Category: 55490-87-4

Steric hindrance-enforced distortion as a general strategy for the design of fluorescence “turn-on” cyanide probes was written by Chen, Bin;Ding, Yubin;Li, Xin;Zhu, Weihong;Hill, Jonathan P.;Ariga, Katsuhiko;Xie, Yongshu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.Category: nitriles-buliding-blocks This article mentions the following:

For the rational design of fluorescence “turn-on” cyanide probes, a general strategy is developed by introducing a dicyanovinyl group at the sterically demanding position of a large 锜?framework. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Category: nitriles-buliding-blocks).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potassium-Functionalized Graphitic Carbon Nitride Supported on Reduced Graphene Oxide as a Sustainable Catalyst for Knoevenagel Condensation was written by Bahuguna, Ashish;Kumar, Ashwani;Chhabra, Tripti;Kumar, Ajay;Krishnan, Venkata. And the article was included in ACS Applied Nano Materials in 2018.Reference of 55490-87-4 This article mentions the following:

A nanocomposite of potassium-functionalized graphitic carbon nitride (KGCN) and reduced graphene oxide (RGO) was fabricated by a facile hydrothermal method and used as a heterogeneous catalyst for Knoevenagel condensation and sustainable synthesis of aryl substituted chromenes. The prepared KGCN-RGO nanocomposite catalyst has been characterized by using various techniques, such as powder X-ray diffraction technique (PXRD), Fourier transform IR spectroscopy, SEM, transmission electron microscopy, thermogravimetric anal., and BET surface area anal. After detailed characterization, the nanocomposite was used as a heterogeneous catalyst to synthesize various aryl substituted chromenes in ethanol. The developed KGCN-RGO nanocatalyst also rendered good recyclability for the explored catalytic reactions. In addition, a high value of atom economy and a low value of E-factor are also key highlights of this green and sustainable catalytic protocol. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Reference of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Reference of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A Dynamic Three-Dimensional Covalent Organic Framework was written by Ma, Yun-Xiang;Li, Zhi-Jun;Wei, Lei;Ding, San-Yuan;Zhang, Yue-Biao;Wang, Wei. And the article was included in Journal of the American Chemical Society in 2017.Reference of 55490-87-4 This article mentions the following:

A guest-induced reversible crystal-structure transformation is identified in a new 3D covalent organic framework (COF) by comprehensive analyses using powder X-ray diffraction, organic vapor sorption isotherm, and ¹²⁹Xe NMR spectroscopy. The revolving imine bond in interpenetrating 3D networks is uncovered as the key to the dynamic behavior, the potential applications of which are illustrated by gas separation and heterogeneous catalysis, thus paving the way to the design of stimuli-responsive and multifunctional COF materials. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Reference of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Reference of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A new, fast and easy strategy for one-pot synthesis of full substituted cyclopropanes: direct transformation of aldehydes to 3-aryl-1,1,2,2-tetracyanocyclopropanes was written by Pesyan, Nader Noroozi;Kimia, Mohammad Ali;Jalilzadeh, Mohammad;Sahin, Ertan. And the article was included in Journal of the Chinese Chemical Society (Weinheim, Germany) in 2013.Recommanded Product: 55490-87-4 This article mentions the following:

A new, fast and easy method for a one-pot reaction of aromatic aldehydes and dialdehydes with malononitrile and cyanogen bromide was developed to afford substituted 3-arylcyclopropane-1,1,2,2-tetracarbonitrile derivatives in excellent yield in a very short time (about 5 s). The product structures were characterized by IR, ¹H-NMR, ¹³C-NMR, mass spectrometry and X-ray crystallog. techniques. For these compounds the crystallog. data showed two structures in a mirror image in solid case and one distinct structure in solution A reaction mechanism was discussed, whereby the synthesis of the target compounds was achieved by the formation of triethylammonium bromodicyanomethanide (I) as a key intermediate. The title compounds thus formed included 3-(2-nitrophenyl)-1,1,2,2-cyclopropanetetracarbonitrile (II) and related substances, such as a naphthalene, pyridine, furan and anthracene derivative A reaction of 1,4-benzenedicarboxaldehyde provided a dimer-type compound [3,3′-(1,4-phenylene)bis[1,1,2,2-cyclopropanetetracarbonitrile]]. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Recommanded Product: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mixed-Linker Isoreticular Zn(II) Metal-Organic Frameworks as Bronsted Acid-Base Bifunctional Catalysts for Knoevenagel Condensation Reactions was written by Huang, Guo-Quan;Chen, Jun;Huang, Yong-Liang;Wu, Kun;Luo, Dong;Jin, Ji-Kang;Zheng, Ji;Xu, Shi-Hai;Lu, Weigang. And the article was included in Inorganic Chemistry in 2022.Application of 55490-87-4 This article mentions the following:

