15875-60-2

Basic information

• Product Name: 2-(4-nitrobenzylidene)-1H-indene-1,3(2H)-dione
• Synonyms: 1H-indene-1,3(2H)-dione, 2-[(4-nitrophenyl)methylene]-; 2-(4-Nitrobenzylidene)-1H-indene-1,3(2H)-dione; 2-(4-Nitro-benzylidene)-indan-1,3-dione
• CAS NO: 15875-60-2
• Molecular Formula: C₁₆H₉NO₄
• Molecular Weight: 279.247
• Mol File: 15875-60-2.mol
• Article Data: 39

Chemical Properties

• Boiling Point: 482.4°C at 760 mmHg
• Flash Point: 240.2°C
• Density: 1.46g/cm³
• Vapor Pressure: 1.83E-09mmHg at 25°C
• Refractive Index: 1.724
• CAS DataBase Reference: 2-(4-nitrobenzylidene)-1H-indene-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrobenzylidene)-1H-indene-1,3(2H)-dione(15875-60-2)
• EPA Substance Registry System: 2-(4-nitrobenzylidene)-1H-indene-1,3(2H)-dione(15875-60-2)

Safety Data

• Hazardous Substances Data: 15875-60-2(Hazardous Substances Data)

Usage

Physical state

Yellow crystalline compound

Use as a pH indicator

Works particularly in the pH range of 4.8-6.0, with a color change from yellow to red

Use in analytical chemistry

Used as a fluorescent dye for labeling proteins and peptides, and in the preparation of fluorescent-labeled nucleotide analogs

Potential application

Studied for use in photodynamic therapy as a photosensitizer for cancer treatment

Hazardous nature

Nitro compound that should be handled with caution

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 91446-49-0 sodium 2-(ethoxycarbonyl)-1-oxo-1H-inden-3-olate 
• 84-66-2 Diethyl phthalate 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 785-80-8 p-nitrobenzylideneaniline 
• 967-05-5 2-(4-nitro-benzyl)-indan-1,3-dione 

Downstream Products

• 35929-95-4 2-Methyl-3-ethoxycarbonyl-4-(4-nitrophenyl)-5-oxo-4,5-dihydro-1H-indeno<1,2-b>pyridine 
• 109753-26-6 C₃₀H₂₀N₂O₆ 
• 109753-26-6 C₃₀H₂₀N₂O₆ 
• 104960-48-7 2-[(4-Hydroxy-2-oxo-2H-thiochromen-3-yl)-(4-nitro-phenyl)-methyl]-indan-1,3-dione 
• 127871-02-7 (4S,4aR)-9b-Hydroxy-2-methylsulfanyl-4-(4-nitro-phenyl)-5-oxo-4,4a,5,9b-tetrahydro-1H-indeno[1,2-b]pyridine-3-carbonitrile 
• 1072880-14-8 9-methoxy-10-methyl-6-(4-nitrophenyl)-6,7,10,12-tetrahydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepine-5,11-dione 
• 1072880-06-8 10-methyl-9-methylthio-6-(4-nitrophenyl)-6,7,10,12-tetrahydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepine-5,11-dione 
• 1072880-00-2 9-methoxy-6-(4-nitrophenyl)-6,7,10,12-tetrahydroindeno[1,2-e]pyrimido[4,5-b][1,4]diazepine-5,11-dione 
• 1207272-26-1 3-(4-nitrophenyl)-1-phthalimidospiro[aziridine-2,2’-indene]-1’,3’-dione 
• 1207272-27-2 2-(4-nitrophenyl)-4H-indeno[2,1-d][1,3]oxazol-4-one 

Relevant articles and documents

Revisiting the three component synthesis of isoxazolo[5,4-b]pyridines, 4-aryl-3,7,7-trimethyl-isoxazolo[5,4-b]quinolin-5(6H)-ones and related heterocycles

The one-step three-component microwave assisted synthesis between aromatic aldehydes with tetronic acid or indan-1,3-dione readily formed the Knoevenagel adducts that underwent addition of 3-methylisoxazol-5-amine 1 to form the isoxazolo[5,4-b]pyridine pr

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Leishmanicidal and cytotoxic activities and 4D-QSAR of 2-arylidene indan-1,3-diones

The indan-1,3-dione and its derivatives are important building blocks in organic synthesis and present important biological activities. Herein, the leishmanicidal and cytotoxicity evaluation of 16 2-arylidene indan-1,3-diones is described. The compounds w

Phosphine-Catalyzed Cascade Michael Addition/[4+2] Cycloaddition Reaction of Allenoates and 2-Arylidene-1,3-indanediones

The phosphine-catalyzed cascade Michael addition/[4+2] cycloaddition reaction of tetrahydrobenzofuranone-derived allenoates and 2-arylidene-1,3-indanediones has been reported, affording spirocyclic 1,3-indanedione derivatives in moderate to high yields wi