10183-82-1

Basic information

• Product Name: N-phenylfluoren-9-imine
• Synonyms: N-phenylfluoren-9-imine;9-(PHENYLIMINO)FLUORENE
• CAS NO: 10183-82-1
• Molecular Formula: C₁₉H₁₃N
• Molecular Weight: 255.31
• Mol File: 10183-82-1.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 408°Cat760mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 1.71E-06mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: N-phenylfluoren-9-imine(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenylfluoren-9-imine(10183-82-1)
• EPA Substance Registry System: N-phenylfluoren-9-imine(10183-82-1)

Safety Data

• Hazardous Substances Data: 10183-82-1(Hazardous Substances Data)

Usage

General Description

N-phenylfluoren-9-imine is a chemical compound with the molecular formula C21H15N. It is an imine derivative of fluorene, and is often used in organic synthesis as a building block for functional materials and pharmaceuticals. N-phenylfluoren-9-imine is a pale yellow solid with a melting point of around 180-182°C. It is not very soluble in water, but is soluble in organic solvents such as chloroform, toluene, and acetone. N-phenylfluoren-9-imine is known for its potential applications in optoelectronic devices, as well as in the design and development of organic semiconductors due to its interesting electronic properties.

InChI:InChI=1/C19H13N/c1-2-8-14(9-3-1)20-19-17-12-6-4-10-15(17)16-11-5-7-13-18(16)19/h1-13H

Upstream product

• 62-53-3 aniline 
• 830-72-8 9H-fluorene-9-thione 
• 88070-90-0 9-Anilino-9-acetyl-fluoren 
• 75-05-8 acetonitrile 
• 79817-36-0 9-(cyclopropylcarbonyl)-9-anilinofluorene 
• 1976-60-9 9-(Phenylcarbamoyloximino)-fluoren 
• 86-73-7 9H-fluorene 
• 4535-09-5 N-phenyl-fluorenoneimine-N-oxide 
• 2157-52-0 9-fluorenone oxime 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1080-16-6 cis-azobenzene 
• 832-80-4 9-diazofluorenone 
• 26456-05-3 10-methylacridinium perchlorate 
• 486-25-9 9-fluorenone 

Downstream Products

• 746-47-4 tetrabenzo[5.5]fulvalene 
• 1530-12-7 9,9'-bifluorenyl 
• 62-53-3 aniline 
• 31859-87-7 N-phenyl-9H-fluoren-9-amine 
• 71-43-2 benzene 
• 112045-64-4 (9-allyl-fluoren-9-yl)-phenyl-amine 
• 39194-36-0 N-(9-methyl-9-fluorenyl)aniline 
• 39194-37-1 9-Methyl-9-methylanilinofluoren 
• 119437-52-4 N-phenyl-9-butyl-9-aminofluorene 
• 119437-51-3 N-butyl-N-phenyl-9-aminofluorene 
• 486-25-9 9-fluorenone 
• 4535-09-5 N-phenyl-fluorenoneimine-N-oxide 
• 2759-52-6 N-phenylcyclopropanecarboxamide 
• 79817-29-1 9-(cyanoethyl)-9-anilinofluorene 

Relevant articles and documents

Electrochemically Induced Chain Reactions: The Electrochemical Behavior of Nitrosobenzene in the Presence of Proton Donors in Tetrahydrofuran

The electrochemical reduction of nitrosobenzene in tetrahydrofuran with tetrabutylammonium hexafluorophosphate as the supporting electrolyte and in the presence of fluorene or indene at room temperature gives a mixture of an anil (1 or 3), a nitrone (2 or 4), and azoxybenzene and requires only a catalytic amount of electricity.Lowering the temperature and/or increasing the proportion of proton donor favors the formation of the anil at the expense of the nitrone and azoxybenzene: a 97percent yield of anil 1 was obtained from an electrolysis carried out at -30 deg C using 5 equiv of fluorene.The possible steps of the chain reactions involved are discussed on the basis of electrochemical and chemical data and digital simulation.With phenylacetylene as the proton donor, there is no reaction between nitrosobenzene and phenylacetylene and azoxybenzene is the main product formed.

Insights into the effect of ketylimine, aldimine, and vinylene group attachment and regiosubstitution on the fluorescence deactivation of fluorene

The spectroscopic and electrochemical properties of a 9-substituted fluorene ketylimine (3) were investigated and compared with those of its vinylene analogue (4) to determine the origins of the quenched fluorescence of these compounds. The predominate mo

Reaction of arynes with trifluoroacetylated β-diketones: Novel formation of isocoumarins and phenanthrenes

Polysubstituted isocoumarins were synthesized by the reaction of substituted 2-(trimethylsilyl)aryl triflates with trifluoromethylated β-diketones in the presence of CsF. The reaction proceeded through carbon-carbon bond insertion of aryne and intramolecular cyclization to form intermediates of alcohol anions, which extruded trifluoromethyl anion to afford isocoumarins. By using CuBr as a catalyst, 2 eq. of aryne reacted with β-diketones to afford phenanthrenes and 1,2-diarylethanones. Although reaction of 2-(trimethylsilyl)phenyl triflate with 1,1,1-trifluoro-4′-methylbenzoylacetone in the presence of CsF gave 3-(4′-methylphenyl)isocoumarin in 67% yield, addition of 0.2 eq. of CuCN resulted in the formation of 9-(4-methylbenzoyl)-10-trifluoromethylphenanthrene in 35% yield.

Bildung von 1,2,4-Trithiolanen in Dreikomponenten-Gemischen aus Phenyl-azid, aromatischen Thioketonen und 2,2,4,4-Tetramethylcyclobutan-thionen: Eine Schwefel-Transfer-Reaktion unter Bildung von 'Thiocarbonyl-thiolaten' ((Alkylidensulfonio)thiolaten) als

The reaction of PhN3 and aromatic thioketones 18 (two-component reaction) at 80 degree yields only the corresponding imines 22, S, and N2.Under similar conditions, in the presence of sterically crowded 2,2,4,4-tetramethyl-cyclobutanethiones 19 (three-comp

Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles

Photoredox-mediated radical/polar crossover (RPC) processes offer new avenues for the synthesis of cyclic molecules. This process has been realized for the construction of medium-sized saturated nitrogen heterocycles. Photocatalytically generated alkyl ra

Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow

A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.