ALD00564

N-Hydroxytetrachlorophthalimide

• Synonyme(s) : 4,5,6,7-Tetrachloro-2-hydroxy-1H-isoindole-1,3(2H)-dione, Tetrachloro-N-hydroxyphthalimide
• Formule empirique (notation de Hill) : C₈HCl₄NO₃
• CAS Number: 85342-65-0
• Poids moléculaire : 300.91
• Numéro MDL: MFCD29088000
• Code UNSPSC : 12352111
• ID de substance PubChem : 329772721
• Nomenclature NACRES : NA.22

Propriétés

• Forme: powder
• Niveau de qualité: 100
• Pertinence de la réaction: reagent type: oxidant
• Chaîne SMILES: O=C1N(O)C(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C21)=O
• InChI: 1S/C8HCl4NO3/c9-3-1-2(4(10)6(12)5(3)11)8(15)13(16)7(1)14/h16H
• Clé InChI: UTRBHXSKVVPTLY-UHFFFAOYSA-N

Description

Description générale

N-Hydroxytetrachlorophthalimide (TCNHPI) is an aryl-tetrahalogenated N-hydroxyphthalimide derivative. In combination with 1,4-diamino-2,3-dichloroanthraquinone (DADCAQ), it forms an efficient catalytic system for the oxidation of aromatic hydrocarbons using molecular oxygen under metal-free and aerobic conditions.

Application

New reagent enabling the electrochemical allylic C-H oxidation reaction developed by the Baran group. This method provides a scalable and sustainable alternative to current strategies based on toxic reagents or precious metals.

Autres remarques

Electrochemical Allylic C–H Oxidation with N-Hydroxytetrachlorophthalimide (TCNHPI)

Scalable and sustainable electrochemical allylic C–H oxidation

A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents

Nickel-Catalyzed Cross-Coupling of Redox-Active Esters with Boronic Acids

Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H301
• Conseils de prudence: P301 + P330 + P331 + P310
• Classification des risques: Acute Tox. 3 Oral
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable