Category: 16144-65-3

Synthesis and anion-selective complexation of homobenzylic tripodal thiourea derivatives was written by Hisaki, Ichiro;Sasaki, Shin-Ichi;Hirose, Keiji;Tobe, Yoshito. And the article was included in European Journal of Organic Chemistry in 2007.Synthetic Route of C15H15N3 The following contents are mentioned in the article:

Cryptand- and tripod-type thiourea derivatives I [R = n-Bu (II), Bn (III), Ph (IV), p-nitrophenyl (V)] which have binding functionalities at the homobenzylic positions, were synthesized as possible neutral receptors toward anions with an expectation that the three binding sites work cooperatively to bind an anion selectively. ¹H NMR spectroscopic monitoring of the titration of cryptand-type thiourea derivative with CH₃CO₂^–, Cl^–, and F^– in CDCl₂CDCl₂ at 100 °C showed that the binding constants were considerably smaller than those of I, presumably owing to the presence of strong intramol. hydrogen bonding in cryptand-type thiourea derivatives Complexation constants of I with H₂PO₄^–, CH₃CO₂^–, Cl^–, and Br^– anions were evaluated by ¹H NMR and/or UV/Vis spectroscopic anal. of the titration in DMSO. Though II and III undergo complexation with phosphate anion in a 1:1 stoichiometry, their association constants were not as large as simple reference compound, N,N’-dibenzyl thiourea, probably because of the steric hindrance around the binding sites and the large entropy cost for cooperative binding. IV exhibits complexation in a 1:2 stoichiometry with H₂PO₄– and CH₃CO₂^–, whereas it forms 1:1 complexes with chloride and bromide anions because of the subtle balance between the steric hindrance and the binding ability. However, by increasing the acidity of the thiourea functionality, V exhibited remarkably enhanced binding ability and selectivity toward H₂PO₄^– compared to those of reference compound, N-(4-nitrophenyl)-N’-(2-phenylethyl) thiourea, presumably through cooperative complexation of the three binding sites to the guest anion. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Synthetic Route of C15H15N3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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. Synthetic Route of C15H15N3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Tripodal (N-alkylated) CMP(O) and malonamide ligands: synthesis, extraction of metal ions, and potentiometric studies was written by Janczewski, Dominik;Reinhoudt, David N.;Verboom, Willem;Malinowska, Elzbieta;Pietrzak, Mariusz;Hill, Clement;Allignol, Cecile. And the article was included in New Journal of Chemistry in 2007.Synthetic Route of C15H15N3 The following contents are mentioned in the article:

Tripodal ligands build on the C-pivot (9b-e, 13b-d, and 17a-d) and trialkylbenzene platforms (10a,b, 11, 12, 14a,b, and 18a,b) bearing (N-alkylated) carbamoylmethylphosphine oxide (CMPO), carbamoylmethylphosphonate (CMP), and malonamide moieties were synthesized. Extraction studies with Am³⁺ and Eu³⁺ show that in general there is a pos. influence of the N-alkyl substituents in C-pivot CMP(O) ligands on the D (distribution) coefficients The trialkylbenzene CMPO ligands 10a,b, 11, and 12 have considerably larger D coefficients than the corresponding C-pivot analogs 9a-e, although hardly having any selectivity, while N-alkylation gives rise to smaller D coefficients Although less effective the extraction behavior of the C-pivot CMP analogs 13b-d shows more or less the same trend as the corresponding CMPO ligands 9b-e upon substitution of the carboxamide N-atom with different alkyl chains. The different malonamide ligands 17a-d and 18a,b are bad extractants, while N-alkylation makes them even worse. Potentiometric studies of CMP(O) and malonamide ligands in polymeric membranes on Pb²⁺, Cu²⁺, Ca²⁺, Mg²⁺, Na⁺, and K⁺ salts revealed that N-alkyl substituents increase the stability constants of ion-ionophore complexes compared to unsubstituted ligands. In polymeric membrane electrodes the ligands induce a selectivity pattern that differs significantly from the so-called Hofmeister series, giving the highest selectivity coefficients for UO₂²⁺ among all examined cations (Pb²⁺, Cu²⁺, Ca²⁺, Mg²⁺, Na⁺, K⁺). This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Synthetic Route of C15H15N3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. 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. Synthetic Route of C15H15N3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cation selectivity of ionophores based on tripodal thiazole derivatives on benzene scaffold was written by Kim, Hong-Seok;Kim, Dong-Hyun;Kim, Ki Soo;Choi, Jun-Hyeak;Choi, Heung-Jin;Kim, Sung-Hoon;Shim, Jun Ho;Cha, Geun Sig;Nam, Hakhyun. And the article was included in Talanta in 2007.Synthetic Route of C15H15N3 The following contents are mentioned in the article:

