525-03-1

Basic information

• Product Name: 9H-FLUOREN-9-AMINE
• Synonyms: TIMTEC-BB SBB005783;Fluoren-9-ylamine;FLUOREN-9-AMINE;9-AMINOFLUORENE;9H-FLUOREN-9-AMINE;9-AMINOFLUOROENE;9-Amino-9H-fluorene;Fluoren-9-amine(7CI,8CI)
• CAS NO: 525-03-1
• Molecular Formula: C₁₃H₁₁N
• Molecular Weight: 181.23
• Product Categories: Fluorene Derivatives;Amines;Fused Ring Systems
• Mol File: 525-03-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 64℃
• Boiling Point: 304.35°C (rough estimate)
• Flash Point: 168.1 °C
• Appearance: /
• Density: 1.162
• Refractive Index: 1.6118 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.18±0.20(Predicted)
• CAS DataBase Reference: 9H-FLUOREN-9-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 9H-FLUOREN-9-AMINE(525-03-1)
• EPA Substance Registry System: 9H-FLUOREN-9-AMINE(525-03-1)

Safety Data

• Hazardous Substances Data: 525-03-1(Hazardous Substances Data)

Usage

Purification Methods

Purify it by converting it to the hydrochloride with HCl, then basify it with NH3 and recrystallise it from pet ether (m 62-63o) or from hexane. The hydrochloride M 217.7, m ~255o(dec, from EtOH). [Ingold et al. J Chem Soc 1493 1933, Mathieu Bull Soc Chim Fr 1526 1971, Beilstein 12 H 1331, 12 I 553, 12 II 780, 1 2 III 3297, 12 IV 3390.]

Upstream product

• 1940-57-4 9H-fluoren-9-yl bromide 
• 127-09-3 sodium acetate 
• 1074-82-4 potassium phtalimide 
• 98-95-3 nitrobenzene 
• 486-25-9 9-fluorenone 
• 64-19-7 acetic acid 
• 100-46-9 benzylamine 
• 2157-52-0 9-fluorenone oxime 
• 7647-01-0 hydrogenchloride 
• 6630-65-5 9-chlorofluorene 
• 53156-46-0 9-(N,N-dimethylamino)fluorene 
• 7664-41-7 ammonia 
• 108-88-3 toluene 
• 751-35-9 9-fluorenone triphenylphosphazine 

Downstream Products

• 6633-24-5 N-fluoren-9-yl-maleamic acid 
• 486-25-9 9-fluorenone 
• 1493-54-5 N-(9-fluorenyl)trifluoroacetamide 
• 94623-63-9 N-(9H-fluoren-9-yl)-4-methylbenzenesulfonamide 
• 4440-33-9 fluorenone imine 
• 789-24-2 9-Phenylfluorene 
• 6277-86-7 9-phenyl-9H-fluoren-9-amine 
• 86-73-7 9H-fluorene 
• 746-47-4 tetrabenzo[5.5]fulvalene 
• 7664-41-7 ammonia 
• 118133-90-7 p-methoxybenzaldehyde 9-fluorenyl imine 
• 1059629-09-2 N-(9H-fluoren-9-yl)-4-benzyloxy-5-methoxy-2-nitro-benzamide 
• 81532-35-6 N-benzylidene-9H-fluoren-9-amine 

Relevant articles and documents

Palladium-catalyzed benzylic arylation of N-benzylxanthone imine

(Chemical Equation Presented) The direct benzylic arylation of N-benzylxanthone imine with aryl chloride proceeds under palladium catalysis, yielding the corresponding coupling product. The product is readily transformed to benzhydrylamine. Taking into consideration that the imine is readily available from benzylic amine, the overall transformation represents a formal cross-coupling reaction of aryl halide with α-aminobenzyl metal.

The Electrochemical Reduction of Fluorenone Tosylhydrazone: Evidence Consistent with Formation of the Tosyl Nitrene Anion Radical

Fluorenone tosylhydrazone (Fl=NNHTs) undergoes one-electron reductive dehydrogenation in DMF-0.1 F (n-Bu)4NClO4 to give hydrogen and its conjugate base Fl=NN-Ts as products.Fl=NN-Ts is subsequently reduced at more negative potential to a dianion radical (Fl=NNTs dianion radical) that is stable on the cyclic voltammetric time scale.On the coulometric time scale or in the presence of added proton donors (pKa ca.29), Fl=NNTs dianion radical decomposes to give FlHNH2 and TsNH2 as the principal products.A pathway is proposed for the reaction of Fl=NNTs dianion radical which involves rate-determining proton abstraction by the nitrogen atom α to the fluorene moiety.Cyclic voltammetric and chronoamperometric data are presented which are consistent with the formation of the tosyl nitrene anion radical as a short-lived, unobserved intermediate.