Multicomponent metal-organic frameworks (MOFs) have received an increasing amount of attention due to their potential to produce new topologies, pore metrics, and functionalities compared to MOFs with a single metal cluster and one organic linker. Herein, five isoreticular Zn MOFs were obtained by mixing two types of linear ditopic linkers in a one-pot solvothermal synthesis. Interestingly, in the resulting Zn MOFs a six-connected cyclic trinuclear Zn(II) cluster and an eight-connected linear trinuclear Zn(II) cluster coexist, leading to an uncommon (6,8)-connected network. Catalytic activities toward the solvent-free Knoevenagel reactions were observed for all of these MOFs. Further exptl. and computational studies suggest that they are Bronsted acid-base bifunctional catalysts. Through chem. modifications of dicarboxylate ligands, including their aromatic backbones and substituents, we have successfully implemented reticular chem. for the modulations of pore sizes, surface areas, and catalytic performances in a series of four-component isoreticular MOFs. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Application of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Application of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mixed-Linker Isoreticular Zn(II) Metal-Organic Frameworks as Bronsted Acid-Base Bifunctional Catalysts for Knoevenagel Condensation Reactions was written by Huang, Guo-Quan;Chen, Jun;Huang, Yong-Liang;Wu, Kun;Luo, Dong;Jin, Ji-Kang;Zheng, Ji;Xu, Shi-Hai;Lu, Weigang. And the article was included in Inorganic Chemistry in 2022.Application of 55490-87-4 This article mentions the following:

Multicomponent metal-organic frameworks (MOFs) have received an increasing amount of attention due to their potential to produce new topologies, pore metrics, and functionalities compared to MOFs with a single metal cluster and one organic linker. Herein, five isoreticular Zn MOFs were obtained by mixing two types of linear ditopic linkers in a one-pot solvothermal synthesis. Interestingly, in the resulting Zn MOFs a six-connected cyclic trinuclear Zn(II) cluster and an eight-connected linear trinuclear Zn(II) cluster coexist, leading to an uncommon (6,8)-connected network. Catalytic activities toward the solvent-free Knoevenagel reactions were observed for all of these MOFs. Further exptl. and computational studies suggest that they are Bronsted acid-base bifunctional catalysts. Through chem. modifications of dicarboxylate ligands, including their aromatic backbones and substituents, we have successfully implemented reticular chem. for the modulations of pore sizes, surface areas, and catalytic performances in a series of four-component isoreticular MOFs. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Application of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Application of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Photoelectrochemical and thermal characterization of aromatic hydrocarbons substituted with a dicyanovinyl unit was written by Kotowicz, Sonia;Sek, Danuta;Kula, Slawomir;Fabianczyk, Aleksandra;Malecki, Jan Grzegorz;Gnida, Pawel;Mackowski, Sebastian;Siwy, Mariola;Schab-Balcerzak, Ewa. And the article was included in Dyes and Pigments in 2020.Safety of 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

