4,5-DICHLOROPHTHALIMIDE Property

Melting point:

217-219 °C(lit.)

Density 

1.643±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

7.84±0.20(Predicted)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4,5-DICHLOROPHTHALIMIDE Chemical Properties,Usage,Production

Uses

4,5-Dichlorophthalimide (5,6-dichloro-1H-isoindole-1,3(2H)-dione) is suitable as a reactant in the synthesis of 5′-N-(4′′,5′′-dichlorophthaloyl)-3′-azido-2′,3′-dideoxythymidine and 2-amino-4,5-dichlorobenzoic acid.
It may be used in the following studies:

• As a reactant in the synthesis of 4,5-dichloro-1,2-benzenedicarboxamide.
• As an additive in the Ir-BICP catalyzed asymmetric hydrogenation of 2,3,3-trimethylindolenine to improve enantioselectivity.
• As a reactant in the synthesis of octachloro-Cu-phthalocyanine.
• As a reagent in the synthesis of 7-tert-butylthianthrene-2,3-dicarboxylic imide.
• As a starting material in the synthesis of N-(3-bromopropyl)-4,5-dichlorophthalimide.
• As a nucleophilic partner in the phosphine-catalyzed allylic substitution of Morita-Baylis-Hillman acetates to form N-protected β-amino phosphonic acid esters.

General Description

4,5-Dichlorophthalimide (5,6-dichloro-1H-isoindole-1,3(2H)-dione) is a phthalimide derivative. It has been synthesized from 5,6-dichloro-1,3-isobenzofurandione and characterized by ¹H ,¹³C-NMR and IR. The dipole moment, polarizability and first-order hyperpolarizability of 4,5-dichlorophthalimide have been investigated using ab initio and density functional theory calculations.