57369-97-8

Basic information

• Product Name: 5-aMinoisophthalonitrile
• Synonyms: 5-aMinoisophthalonitrile;5-aminobenzene-1,3-dinitrile
• CAS NO: 57369-97-8
• Molecular Formula: C₈H₅N₃
• Molecular Weight: 143.1454
• Mol File: 57369-97-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 192-193 °C
• Boiling Point: 351.0±22.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• PKA: 0.98±0.10(Predicted)
• CAS DataBase Reference: 5-aMinoisophthalonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-aMinoisophthalonitrile(57369-97-8)
• EPA Substance Registry System: 5-aMinoisophthalonitrile(57369-97-8)

Safety Data

• Hazardous Substances Data: 57369-97-8(Hazardous Substances Data)

Upstream product

• 33224-18-9 5-nitrobenzene-1,3-dicarbonitrile 
• 626-40-4 3,5-dibromoaniline 
• 16753-36-9 copper(I) monacetylide 
• 13438-30-7 5-nitro-1,3-benzenedicarbonylchloride 
• 618-88-2 5-nitrobenzene-1,3-dicarboxylic acid 
• 38177-07-0 5-nitro-1,3-benzenedicarboxamide 
• 50826-03-4 3-cyano-5-nitro-benzoic acid amide 
• 23218-93-1 3-amino-5-nitro-benzoic acid methyl ester 
• 99066-80-5 methyl 3-cyano-5-nitrobenzoate 
• 160892-07-9 5-bromo-1,3-benzenedicarbonitrile 

Downstream Products

• 1615253-70-7 (S)-tert-butyl 1-(5-chloro-3-(3,5-dicyanophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)ethylcarbamate 
• 666262-05-1 2-(3,5-dicyano-phenylamino)-4-trifluoromethyl-pyrimidine-5-carboxylic acid (tetrahydropyran-4-ylmethyl)-amide 
• 185500-55-4 1-tert-Butyl-3-(3,5-dicyano-phenyl)-thiourea 
• 185500-58-7 5-Isothiocyanato-isophthalonitrile 

Relevant articles and documents

LIF excitation spectra of jet-cooled 3,5-dicyanoaniline

The infrared and Raman spectra for crystalline 3,5-dicyanoaniline (3,5-DCA) and the laser induced fluorescence (LIF) excitation spectra of vacuum jet cooled molecules have been investigated. The ground S0(A 1) and excited S1(B2) state geometries, charge distributions and vibrational frequencies of 3,5-DCA have been evaluated by ab initio calculations. The Dushinsky matrices have been used for the mode correlation and assignments of the transition frequencies in LIF excitation spectra of 3,5-DCA (-NH2) and 3,5-DCA(-ND2) as well as the IR and Raman spectra for deuterated species. It has been found that the transitions I02 involving inversion motion of the amino group in 3,5-DCA show remarkable intensities suggesting substantial change in the potential energy function upon electronic excitation for the out-of-plane motion of the hydrogen atoms in the amino group. The barrier height for the inversion in the ground electronic state of 3,5-DCA seems to be the same order as the zero point energy. For the lowest excited electronic state the potential function for the inversion has single minimum but shows substantial anharmonicity. The intensity distribution in the LIF excitation spectrum has been modeled using multidimensional Franck-Condon factors. Geometry changes for S0 → S1 excitation of 3,5-DCA are discussed.

Water-induced fluorescence quenching of mono- and dicyanoanilines

Photophysical properties of monocyano- (2-, 3-, and 4-cyano) and dicyano- (3,4-, 3,5-, 2,3-, 2,4-, 2,5-, and 2,6-dicyano) anilines are investigated by fluorescence measurements. All the monocyanoanilines are virtually nonfluorescent in water (quantum yield 0.01); however, in nonaqueous solvents (cyclohexane, acetonitrile and ethanol), the fluorescence quantum yield is enhanced substantially. In contrast, dicyanoanilines investigated are highly fluorescent both in aqueous and nonaqueous environments. The photophysical data and MO calculations suggest that conformational changes in the amino group and variation of hydrogen-bonding interactions between the solute and solvent water upon electronic excitation are responsible for the water quenching in the monocyanoanilines.