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About This Item
Linear Formula:
C6H4(=NOH)2
CAS Number:
Molecular Weight:
138.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-271-5
Beilstein/REAXYS Number:
2043234
MDL number:
InChI key
LNHURPJLTHSVMU-CGXWXWIYSA-N
InChI
1S/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,9-10H/b7-5-,8-6+
SMILES string
O\N=C1/C=C\C(C=C1)=N\O
grade
technical
assay
≥90% (TLC)
form
solid
mp
243 °C (dec.) (lit.)
solubility
dioxane: soluble 0.1 g/10 mL, clear
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Regulatory Information
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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
A reaction model for the ECECE mechanism: Reduction of p-benzoquinone dioxime on Pt/M (upd) modified electrodes in HClO4 solutions.
Kokkinidis G and Papanastasiou G.
J. Electroanal. Chem. Interfac. Electrochem., 257(1), 239-255 (1998)
para-Benzoquinone dioxime.
IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans, 29, 185-191 (1982-05-01)
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)
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