32228-97-0

Basic information

• Product Name: N-Phenyl-9H-fluoren-2-amine
• Synonyms: N-Phenyl-9H-fluoren-2-amine
• CAS NO: 32228-97-0
• Molecular Formula: C₁₉H₁₅N
• Molecular Weight: 257.35
• Mol File: 32228-97-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 390.58°C (rough estimate)
• Flash Point: 244.8°C
• Appearance: /
• Density: 0.9329 (rough estimate)
• Vapor Pressure: 3.35E-08mmHg at 25°C
• Refractive Index: 1.7380 (estimate)
• CAS DataBase Reference: N-Phenyl-9H-fluoren-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-9H-fluoren-2-amine(32228-97-0)
• EPA Substance Registry System: N-Phenyl-9H-fluoren-2-amine(32228-97-0)

Safety Data

• Hazardous Substances Data: 32228-97-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C19H15N/c1-2-7-16(8-3-1)20-17-10-11-19-15(13-17)12-14-6-4-5-9-18(14)19/h1-11,13,20H,12H2

Upstream product

• 607-57-8 2-nitro-9H-fluorene 
• 98-80-6 phenylboronic acid 
• 153-78-6 2-aminofluorene 
• 86-73-7 9H-fluorene 
• 100-63-0 phenylhydrazine 
• 1133-80-8 2-bromo-9H-fluorene 
• 62-53-3 aniline 

Relevant articles and documents

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds

The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.

Reaction of phenylhydrazines with arenes in the presence of aluminium trichloride

Phenylnitrenium ions are generated from phenylhydrazines by treatment with AlCl3. Reaction of a phenylnitrenium ion with arenes results in both aromatic N-substitution and C-substitution. In contrast, an N-methylphenylnitrenium ion undergoes exclusively aromatic C-substitution. Reaction of a phenylnitrenium ion with arenes present only in slight excess produces anilinated products in moderate to good yields.