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Sigma-Aldrich

p-Benzoquinone dioxime

technical, ≥90% (TLC)

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About This Item

Linear Formula:
C6H4(=NOH)2
CAS Number:
105-11-3
Molecular Weight:
138.12
Beilstein/REAXYS Number:
2043234
EC Number:
203-271-5
MDL number:
MFCD00063636
UNSPSC Code:
12352100
PubChem Substance ID:
57646983
NACRES:
NA.22

grade

technical

assay

≥90% (TLC)

form

solid

mp

243 °C (dec.) (lit.)

solubility

dioxane: soluble 0.1 g/10 mL, clear

SMILES string

O\N=C1/C=C\C(C=C1)=N\O

InChI

1S/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,9-10H/b7-5-,8-6+

InChI key

LNHURPJLTHSVMU-CGXWXWIYSA-N

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General description

The electrochemical behaviour of p-benzoquinone dioxime on modified Pt electrodes has been studied in aqueous HClO4 solutions by employing cyclic voltammetric and rotating-disc or ring-disc techniques.

Application

p-Benzoquinone dioxime was used in oxidative regeneration of a variety of carbonyl compounds from their oximes using superoxide ion generated in situ by the phase transfer reaction between potassium superoxide and 18-crown-6.

Biochem/physiol Actions

p-Benzoquinone dioxime is sex-specific rat carcinogen inducing tumours of the urinary bladder in female rats and is a direct-acting mutagen in Salmonella typhimurium TA982.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 2 - Expl. 1.1 - Eye Irrit. 2 - Flam. Sol. 2 - Muta. 2 - Skin Sens. 1A

Storage Class

1 - Explosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
430826/2
426485/1
421459/1
418790/1
418387/1

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para-Benzoquinone dioxime.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 29, 185-191 (1982-05-01)
1,4-Benzoquinone dioxime.
IARC monographs on the evaluation of carcinogenic risks to humans, 71 Pt 3, 1251-1254 (1999-09-07)
Oxidative regeneration of carbonyl compounds from their oximes using in situ generated superoxide.
Singh KN, et al
Indian J. Chem. B, 45(11), 2552-2552 (2006)
Bacchetta Loretta et al.
Journal of food science and technology, 56(8), 3627-3634 (2019-08-16)
Opuntia ficus indica by-products can be exploited as sources of high-value components for applications in food and other industries. The aim of the present work is to elucidate and optimize the mucilage extraction process from cladodes. The effect of five
C Westmoreland et al.
Environmental and molecular mutagenesis, 19(1), 71-76 (1992-01-01)
P-Benzoquinone dioxime (BQD) appears to be a sex-specific rat carcinogen inducing tumours of the urinary bladder in female rats. The present paper shows that BQD is a direct-acting mutagen in Salmonella typhimurium TA98, confirming published data. In contrast to this
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