Seven aromatic hydrocarbons bearing a dicyanovinyl unit were prepared to determine the relation between both the number of aromatic rings and location of acceptor substituent on their thermal and optoelectronic properties. Addnl., the d. functional theory calculations were performed. The obtained compounds showed temperatures of the beginning of thermal decomposition in the range of 137-289°, being above their resp. m.ps. found between 88 and 248°. They were electrochem. active and showed quasi-reversible reduction process, except for 2-(phen-1-yl)methylene malononitrile. Electrochem. estimated energy band gaps were below 3.0 eV, in the range of 2.10-2.50 eV. The absorption and emission spectra were recorded in CHCl₃ and NMP and in solid state. All compounds strongly absorbed radiation with absorption maximum ranging from 307 to 454 nm ascribed to the intramol. charge transfer between the donor and acceptor units. The aromatic hydrocarbons were luminescent in all investigated media and exhibited higher photoluminescence quantum yields in the solid state due to the aggregation induced emission phenomena. Electroluminescence ability of selected compounds was tested in a diode with guest-host configuration. Addnl., the selected compound together with a com. N719 was applied in the dye-sensitized solar cell. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Safety of 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Safety of 2-(Anthracen-9-ylmethylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A general post-synthetic modification approach of amino-tagged metal-organic frameworks to access efficient catalysts for the Knoevenagel condensation reaction was written by Luan, Yi;Qi, Yue;Gao, Hongyi;Andriamitantsoa, Radoelizo S.;Zheng, Nannan;Wang, Ge. And the article was included in Journal of Materials Chemistry A: Materials for Energy and Sustainability in 2015.Synthetic Route of C18H10N2 This article mentions the following:

Four common transition metal derived metal-organic frameworks have been extensively investigated as heterogeneous catalyst supports for Knoevenagel condensation reactions [IRMOF-3, Cr-MIL-101-NH₂, UiO-66-NH₂, and Al-MIL-53-NH₂]. A simple post-synthetic modification strategy was employed for the rapid and facile introduction of a primary alkyl amino group. The resulting novel MOF-RNH₂ catalysts showed greatly enhanced Knoevenagel condensation reactivities towards a variety of aldehyde electrophiles [R = -CH₂CH(Me)-]. IRMOF-3 proved to be an unsuitable heterogeneous catalyst support due to its fragile nature upon treatment with bases. The novel zirconium based UiO-66-NH-RNH₂ and chromium based Cr-MIL-101-NH-RNH₂ materials showed excellent catalytic reactivities, while being highly convenient to synthesize. The basic catalytic activity was further extended to the Henry reaction, and excellent catalytic reactivity was achieved. The size-selectivity was also studied to show that the Knoevenagel condensation occurred inside of the porous structure of the MOF catalyst. The recycling properties of zirconium, aluminum and chromium derived MOFs were evaluated and zirconium based UiO-66 and chromium based Cr-MIL-101 showed excellent catalytic efficiency after five reaction cycles. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Synthetic Route of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Synthetic Route of C18H10N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The biological action of malononitriles. I. The effect of substituted malononitriles on the growth of transplanted tumors in mice was written by Gal, Emery M.;Fung, Fung-Haan;Greenberg, David M.. And the article was included in Cancer Research in 1952.Category: nitriles-buliding-blocks This article mentions the following:

