30757-50-7

Usage

Chemical Properties

Colorless transparent liquid

Synthesis Reference(s)

Synthetic Communications, 19, p. 3231, 1989 DOI: 10.1080/00397918908052723

InChI:InChI=1/C8H4N2O/c9-4-6-1-2-8(11)3-7(6)5-10/h1-3,11H

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 31643-49-9 4-Nitrophthalonitrile 
• 77-84-9 2-ethyl-2-methyl-1,3-propanediol 
• 615-56-5 3,4-dibromophenol 
• 544-92-3 copper(I) cyanide 
• 86312-75-6 4-(benzyloxy)phthalonitrile 
• 557-21-1 zinc(II) cyanide 
• 1086964-79-5 tert-butyl(3,4-dibromophenoxy)dimethylsilane 
• 13138-53-9 4-nitrophthalic amide 

Downstream Products

• 168299-95-4 4-hydroxy-5-nitrophthalodinitrile 
• 91-15-6 phthalonitrile 
• 1122708-60-4 3,4-dicyanophenyl 4-(nonyloxy)benzoate 
• 1122708-69-3 4-(3,4-dicyanophenyl) 4-nitrobenzoate 
• 1000062-52-1 3,4-dicyanophenyl 4-[4-(octyloxy)benzoyloxy]benzoate 
• 1122708-62-6 3,4-dicyanophenyl 4-(dodecanoyloxy)benzoate 
• 330675-38-2 3,4-dicyanophenyl benzoate 
• 84600-97-5 3,4-dicyanophenyl 4-(4-heptylbenzoyloxy)benzoate 

Relevant academic research and scientific papers

NEMATOGENS FOR MATRIX-ADDRESSED TWISTED NEMATIC DISPLAYS - 1.

Nematogens with small DELTA epsilon / epsilon // PERPEND for matrix-addressed TN-displays were synthesized. The effect of introducing lateral cyano groups on the dielectric constants and the thermodynamic stability of the mesophase of 4-cyanophenyl esters is described. Fluoro-PCH's suitable for matrix addressing were prepared and the effect of the fluoro substituent on the clearing point was studied.

Synthesis, acid-base interactions, and photostability of copper(ii) tetrakis(3,5-di-tert-butylbenzoyloxy)phthalocyanine

3,4-Dicyanophenyl 3,5-di-tert-butylbenzoate was synthesized for the first time. Copper tetrakis(3,5-di-tert-butylbenzoyloxy)phthalocyaninate was obtained also for the first time from this compound using template cyclotetramerization. Prepared compounds we

The examination of molecular structure properties of 4,4′-oxydiphthalonitrile compound: combined spectral and computational analysis approaches

The synthesis process, X-ray diffraction analysis of its single crystal form and the structural properties of the 4,4′-oxydiphthalonitrile compound by Fourier transform infrared, nuclear magnetic resonance and ultraviolet-visible spectral methods were rep

A hydroxy benzoic anhydride preparation method

The invention discloses a preparation method of hydroxy benzene anhydride. The preparation method comprises the following steps: mixing nitrophthalonitrile and an organic solvent, adding alkali and nitrite, performing heating and a reflux reaction, and performing aftertreatment so as to obtain hydroxyl phthalonitrile; mixing the hydroxyl phthalonitrile and a KOH aqueous solution, performing heating, reflux and filtration, collecting filtrate, after the filtrate is cooled, regulating the pH to be 1, performing multiple extraction, taking an extraction liquid, and performing aftertreatment so as to obtain hydroxyl phthalic acid; and finally performing vacuum sublimation on the hydroxyl phthalic acid so as to obtain the hydroxy benzene anhydride. The simple preparation method of the hydroxy benzene anhydride, provided by the invention, is mild in reaction conditions, simple and convenient to operate, easy to control, low in equipment requirements and very high in yield.

