Hydroxyhydroquinone

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About This Item

Linear Formula:
C6H3(OH)3
CAS Number:
Molecular Weight:
126.11
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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product line

ReagentPlus®

Assay

99%

form

solid

mp

140 °C (subl.) (lit.)

SMILES string

Oc1ccc(O)c(O)c1

InChI

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

InChI key

GGNQRNBDZQJCCN-UHFFFAOYSA-N

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General description

1,2,4-Benzenetriol is also known as hydroxyhydroquinone. It is an intermediary metabolite of benzene that is present in roasted coffee beans. It is mutagenic and it causes cleaving of DNA single strands by the generation of reactive oxygen species.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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DNA breakage induced by 1, 2, 4-benzenetriol: relative contributions of oxygen-derived active species and transition metal ions
Li AS, et al.
Free Radical Biology & Medicine, 30(9), 943-956 (2001)
Generation of hydrogen peroxide from hydroxyhydroquinone and its inhibition by superoxide dismutase
Hiramoto K, et al.
Journal of Oleo Science, 50(1), 21-28 (2001)
Matthias Boll
Journal of molecular microbiology and biotechnology, 10(2-4), 132-142 (2006-04-29)
The high resonance energy of the benzene ring is responsible for the relative resistance of aromatic compounds to biodegradation. Nevertheless, bacteria from nearly all physiological groups have been isolated which utilize aromatic growth substrates as the sole source of cell
Xun Hu et al.
Bioresource technology, 102(21), 10104-10113 (2011-09-13)
The formation of humin-type polymers and other products during exposure of glucose to methanol/water mixtures with methanol/water mass ratios from 10 to 0.22 in the presence of the acid catalyst Amberlyst 70 was investigated. In water-rich medium (methanol/water mass ratio:
Luoping Zhang et al.
Environmental and molecular mutagenesis, 45(4), 388-396 (2005-01-22)
The loss and gain of whole chromosomes (aneuploidy) is common in the development of leukemia and other cancers. In acute myeloid leukemia, the loss (monosomy) of chromosomes 5 and 7 and the gain (trisomy) of chromosome 8 are common clonal

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