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About This Item
Linear Formula:
C6H4(=NOH)2
CAS Number:
Molecular Weight:
138.12
Beilstein:
2043234
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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 Code
1 - Explosive hazardous materials
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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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)
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)
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