12320
p-Benzoquinone dioxime
technical, ≥90% (TLC)
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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
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)
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)
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
1,4-Benzoquinone dioxime.
IARC monographs on the evaluation of carcinogenic risks to humans, 71 Pt 3, 1251-1254 (1999-09-07)
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