4,5,6,7-Tetrachloro-2-hydroxy-isoindole-1,3-dione Chemical Properties

Boiling point:

532.1±60.0 °C(Predicted)

Density 

2.041±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

6.04±0.58(Predicted)

form 

Solid

color 

Light Yellow

InChI

1S/C8HCl4NO3/c9-3-1-2(4(10)6(12)5(3)11)8(15)13(16)7(1)14/h16H

InChIKey

UTRBHXSKVVPTLY-UHFFFAOYSA-N

SMILES

O=C1N(O)C(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C21)=O

Safety Information

WGK Germany 

WGK 3

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 3 Oral

4,5,6,7-Tetrachloro-2-hydroxy-isoindole-1,3-dione Usage And Synthesis

Uses

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.

reaction suitability

reagent type: oxidant