p-Benzoquinone dioxime - technical grade, ≥90%(TLC) , CAS No.105-11-3

CAS: 105-11-3 Cat. No.: P476965 Molecular Weight: 138.12 Beilstein Registry Number: 2043234 EC Number: 203-271-5

GRADE & PURITY Technical grade, ≥90%(TLC)

Synonyms

NSC14433 | NSC-14433 | Vulnoc GM | (1Z,4Z)-cyclohexa-2,5-diene-1,4-dione dioxime | AKOS015901106 | BENZOQUINONE DIOXIME, P- | B0090 | C19345 | DTXCID901222 | N-(4-nitrosophenyl)hydroxylamine | NCGC00248444-01 | p-Quinone oxime | SCHEMBL93568 | DTXSID80212

Storage

Room temperature

Overview

Description

The electrochemical behaviour ofp-benzoquinone dioxime on modified Pt electrodes has been studied in aqueous HClO4solutions by employing cyclic voltammetric and rotating-disc or ring-disc techniques.p-Benzoquinone dioxime was used in oxidative regeneration of a variety of carbonyl compounds from their oximes using superoxide ion generatedin situby the phase transfer reaction between potassium superoxide and 18-crown-6.

Specifications

Synonyms

NSC14433 | NSC-14433 | Vulnoc GM | (1Z, 4Z)-cyclohexa-2, 5-diene-1, 4-dione dioxime | AKOS015901106 | BENZOQUINONE DIOXIME, P- | B0090 | C19345 | DTXCID901222 | N-(4-nitrosophenyl)hydroxylamine | NCGC00248444-01 | p-Quinone oxime | SCHEMBL93568 | DTXSID80212

Specifications & Purity

technical grade, ≥90%(TLC)

Storage

Room temperature

Grade

Technical grade

Purity

≥90%(TLC)

Names and Identifiers

• Canonical Smiles: C1=CC(=CC=C1NO)N=O
• IUPAC Name: N-(4-nitrosophenyl)hydroxylamine
• InChIKey: DZCCLNYLUGNUKQ-UHFFFAOYSA-N
• INCHI: 1S/C6H6N2O2/c9-7-5-1-2-6(8-10)4-3-5/h1-4,7,9H
• Isomeric SMILES: C1=CC(=CC=C1NO)N=O
• WGK Germany: 3
• RTECS: DK4900000
• UN Number: 1325
• Packing Group: II
• Molecular Weight: 138.12
• Beilstein: 2043234
• Reaxy-Rn: 55230752
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=55230752&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class N-phenylhydroxylamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: N-phenylhydroxylamines
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: N-phenylhydroxylamines
• Alternative Parents: Arylhydroxamates 1-hydroxylamino, 2-unsubstituted benzenoids Benzene and substituted derivatives Propargyl-type 1,3-dipolar organic compounds N-organohydroxylamines C-nitroso compounds Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Arylhydroxamate - N-phenylhydroxylamine - 1-hydroxylamino, 2-unsubstituted benzenoid - Monocyclic benzene moiety - Organic nitroso compound - C-nitroso compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - N-organohydroxylamine - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-phenylhydroxylamines. These are hydroxylamines that are N-substituted with a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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Lymphoblastoid cell (5959 Activities)

Explore this target

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

Discover Target: HSD17B10

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Associated Targets(non-human)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

Discover Target: Rorc

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: dioxane: soluble 0.1g/10 mL, clear
• Melt Point(°C): 243°C
• Molecular Weight: 138.120 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 138.043 Da
• Monoisotopic Mass: 138.043 Da
• Topological Polar Surface Area: 61.700 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 110.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Shanling Lu, Yuehan Qian, Yuemin Zhou, He Liu, Xu Xu, Fuhao Dong.  (2024)  Rosin-Modified Polyurethane Elastomers with Room-Temperature Self-Healing Ability, High Strength, and Recyclability Based on Oxime Dynamic Bonds.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.3c02584]