Synthesis and characterization of transparent polyimides derived from ester-containing dianhydrides with different electron affinities

Two series of poly(ester imide)s derived from bis(trimellitic acid anhydride) phenyl ester (TAHQ) and bis[(3,4-dicarboxylic anhydride) phenyl] terephthalate (PAHP), as well as poly(ether imide)s based on hydroquinone diphthalic anhydride (HQDPA), were synthesized with aromatic diamines via solution polycondensation. These polyimide films were transparent with an ultraviolet-visible absorption cut-off wavelength below 375 nm, and with tensile strengths of 42.0-83.8 MPa, tensile moduli of 2.5-4.7 GPa and elongations at break of 2.1-5.4%. Compared with the poly(ether imide)s, the poly(ester imide)s showed higher glass transition temperatures (Tg), lower water absorption (WA) and lower temperature of 5% weight loss (Td5%). Moreover, the poly(ester imide)s derived from PAHP with a low electron affinity of 2.04 eV by theoretical calculation achieved better transparency, lower WA and slightly lower Tg than the corresponding TAHQ-based poly(ester imide)s.

Phthalonitriles containing ester groups and copper phthalocyanines based on them

Phthalonitriles containing ester groups were obtained by acylation of 4-hydroxyphthalonitrile and esterification of 4-(p-carboxyphenyloxy) phthalonitriles. On the basis of these phthalonitriles the respective copper phthalocyanines were synthesized. Spectral and some other physical and chemical properties of the synthesized compounds were investigated.

Synthesis of phthalonitriles using a palladium catalyst

An easy synthetic method to obtain phthalonitriles from o-dibromobenzenes under mild conditions in high yields using Zn(CN)2 and a catalytic amount of tris(dibenzylideneacetone)dipalladium and 1,1′- bis(diphenylphosphino)ferrocene is described. Georg Thieme Verlag Stuttgart.

Expeditious synthesis of glycosylated phthalocyanines

3,4-Dicyanophenyl O- and S-glycosides in the gluco, galacto, lacto, and cellobiose series were prepared in virtually quantitative yield through nucleophilic aromatic substitution of 4-nitrophthalonitrile with acetyl-protected glycoses and 1-thio-glycoses. Similarly, 2-(3,4-dicyanophenoxy) ethyl 2,3,4,6-tetra-O-acetyl-β-D-gluco- and galacto-pyranosides were obtained by nucleophilic substitution of 2-(tosyloxy)ethyl 2,3,4,6-tetra-O- acetyl-β-D-gluco- and -galactopyranoside with 3,4-dicyanophenol in 82% and 94% yields, respectively. All glycosides were deacetylated and tetramerized to the corresponding glycosylated zinc(II) phthalocyanines without further purification using a template condensation in 42-54% yields. Georg Thieme Verlag Stuttgart.

Aminobenzoannulated hetero- and carbocycles from 2-azahepta-2,4-dien-6- ynyllithium compounds: Scope and limitation of a novel benzoannulation reaction

Deprotonation of the N-benzylhetarylmethanimines 9, 12, 15, and 18 at -78°C with subsequent warming to room temperature over 16 hours and treatment with electrophiles furnished polysubstituted aminobenzoannulated heterocycles 19-25 in good to excellent yields. In a similar fashion, the deprotonation of the N-allyl-2-(alk-1-ynyl)phenylmethanimines 26 and 27 led to 2-vinylnaphthalen-1-amines 28 and 29, respectively, in moderate yields. The reaction of N-[(trimethylsilyl)methyl]imine 31 afforded naphthalen-1-amine 33, unsubstituted at the ortho position after removal of the trimethylsilyl group. The deprotonation of imine 34, bearing a trimethylsilyl group on the C≡C bond, gave none of expected amines, but the substituted imine 35, whose structure was identified using 2D NMR spectroscopy. Georg Thieme Verlag Stuttgart.

REACTION OF 4-NITROPHTHALONITRILE WITH CARBONATE, NITRITE, AND FLUORIDE

In DMSO and DMF at elevated temperatures, KF, KNO2, NaNO2, K2CO3, and Na2CO3 react with 4-nitrophthalonitrile to form 4,4'-oxybis(phthalonitrile) and, mostly, 4-hydroxyphthalonitrile.Formation ratios depend on reaction conditions.Intermediates are discussed.