6015-57-2

Basic information

• Product Name: 4-Chloro-5-nitrophthalimide
• Synonyms: BUTTPARK 94\57-86;4-CHLORO-5-NITROPHTHALIMIDE;5-CHLORO-6-NITROISOINDOLINE-1,3-DIONE;4-CHLORO-5-NITROPHTHALIMIDE 98%;5-Chloro-6-nitrosoisoindoline-1,3-dione;5-chloro-6-nitroso-2,3-dihydro-1H-isoindole-1,3-dione;5-Chloro-6-nitro-1H-isoindole-1,3(2H)-dione;5-Chloro-6-nitroisoindolin-1,3-dione, 5-Chloro-6-nitro-1H-isoindole-1,3(2H)-dione
• CAS NO: 6015-57-2
• Molecular Formula: C₈H₃ClN₂O₄
• Molecular Weight: 226.57
• Mol File: 6015-57-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 201 °C
• Boiling Point: 626.8°C at 760 mmHg
• Flash Point: 332.9°C
• Appearance: slight yellow to white crystalline powder
• Density: 1.725
• Vapor Pressure: 1.26E-15mmHg at 25°C
• Refractive Index: 1.6666
• PKA: 6.91±0.20(Predicted)
• BRN: 1536189
• CAS DataBase Reference: 4-Chloro-5-nitrophthalimide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-5-nitrophthalimide(6015-57-2)
• EPA Substance Registry System: 4-Chloro-5-nitrophthalimide(6015-57-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• Hazardous Substances Data: 6015-57-2(Hazardous Substances Data)

Usage

Chemical Properties

slight yellow to white crystalline powder

Uses

4-Chloro-5-nitropthalimide is a reagent used in the synthesis of novel benzimidazoles as antibacterial agents. Also used to prepare saludiuretic and anti-hypertensive agents.

InChI:InChI=1/C26H26N2O6/c1-4-31-22-13-16(14-23(32-5-2)24(22)33-6-3)25(30)27-17-11-12-18(20(29)15-17)26-28-19-9-7-8-10-21(19)34-26/h7-15,28H,4-6H2,1-3H3,(H,27,30)/b26-18+

Upstream product

• 7147-90-2 4-chlorophthalimide 
• 3676-85-5 4-aminophthalimide 
• 89-40-7 4-nitrophthalimide 
• 136918-14-4 phthalimide 
• 89-20-3 4-chlorophthalic acid 
• 50-84-0 2,4 dichlorobenzoic acid 

Downstream Products

• 5566-48-3 5-amino-6-chloroisoindoline-1,3-dione 
• 59827-85-9 5-amino-6-nitroisoindoline-1,3-dione 
• 59673-89-1 5,6-diamino-2,3-dihydro-1H-isoindole-1,3-dione 
• 1197340-75-2 5-(4-(5-(2-(2,4-dimethoxybenzyl)-6-(2,4-dimethoxybenzylamino)isoindolin-5-ylcarbamoyl)-4-(4-methoxybenzyloxy)-1-methyl-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide 
• 1197338-59-2 1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-4-yl diethylcarbamate 
• 1197340-76-3 tert-butyl 2-(4-hydroxy-1-methyl-3-(4-(6-(methylcarbamoyl)pyridin-3-yl)phenyl)-1H-pyrazol-5-yl)-5,7-dihydroimidazo[4,5-f]isoindole-6(1H)-carboxylate 
• 1197338-58-1 5-(4-(4-hydroxy-1-methyl-5-(1,5,6,7-tetrahydroimidazo[4,5-f]isoindol-2-yl)-1H-pyrazol-3-yl)phenyl)-N-methylpicolinamide 
• 1197340-71-8 N,2-bis(2,4-dimethoxybenzyl)-6-nitroisoindolin-5-amine 
• 1197340-72-9 N₅,2-bis(2,4-dimethoxybenzyl)isoindoline-5,6-diamine 
• 1197340-70-7 2-(2,4-dimethoxybenzyl)-5-(2,4-dimethoxybenzylamino)-6-nitroisoindoline-1,3-dione 
• 100448-44-0 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 
• 100448-34-8 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2-dihydro-phthalazine-6-sulfonic acid amide 
• 100448-54-2 7-Chloro-1-oxo-2-(3-trifluoromethyl-phenyl)-1,2-dihydro-phthalazine-6-sulfonyl chloride 
• 100448-43-9 2-Benzyl-7-chloro-1-oxo-1,2,3,4-tetrahydro-phthalazine-6-sulfonic acid amide 

Relevant articles and documents

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.

Halonitrophthalimides and Phthalodinitriles Derived from Them

Quantum-chemical calculations were used to estimate the reactivity of 4-chloro(bromo)- and 3-chlorophthalimides in nitration. It was found by NMR spectroscopy that 4-chloro(bromo)phathalimides undergo stereoselective nitration to give 4-chloro(bromo)-5-ni