6581-76-6

Basic information

• Product Name: 5,6,8,9-tetrahydrodibenzo[c,h]acridine
• Synonyms: 5,6,8,9-Tetrahydrodibenzo[c,h]acridine; dibenz[c,h]acridine, 5,6,8,9-tetrahydro-
• CAS NO: 6581-76-6
• Molecular Formula: C₂₁H₁₇N
• Molecular Weight: 283.3664
• Mol File: 6581-76-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 494.2°C at 760 mmHg
• Flash Point: 222.4°C
• Density: 1.201g/cm³
• Vapor Pressure: 2.01E-09mmHg at 25°C
• Refractive Index: 1.675
• CAS DataBase Reference: 5,6,8,9-tetrahydrodibenzo[c,h]acridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,8,9-tetrahydrodibenzo[c,h]acridine(6581-76-6)
• EPA Substance Registry System: 5,6,8,9-tetrahydrodibenzo[c,h]acridine(6581-76-6)

Safety Data

• Hazardous Substances Data: 6581-76-6(Hazardous Substances Data)

Upstream product

• 5118-57-0 methylenebis-2,2'-(1,2,3,4-tetrahydronaphthalen-1-one) 
• 631-61-8 ammonium acetate 
• 3262-03-1 1-chloro-2-formyl-3,4-dihydronaphthalene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 5166-71-2 ±-2-dimethylaminomethyl-3,4-dihydronaphthalen-1(2H)-one hydrochloride 
• 50-00-0 formaldehyd 
• 28353-74-4 3,4-dihydronaphthalen-1(2H)-one O-acetyl oxime 
• 68-12-2 N,N-dimethyl-formamide 
• 67-68-5 dimethyl sulfoxide 
• 16712-16-6 ammonium formate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 124-38-9 carbon dioxide 

Downstream Products

• 224-53-3 dibenz[c,h]acridine 

Relevant articles and documents

Aqueous CO2fixation: construction of pyridine skeletons in cooperation with ammonium cations

A simple and green method is explored for the synthesis of fused pyridines by [2 + 2 + 1 + 1] the cycloaddition of ketones with an ammonium cation under a CO2atmosphere. The reactions employed ammonium cation as a nitrogen source and CO2gas as a carbon source in an aqueous solution. Monoethanolamine (MEA) was used as an additive to increase the solubility of CO2in an aqueous solution. The scope and versatility of the method are demonstrated with 38 examples. Products are found to be photosensitive and show potential applications as organic optoelectronic materials. A selectfluor-promoted reaction mechanism is proposed based on the experimental studies. Our work is superior as it is a metal-free system, uses CO2as a carbon source and MEA as an additive in aqueous synthesis.

Indium(iii)-catalyzed solvent-free multicomponent [2 + 2 + 1 + 1]-annulation to polycyclic functionalized fused pyridines as potential optical chemosensors

An In(iii)-catalyzed solvent-free one-pot [2 + 2 + 1 + 1]-annulation for the construction of highly fused polycyclic functionalized pyridines as a novel green approach is described. This unique reaction yields a wide range of polycyclic products bearing dihydrobenzoquinoline, azafluorene, azafluorenone, pyridocoumarin, and benzocycloheptapyridine frameworks. The synthesized compounds exhibit excellent photophysical properties as new fluorophores and metal ion chemosensors.

An Efficient Synthesis of Polysubstituted Pyridines via C sp 3 -H Oxidation and C-S Cleavage of Dimethyl Sulfoxide

An expedient cleavage of the C-S bond of dimethyl sulfoxide (DMSO) has been developed for the preparation of substituted pyridines from ketones. In this transformation, the co-product formic acid was formed from ammonium formate, which acted as an important catalyst for the reaction. Notably, this transformation exhibited a broad substrate scope towards a wide variety of different ketones to give the corresponding substituted pyridines in high yields. Mechanistic studies suggested that dimethyl sulfoxide delivered a methylene fragment, which was subsequently captured in situ to give a pyridine.