928-53-0

Usage

Uses

Used in Chemical Synthesis:
(Z)-but-2-enedinitrile is used as a chemical intermediate for the synthesis of various organic compounds. Its reactivity, due to the multiple degrees of unsaturation, makes it a valuable component in the production of a wide range of chemical products.
Used in Pharmaceutical Industry:
(Z)-but-2-enedinitrile is used as a building block in the development of pharmaceutical compounds. Its unique structure allows for the creation of new molecules with potential therapeutic applications.
Used in Polymer Production:
(Z)-but-2-enedinitrile is used as a monomer in the production of certain types of polymers. Its reactivity and structural properties contribute to the formation of polymers with specific characteristics, such as strength, flexibility, or chemical resistance.
Used in Pesticide Formulation:
(Z)-but-2-enedinitrile is used as an active ingredient or a precursor in the formulation of pesticides. Its reactivity and ability to form complex molecules make it a useful component in the development of effective pest control products.
Used in Dye and Pigment Production:
(Z)-but-2-enedinitrile is used as a starting material in the synthesis of dyes and pigments. Its structural properties allow for the creation of a variety of colored compounds, which are used in various industries, such as textiles, plastics, and printing.

Upstream product

• 764-42-1 1,2-Dicyanoethylene 
• 941-69-5 N-phenyl-maleimide 
• 928-01-8 maleamide 
• 1457-42-7 pyridazinyl-N-oxide 
• 460-19-5 ethanedinitrile 
• 107-13-1 acrylonitrile 
• 71-43-2 benzene 
• 7553-56-2 iodine 
• 590-26-1 (Z)-1,2-diiodoethylene 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 7732-18-5 water 
• 67-64-1 acetone 
• 110-82-7 cyclohexane 

Downstream Products

• 74-90-8 hydrogen cyanide 
• 764-42-1 butenedinitrile 
• 17407-30-6 2-(1-cyclopropylethylidene)malononitrile 
• 36428-87-2 C₃₃H₂₀N₂O 
• 24425-58-9 norbornene-⁽⁵⁾-dicarbonitrile-(2endo.3endo) 
• 38447-89-1 5,6-Dicyan-bicyclo[2.2.1]hepten-(2) 
• 13134-11-7 2-(4-methylpentan-2-ylidene)malononitrile 
• 140146-90-3 (1R,2R,3S)-3-Dimethylamino-cyclohex-4-ene-1,2-dicarbonitrile 
• 139943-15-0 (1R,2R,3R)-3-Dimethylamino-cyclohex-4-ene-1,2-dicarbonitrile 
• 244179-17-7 3,6-bis(4-methoxyphenyl)-4,5-dicyanohexane 
• 500-77-6 porphyrazine 
• 674289-75-9 5-fluoro-1-methyl-2,2-diphenyl-2,3-dihydropyrrole-3,4-dicarbonitrile 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING ISOTHIAZOLE DERIVATIVE

A process for producing 3,4-dichloro-5-cyanoisothiazole represented by a general formula (3): the process comprising: reacting a nitrile compound represented by a general formula (1): (wherein “n” denotes an integer of 0 to 2), with sulfur chloride represented by a general formula (2): [Chemical Formula 18] SmCl2 ??(2) (wherein “m” represents an integer of 1 to 2), or a mixture thereof in an aprotic polar solvent. There is provided a process for producing 3,4-dichloro-5-cyanoisothiazole, which is capable of suppressing by-production of a waste, without using a raw material having a having a strong toxicity; and is capable of providing a product having a higher purity in a high yield and efficiency in an industrial scale, in a simple manner.

2 H-azirines from a concerted addition of alkylcarbenes to nitrile groups

Photolysis of aziadamantanes in the presence of fumaronitrile (FN) unexpectedly afforded conjugated 2H-azirines resulting from addition of the carbene to the CN triple bond. This represents the first example of a direct azirine formation starting from an alkylcarbene for which a concerted pathway is postulated. The novel outcome of the reaction is favored by the prior formation of a carbene-alkene complex, a type of adduct that only recently has been described.

Synthesis, structures, and reactivity of kinetically stabilized anthryldiphosphene derivatives

The first stable anthryldiphosphenes, 1 and 2, were synthesized by utilizing kinetic stabilization of 2,4,6- tris[bis(trimethylsilyl)methyl]phenyl (Tbt) and 2,6-bis[bis(trimethylsilyl)methyl]-4-[tris(trimethylsilyl)methyl] phenyl (Bbt) groups, and were characterized by spectroscopic and X-ray crystallographic analyses. The UVvisible spectroscopic data suggested the electronic communication between the anthryl moiety and the P=P unit. It was found that TbtP=P(9- Anth) (1a: 9-Anth = 9-anthryl) showed weak fluorescence in hexane solution. Furthermore, the reactivities of anthryldiphosphene 1 with a chromium complex, chalcogenation reagents, a diene, and electron-deficient olefins have been revealed.

Highly active phosphine-free carbene ruthenium catalyst for cross-metathesis of acrylonitrile with functionalized olefins

The carbene ruthenium complex [1,3-bis(2,6-dimethylphenyl)-4,5- dihydroimidazol-2-ylidene](C5H5N)2(Cl) 2RuCHPh (8) was prepared by the reaction of [1,3-bis (2,6-dimethylphenyl)-4,5-dihydroimidazol-2-ylidene](PPh3)(Cl) 2RuCHPh (7) with pyridine and used as a highly effective catalyst for the cross-metathesis of acrylonitrile with various functionalized olefins.

