7147-90-2

Basic information

• Product Name: 4-Chlorophthalimide
• Synonyms: 4-CHLOROPHTHALIMIDE;P-CHLOROPHTHALIMIDE;Nsc27008;5-chloro-2,3-dihydro-1H-isoindole-1,3-dione
• CAS NO: 7147-90-2
• Molecular Formula: C₈H₄ClNO₂
• Molecular Weight: 181.58
• EINECS: 1312995-182-4
• Mol File: 7147-90-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: 210 °C
• Appearance: slight yellow crystalline powder
• Density: 1.519 g/cm³
• Refractive Index: 1.626
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.08±0.20(Predicted)
• CAS DataBase Reference: 4-Chlorophthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorophthalimide(7147-90-2)
• EPA Substance Registry System: 4-Chlorophthalimide(7147-90-2)

Safety Data

• Hazardous Substances Data: 7147-90-2(Hazardous Substances Data)

Usage

Uses

5-Chloroisoindoline-1,3-dione is a useful research chemical.

InChI:InChI=1/C8H4ClNO2/c9-4-1-2-5-6(3-4)8(12)10-7(5)11/h1-3H,(H,10,11,12)

Upstream product

• 3676-85-5 4-aminophthalimide 
• 118-45-6 4-chlorophthalic anhydride 
• 57-13-6 urea 
• 50-84-0 2,4 dichlorobenzoic acid 
• 544-92-3 copper(I) cyanide 
• 89-20-3 4-chlorophthalic acid 
• 96385-49-8 4-chlorophthalamide 
• 56047-23-5 monosodique de l'acide chloro-4 phtalique 
• 136918-14-4 phthalimide 
• 89-40-7 4-nitrophthalimide 
• 42348-86-7 5-chloro-1-indanone 
• 64-18-6 formic acid 
• 942319-20-2 4-chloro-2-iodobenzamide 
• 13421-13-1 4-chloro-2-iodobenzoic acid 

Downstream Products

• 623-03-0 4-Cyanochlorobenzene 
• 96385-49-8 4-chlorophthalamide 
• 6015-57-2 5-chloro-6-nitroisoindole-1,3-dione 
• 3682-29-9 6-chloro-2,3-dihydrophthalazine-1,4-dione 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 111130-30-4 4-chloro-5-nitrophthalodinitrile 
• 5566-48-3 5-amino-6-chloroisoindoline-1,3-dione 
• 100448-47-3 6-amino-7-chloro-1(2H)-phthalazinone 
• 100448-49-5 6-amino-2-benzyl-7-chloro-1(2H)-phthalazinone 
• 100448-50-8 6-amino-7-chloro-2--1-(2H)-phthalazinone 
• 100448-53-1 2-Benzyl-7-chloro-1-oxo-1,2-dihydro-phthalazine-6-sulfonyl chloride 
• 100448-33-7 2-Benzyl-7-chloro-1-oxo-1,2-dihydro-phthalazine-6-sulfonic acid amide 
• 100448-58-6 2-(aminocarbonyl)-4-chloro-5-aminobenzaldehyde hydrazone 
• 100448-35-9 2-methyl-7-(phenylthio)-6-sulfamoyl-1(2H)-phthalazinone 

Relevant articles and documents

N -Chlorinative Ring Contraction of 1,4-Dimethoxyphthalazines via a Bicyclization/Ring-Opening Mechanism

An unprecedented N -chlorinative ring contraction of 1,2-diazines was discovered and investigated with an electrophilic chlorinating reagent, trichloroisocyanuric acid (TCICA). Through optimization and mechanistic analysis, the assisting role of n -Bu 4NCl as an exogenous nucleophile was identified, and the optimized reaction conditions were applied to a range of 1,4-dimethoxyphthalazine derivatives. Also, an improvement of overall efficiency was demonstrated by the use of a labile O -silyl group. A bicyclization/ring-opening mechanism, inspired by the Favorskii rearrangement, was proposed and supported by the DFT calculations. Furthermore, the efforts on scope expansion as well as the evaluation of other electrophilic promoters revealed that the newly developed ring contraction reactivity is a unique characteristic of 1,4-dimethoxyphthalazine scaffold and TCICA.

PPh3/I2/HCOOH: An efficient CO source for the synthesis of phthalimides

A straightforward and general method has been developed for the synthesis of phthalimide derivatives from 2-iodobenzamides and PPh3/I2/HCOOH in the presence of a catalytic amount of Pd(OAc)2. The reaction results demonstrate that PPh3/I2/HCOOH is a facile, efficient and safe CO source. The whole process is carried out in toluene at 80 °C and furnishes the desired products in good to excellent yields.

Novel n-channel organic semiconductor based on pyrene-phenazine fused monoimide and bisimides

Large π-conjugated pyrene-phenazine monoimide and bisimides were synthesized by imine condensation reaction. These imides form well ordered 1D nanotapes upon self-assembly in solution. Electrochemical and electric conductivity measurement reveal it can be served as an n-channel semiconductor with large charge carrier mobility up to 4.1 cm2 V?1 s?1. Both alkylated imides are highly luminescent, and can be quenched via protonization using trifluoroacetic acid, which could be served as potential colorimetric acid sensors.