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Merck
CN

173401

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
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
208-575-1
MDL number:
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Product Name

1,2,4-Benzenetriol, ReagentPlus®, 99%

InChI key

GGNQRNBDZQJCCN-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc(O)c(O)c1

product line

ReagentPlus®

assay

99%

form

solid

mp

140 °C (subl.) (lit.)

Quality Level

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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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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)
Rolis Chien-Wei Hou et al.
Journal of biomedical science, 13(1), 89-99 (2005-11-26)
Hydroxyhydroquinone or 1,2,4-benzenetriol (BT) detected in the beverages has a structure that coincides with the water-soluble form of a sesame lignan, sesamol. We previously showed that sesame antioxidants had neuroprotective abilities due to their antioxidant properties and/or inducible nitric oxide
Karolina Nordin et al.
Applied and environmental microbiology, 71(11), 6538-6544 (2005-11-05)
Arthrobacter chlorophenolicus A6, a previously described 4-chlorophenol-degrading strain, was found to degrade 4-chlorophenol via hydroxyquinol, which is a novel route for aerobic microbial degradation of this compound. In addition, 10 open reading frames exhibiting sequence similarity to genes encoding enzymes
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:

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