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N-Hydroxytetrachlorophthalimide

ALDRICH/ALD00564

Synonym: 4,5,6,7-Tetrachloro-2-hydroxy-1H-isoindole-1,3(2H)-dione; Tetrachloro-N-hydroxyphthalimide

CAS Number: 85342-65-0
Empirical Formula (Hill Notation): C8HCl4NO3
Molecular Weight: 300.91
Linear Formula: C8HCl4NO3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-ALD00564-1G 1 g
 $50.20
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45-ALD00564-10G 10 g
 $88.40
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45-ALD00564-50G 50 g
 $394.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: ALD00564-50G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: ALD00564-1G

 

form powder
InChI 1S/C8HCl4NO3/c9-3-1-2(4(10)6(12)5(3)11)8(15)13(16)7(1)14/h16H
InChI key UTRBHXSKVVPTLY-UHFFFAOYSA-N
Quality Level 100 
reaction suitability reagent type: oxidant
SMILES string O=C1N(O)C(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C21)=O
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.
General description: 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.
Other Notes: 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 
Packaging: 1, 10 g in glass bottle
Packaging: 50 g in poly bottle
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P330 + P331 + P310
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
UNSPSC 12352111

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