890-51-7

Basic information

• Product Name: N-Benzylidene-1-napthylamine
• Synonyms: N-BENZYLIDENENAPHTHALEN-1-AMINE;N-BENZYLIDENE-1-NAPHTHYLAMINE;N-Benzylidene-1-napthylamine;N-(1-NAPHTHYL)-N-(PHENYLMETHYLENE)AMINE;N-(1-Naphtyl)benzenemethanimine;N-Benzylidene-1-naphthalenamine;N-Benzylidene-1-naphtylamine;N-Benzylidenenaphthalene-1-amine
• CAS NO: 890-51-7
• Molecular Formula: C₁₇H₁₃N
• Molecular Weight: 231.29
• Mol File: 890-51-7.mol
• Article Data: 44

Chemical Properties

• Melting Point: 74°C
• Boiling Point: 363.38°C (rough estimate)
• Flash Point: 188.5°C
• Appearance: /
• Density: 1.1024 (rough estimate)
• Vapor Pressure: 2.92E-06mmHg at 25°C
• Refractive Index: 1.5515 (estimate)
• CAS DataBase Reference: N-Benzylidene-1-napthylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzylidene-1-napthylamine(890-51-7)
• EPA Substance Registry System: N-Benzylidene-1-napthylamine(890-51-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 890-51-7(Hazardous Substances Data)

Usage

Chemical Properties

yellow crystalline powder

InChI:InChI=1/C17H13N/c1-2-7-14(8-3-1)13-18-17-12-6-10-15-9-4-5-11-16(15)17/h1-13H/b18-13+

Upstream product

• 86-57-7 1-Nitronaphthalene 
• 100-51-6 benzyl alcohol 
• 134-32-7 1-amino-naphthalene 
• 100-46-9 benzylamine 
• 108-88-3 toluene 
• 7732-18-5 water 
• 100-52-7 benzaldehyde 
• 6361-33-7 N-(1-naphthyl)benzylamine 
• 92-29-5 hydrobenzamide 
• 4657-12-9 sodium hydroxy(phenyl)methanesulfonate 

Downstream Products

• 14365-27-6 α-(1-naphtylamino)benzylphosphonate de bis-2'-chlorethyle 
• 82340-42-9 1-(1-Naphthyl)-3-benzyloxycarbonylamino-3-methoxy-4-(p-chlorophenyl)-azetidin-2-one 
• 13711-39-2 1-amino-2-chloronaphthalene 
• 134-32-7 1-amino-naphthalene 
• 6361-33-7 N-(1-naphthyl)benzylamine 
• 1036433-64-3 C₁₉H₁₉N 
• 1449488-04-3 (E)-N-(4,4-dimethyl-1-phenylpent-2-enyl)naphthalen-1-amine 
• 1449487-84-6 (E)-N-(6-chloro-1-phenylhex-2-enyl)benzenamine 
• 863997-53-9 4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)-1-(1-naphthyl)-2,3-dihydro-1H-pyrrole-2,3-dione 
• 82340-40-7 1-(1-Naphthyl)-3-benzoylamino-3-methoxy-4-phenyl-azetidin-2-one 
• 20191-76-8 2,4-dibromo-1-naphthylamine 

Relevant articles and documents

Surfactant dependent pH controlled "off-on", "off-on-off" and "on-off" fluorescent switches exhibited by N-benzylidenenaphthalen-1-amine

N-benzylidenenaphthalen-1-amine (L) acts as pH dependent "off-on", "off-on-off" and "on-off" fluorescent switch in 1:1 (v/v) CH3CN:H2O depending on the presence of anionic sodiumdocdecyl sulphate (SDS), neutral triton X-100 (TX-100)

Highly efficient and selective one-pot tandem imine synthesis via amine-alcohol cross-coupling reaction catalysed by chromium-based MIL-101 supported Au nanoparticles

One-pot tandem synthesis of imines from alcohols and amines is regarded as an effective, economic and green approach under mild conditions. In this work, Au nanoparticles (NPs) dispersed on MIL-101 (Au/MIL-101) were demonstrated as highly active and selective bifunctional heterogeneous catalyst for production of various imine derivatives with excellent yields, via amine-alcohol cross-coupling reaction at 343 K in an open flask under an Ar atmosphere. Various physicochemical techniques, including inductively coupled plasma optical emission spectroscopy (ICP-OES), powder X-ray diffraction (P-XRD), X-ray photoelectron spectroscopy (XPS) transmission electron microscopy (TEM) and N2 adsorption-desorption, were used to characterize of the Au/MIL-101 catalyst. The obtained bifunctional catalyst is highly active and selective towards one-pot imine formation and exhibited the highest TOF (30.15-51.47 h?1) among all the ever-reported MOF-supported Au catalysts. The reaction mechanism of the imine formation from alcohol and amine over Au/MIL-101 catalyst was proposed. Mechanism experiment results demonstrate that Au NPs highly effective in activating oxidation of benzyl alcohol to benzaldehyde while the Lewis acid sites on MIL-101 catalyzed the second condensation step without interfering with the oxidation step. As a result, the excellent catalytic performance of Au/MIL-101 can be ascribed to the synergistic effect between Au NPs with Lewis acid sites in MIL-101.

Silver nanoparticles stabilized by a metal-organic framework (MIL-101(Cr)) as an efficient catalyst for imine production from the dehydrogenative coupling of alcohols and amines

In this paper, we present silver nanoparticles supported on a metal-organic framework (Ag@MIL-101) as a catalyst for the one-pot tandem synthesis of imines from alcohols and amines. The Ag@MIL-101 catalyst was fabricated using the liquid phase impregnation technique as an easy and effective method. The morphology and chemical structure of the prepared catalyst were systemically evaluated by inductively coupled plasma optical emission spectroscopy (ICP-OES), powder X-ray diffraction (P-XRD), X-ray photoelectron spectroscopy (XPS) and transmission electron microscopy (TEM). The highly crystalline feature of the Ag metal nanoparticles on bifunctional MIL-101(Cr) was revealed by TEM and HRTEM analyses. The Ag@MIL-101 catalyst was examined as a catalyst for the synthesis of different imine derivatives. The catalytic performance of the Ag@MIL-101 catalyst was monitored by GC-MS and 1H-NMR analyses for the dehydrogenative coupling of alcohols and amines. Furthermore, the effect of various factors such as the amount of catalyst, base, temperature and solvent was investigated to optimize the conditions for the best performance of the Ag@MIL-101 catalyst. Catalytic activity test results showed that the Ag@MIL-101 catalyst has a good catalytic activity with TOF values in the range of 12.7-14.6 h-1 in the synthesis of various imines.