Lewis-acid assisted cross metathesis of acrylonitrile with functionalized olefins catalyzed by phosphine-free ruthenium carbene complex

The exchange of the PPh3 ligand in the complex [1,3-bis(2,6-dimethylphenyl)4,5-dihydroimidazol-2-ylidene](PPh 3)-(Cl)2Ru=CHPh (7) for a pyridine ligand at ambient temperature leads to the formation of the stable phosphine-free carbene ruthenium complex [1,3-bis(2,6-dimethylphenyl)4,5-dihydroimidazol-2-ylidene] (C5H5N)2(Cl)2 Ru=CHPh (8). The resulted ruthenium complex exhibits highly catalytic activity for the cross metathesis of acrylonitrile with various functionalized olefins under mild conditions, and its activity can be further improved by the addition of a Lewis acid such as Ti(O′Pr)4. In the mixture products, the Z-isomer predominates. The Royal Society of Chemistry 2005.

Microwave spectra and molecular structures of (Z)-pent-2-en-4-ynenitrile and maleonitrile

Accurate equilibrium structures have been determined for (Z)-pent-2-en-4-ynenitrile (8) and maleonitrile (9) by combining microwave spectroscopy data and ab initio quantum chemistry calculations. The microwave spectra of 10 isotopomers of 8 and 5 isotopomers of 9 were obtained using a pulsed nozzle Fourier transform microwave spectrometer. The ground-state rotational constants were adjusted for vibration-rotation interaction effects calculated from force fields obtained from ab initio calculations. The resultant equilibrium rotational constants were used to determine structures that are in very good agreement with those obtained from high-level ab initio calculations (CCSD(T)/cc-pVTZ). The geometric parameters in 8 and 9 are very similar; they also do not differ significantly from the all-carbon analogue, (Z)-hex-3-ene-1,5-diyne (7), the parent molecule for the Bergman cyclization. A small deviation from linearity about the alkyne and cyano linkages is observed for 7-9 and several related species where accurate equilibrium parameters are available. The data on 7-9 should be of interest to radioastronomy and may provide insights on the formation and interstellar chemistry of unsaturated species such as the cyanopolyynes.

Facile Synthesis of 13C-2-Butenedinitrile and Regiospecifically Labeled 13C,15N-Pyridoxines

Syntheses of -2-butenedinitrile in a one-pot process and pyridoxines regiospecifically multi-labeled with carbon-13 and nitrogen-15 are described.

FLASH VACUUM PYROLYSIS OF PYRIDAZINE N-OXIDES

Flash vacuum pyrolysis of 6-unsubstituted pyridazine 1-oxides afforded nitriles and pyrroles. 6-Phenylpyridazine 1-oxides gave 2-phenyloxazole together with nitriles and pyrroles. 6-Methylpyridazine 1-oxide and 3,6-dimethylpyridazine 1-oxide afforded naphthalene and benzene, respectively, together with other products.The formation mechanism of these products was speculated.

Production of Acrylonitrile and Other Unsaturated Nitriles from Alkenes and Alkynes

Passage of unsaturated organic molecules trough a 13.56-MHz radio-frequency discharge, in the presence of cyanogen, results in the formation of unsaturated nitriles.Acrylonitrile was the major product from ethylene, propylene, acrolein, methyl vinyl ketone, or 1,1,1-trifluoropropylene. 1-Butene, 2-butene, and isobutylene gave mixtures of nitrile products with the CN situated at vinylic or allylic positions. 2-Butyne gave 1-cyanopropyne.Other compounds gave only low yields of nitriles and considerable polymer.The effects of power, pressure, flow rate, and ratios of reactants on the yields of acrylonitrile from propylene and cyanogen were studied.A typical power yield of acrylonitrile was 30 g kW-1 h-1.Maximum material yields of nitrile products were obtained at intermediate powers and pressures.The products are consistent with a reaction scheme involving attack of initially formed cyano radicals on the organic substrate.This step forms activated radical intermediates, which decay through elimination of an atom or group.The atom or group which is most weakly bound is preferentially lost.

AMMOXYDATION CATALYTIQUE DES HYDROCARBURES ET REACTIONS APPARENTEES. XXII. AMMOXYDATION DU BENZENE ET DU CYCLOHEXANE

Benzene ammoxidation at 440-550 deg C/1 at. produces, on V-Mo, Ti-Mo, Bi-Mo (oxides) catalysts, unsaturated C4 (maleo and fumaronitriles) and C6 (mucononitrile and stereoisomers) dinitriles.These initial selectivities fall with increasing conversions, and C6 dinitriles disappear above 10percent conversion by thermal or catalytic degradation.The main initial stereoisomer cis-cis (mucononitrile) is consistent with a 1-2 attack of the aromatic ring, so far unknown in catalytic oxidations.Cyclohexane ammoxidation goes through the oxidative dehydrogenation to benzene and proceduces small amounts of C4 unsaturated dinitriles along with traces of C4, C5 and C6 saturated dinitriles coming from a different reaction path.In both cases, V-Mo and Ti-Mo are the best catalysts for dinitriles production; no C6 formed on Sn-Mo, Sb-Mo and Sn-Sb-Fe-catalysts.