The following compounds were prepared and tested for toxicity and effect on sarcoma, carcinoma, and myeloid leukemia in mice; compounds marked *inhibited tumor growth, || slightly promoted tumor growth, † were first synthesized here, ‡ irritated skin and mucous membranes, in each case the substituent on the methylene group of malononitrile is given: 2-(methoxycarboxy)ethyl-, 2-(ethoxycarboxy)ethyl-, 2-cyanoethyl-, methylenebis-, ethylidenebis-, heptylidenebis-, ethoxymethylene- *, aminomethylene-, glyceral- †, citral- †, tiglal- †, furfurylidene-, 5-nitrofurfurylidene- *‡, 2-thenylidene-, 5-nitro-2-thenylidene-, benzylidene- *‡, o-hydroxybenzylidene-, m-hydroxybenzylidene-, p-hydroxybenzylidene- *‡, 2,4-dihydroxybenzylidene-, 3,5-dihydroxybenzylidene-, o-methylbenzylidene- ‡, m-methylbenzylidene-, p-methylbenzylidene-, o-chlorobenzylidene- ‡, p-chlorobenzylidene- *, 2-hydroxy-5-chlorobenzylidene-, 2,4-dichlorobenzylidene-, 2,6-dichlorobenzylidene-, o-nitrobenzylidene- ‡, m-nitrobenzylidene-, p-nitrobenzylidene- *, 2,4-dinitrobenzylidene-, 2,6-dinitrobenzylidene-, 2-chloro-5-nitrobenzylidene ‡, p-methoxybenzylidene-, 2,4-dimethoxybenzylidene-, 2,5-dimethoxybenzylidene-, 3,4-dimethoxybenzylidene-, 3,4,5-trihydroxybenzylidene- †, 3,4,5-trimethoxybenzylidene- †, 3-methoxy-4-hydroxybenzylidene-, piperonal- *, cinnamal-, p-acetamidobenzylidene-, p-dimethylaminobenzylidene-, p-diethylaminobenzylidene-, 1-ethoxy-2-naphthylmethylene-, 9-anthral-, cinchoninal-, α-methylbenzylidene-, 1-methyl-2-(p-chlorophenyl)ethylidene-, 1-methyl-2-cyclopropylethylidene-, 1-methyl-2-(p-fluorophenyl)ethylidene-, 1-methyl-2-(p-methylphenyl)ethylidene-, 1-methyl-2-(p-nitrophenyl)ethylidene- *, 1-propyl-2-phenylethylidene-, 1-methyl-2-furylethylidene- *, 1-methyl-2-thienylethylidene-, isatylphenylazo- ||, p-dimethylaminophenylazo- †||, p-nitrophenylazo- ||, and p-chlorophenylazo- ||. Tested were also 1,3-dimethyl-2,2,4,4-cyclobutanetetranitrile, 2-cyano-1,4-endomethylene-4-cyclohexene ‡, and fumaronitrile. The effects were attributed to the structural properties of the particular compounds rather than to release of cyanide at different rates. Neither NaCN nor malononitrile retarded any of the tumors tested. Toxicity symptoms of the substituted malononitriles were much the same as those described for the parent compound by Heymans and Masoin (Arch. pharmacodynamie 3, 77(1897)). In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Category: nitriles-buliding-blocks).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electrospinning NH₂-MIL-101/PAN nanofiber mats: A promising catalyst with Lewis acidic and basic bifunctional sites for organic transformation reactions was written by Hassan, Hassan M. A.;Alhumaimess, Mosaed S.;Kamel, Mahmoud M.;Alsohaimi, Ibrahim H.;Aljaddua, Huda I.;Aldosari, Obaid F.;Algamdi, Mohammad. S.;Mohamed, Rasha M. K.;El-Aassar, M. R.. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 2022.Safety of 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

Because of their distinctive characteristics, like great surface area and capability of structure modifications, Metal-organic frameworks (MOFs) were endorsed as outstanding candidates for catalysis purposes. The incorporation of MOF into an organic polymer frameworks is thought to be a promising approach to enhance the catalysts performance, however, a facile and low-cost approach to prepare such catalysts is currently missing. Herein, a direct approach for integration the MOF into nanofibers with improved catalytic organic transformation reactions without film rupture is reported. The electrospun NH₂-MIL-101 @polyacrylonitrile (PAN) catalyst nanofibers with varied MOF to PAN mass ratio was fabricated by a facile electrospinning approach and used as integrated catalyst for Friedel-Crafts acylation of anisole, esterification of amyl alc., and Knoveonagel condensation reaction of aldehydes. The fabricated MOF-catalysts nanofibers NH₂-MIL-101 @PAN show effective anisole acylation, ester production, and Knoveonagel condensation reaction. The anisole acylation, ester production, and Knoveonagel condensation efficiency boosted to 90%, 79%, and 98% after incorporating NH₂-MIL-101 nanocrystals into the elctrospun PAN nanofibers. The great surface area, available active centers in the pore architecture, and unsaturated Cr³⁺ Lewis acid centers are responsible for this exceptional performance. Because of its adaptability, our approach offers a cutting-edge and intriguing platform for the future tailoring of MOF fabrics with a wide range of practical uses. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Safety of 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Safety of 2-(Anthracen-9-ylmethylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts