58632-96-5

Usage

Uses

Used in Chemical Synthesis:
3-Aminophthalonitrile is used as a key intermediate in the synthesis of a wide range of organic compounds. Its presence in the molecular structure allows for the creation of dyes, pigments, and other materials that require its specific chemical characteristics.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-Aminophthalonitrile is utilized as a starting material for the development of new drugs. Its unique structure and reactivity contribute to the design and synthesis of pharmaceutical compounds with potential therapeutic applications.
Used in Material Development:
3-Aminophthalonitrile is also employed in the research and development of new materials. Its chemical properties lend themselves to the creation of innovative materials with specific properties required for various industrial applications.
Used as a Reagent in Organic Chemical Reactions:
Due to its reactive nature, 3-Aminophthalonitrile serves as a reagent in a variety of organic chemical reactions. It facilitates the formation of new chemical bonds and the synthesis of complex organic molecules, making it an indispensable tool in organic chemistry research and development.

Upstream product

• 51762-67-5 3-nitrobenzene-1,2-dicarbonitrile 
• 24564-71-4 3-Nitrophthaloyl dichloride 
• 96385-50-1 3-nitrophthalamide 
• 603-11-2 3-nitrophthalic acid 

Downstream Products

• 61109-17-9 2,3-dicyano-N,N-dimethylaniline 
• 76241-81-1 1,2-dicyano-3-iodobenzene 
• 76241-79-7 3-chloro-1,2-dicyanobenzene 
• 168299-96-5 1,2-bis(2,3-dicyanophenyl)ethyne 
• 170697-27-5 2,3-dicyanobenzenesulfonyl chloride 
• 1334204-26-0 2,3-dicyano-(N-methyl-N-isopropyl)aniline 

Relevant academic research and scientific papers

Nonperipheral tetrakis(dibutylamino)phthalocyanines. New types of 1,8,15,22-tetrakis(substituted)phthalocyanine isomers

Cyclic tetramerization of 3-(dibutylamino)phthalonitrile in refluxing n-pentanol in the presence of magnesium pentanoate afforded the four regioisomer-containing nonperipheral 1,8-/11,15-/18,22-/25-tetrakis-(dibutylamino)phthalocyaninato magnesium complexes with the 1,8,15,22-tetrakis(dibutylamino)phthalocyanine isomer Mg{Pc[α-N(C4H9)2]4-C4} (2). This, in combination with its much superior crystallinity over the remaining three isomers, renders the easy isolation of 2 only through two simple recrystallizations from THF and methanol. Treatment of 2 with trifluoroacetic acid induced the isolation of metal-free 1,8,15,22-tetrakis-(dibutylamino)phthalocyanine, H2{Pc[α-N(C4H9)2]4-C4} (1), which further reacted with M(OAc)2·nH2O (M = Ni, Zn) in refluxing n-pentanol, giving the 1,8,15,22-tetrakis(dibutylamino)phthalocyaninato metal complexes M{Pc[α-N(C4H9)2]4-C4} (M = Ni (3), Zn (4)). The full series of four 1,8,15,22-tetrakis(dibutylamino)phthalocyanine isomeric compounds have been characterized by a series of spectroscopic methods and single-crystal X-ray diffraction analyses. Obviously, the present result provides a simple and effective pathway for the synthesis and isolation of novel 1,8,15,22-tetrakis(dibutylamino)-phthalocyanine isomeric derivatives, providing one step forward toward completing bis(alkyl)amino-incorporated phthalocyanine species.

Presence and absence of excited state intramolecular charge transfer with the six isomers of dicyano- N, N -dimethylaniline and dicyano-(N -methyl- N -isopropyl)aniline

The excited state behavior of the six m,n-dicyano-N,N-dimethylanilines (mnDCDMA) and m,n-dicyano-(N-methyl-N-isopropyl)anilines (mnDCMIA) is discussed as a function of solvent polarity and temperature. The dicyano moiety in these electron donor (D)/accept

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.

Multisubstituted phthalonitriles, naphthalenecicarbonitriles, and phenanthrenetetracarbonitriles as precursors for phthalocyanide syntheses

Electrophilic aromatic nitration under mild conditions of 4-hydroxyphthalonitrile gave 4-hydroxy-3-nitrophthalonitrile and 4-hydroxy-5-nitrophthalonitrile, while bromination yielded 3-bromo-4-hydroxyphthalonitrile, 4-bromo-5-hydroxyphthalonitrile, and 3,5-dibromo-4-hydroxyphthalonitrile.Iodination gave 4-hydroxy-5-iodophthalonitrile and 4-hydroxy-3,5-diiodophthalonitrile.Coupling of 4-iodophthalonitrile, 3-iodophthalonitrile, and 5-iodo-2,3-dicyanonaphthalene with trans-1,2-bis(tri-n-butylstannyl)ethene gave trans-1,2-bis(3,4-dicyanophenyl)ethene, trans-1,2-bis(2,3-dicyanophenyl) ethene, and trans-1,2-bis(6,7-dicyanonaphthyl)ethene.Photocyclization of a dilute solution of cis-or trans-1,2bis(3,4-dicyanophenyl)ethene in dioxane gave a 1:1 mixture of 2,3,6,7- and 2,3,5,6,-tetracyanophenanthrenes separable by chromatography.Key words: phthalonitriles, naphthalenedicarbonitriles, phenanthrenetetracarbonitriles, electrophilic substitution.