The synthesis and potentiometric evaluation of new 1,3,5-tris(thiazolylcarbethoxy)-2,4,6-trimethylbenzene, 1,3,5-tris(thiazolylhydroxy)-2,4,6-trimethylbenzene, 1,3,5-tris(thiazolylmethyl)-2,4,6-trimethylbenzene, and 1,3,5-tris(thiazolylphenyl)-2,4,6-trimethylbenzene, toward mono and divalent cations under various pH conditions are outlined. The ion-selective properties of the newly synthesized compounds were studied by measuring the potentiometric responses of the 3-, 4-, 5-, and 6-based membrane electrodes to alkali metal, alk. earth metal, ammonium, and transition metal ions, under various pH conditions. The 3-based electrode exhibited a Nernstian response to ammonium and potassium under alk. pH conditions, while the other three electrodes showed a poor potentiometric performance. All electrodes showed substantial responses to silver ion under acidic condition, but there was almost nil response to other transition metal ions (Fe²⁺, Co²⁺, Zn²⁺, Ni²⁺, Pb²⁺, Cd²⁺, Cu²⁺ and Hg²⁺). The 3- and 5-based electrodes resulted in near Nernstian responses (51.3 mV and 59.5 mV/pAg⁺, resp.) with low detection limits (∼100 ppt), while the 4- and 6-based ones showed sub-Nernstian <40 mV/pAg⁺. The results were interpreted with semi-empirically modeled structures. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Synthetic Route of C15H15N3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) 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. 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.Synthetic Route of C15H15N3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Molecular assembly of 1,3,5-tris(cyanomethyl) and 1,4-bis(cyanomethyl)arenes with silver triflate was written by Kilway, Kathleen V.;Deng, Shiping;Bowser, Sean;Mudd, Joseph;Washington, Laronda;Ho, Douglas M.. And the article was included in Pure and Applied Chemistry in 2006.Quality Control of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile The following contents are mentioned in the article:

Dicyano- and tricyano-substituted aromatic angular building blocks were systematically complexed with silver triflate, and their structures were determined by single-crystal x-ray diffraction. The mol. assembly of 1,3,5-tris(cyanomethyl)-2,4,6-triethylbenzene with silver triflate from benzene resulted in a layered structure with distorted square pyramidal silver sites. The structure resulting from the complexation of 1,3,5-tris(cyanomethyl)-2,4,6-trimethylbenzene with silver triflate is dependent on the solvent of crystallization From benzene or toluene, reaction of 1,3,5-tris(cyanomethyl)-2,4,6-trimethylbenzene with silver triflate yielded a porous, channel-containing, solvated structure, but from acetone the resulting material was a network solid containing no solvent. Complexation of 1,4-bis(cyanomethyl)-2,3,5,6-tetraethylbenzene and 1,4-bis(cyanomethyl)-2,3,5,6-tetramethylbenzene with silver triflate resulted in network solids where the triflate anions were strongly coordinated to the silver. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Quality Control of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) 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. 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.Quality Control of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of new 1,3,5-tris-styryl-benzene compounds with tunable photo- and electroluminescent properties was written by Behnisch, B.;Hanack, M.. And the article was included in Synthetic Metals in 2001.Application of 16144-65-3 The following contents are mentioned in the article:

A series of 1,3,5-tris-styryl-benzene dendrimers was obtained via Knoevenagel reaction of a 1,3,5-tris-cyanomethylene benzene derivative with substituted benzaldehydes. The synthesis starting from mesitylene, followed by bromomethylation or NBS-bromination, bromo-cyano exchange, and a threefold condensation reaction leads to a conjugated system with different optical properties, depending on the substituent in the p-position (alkyl, alkoxy, amino). The photo- and electro-luminescent properties of the styryl-benzene dendrimers were studied. The addnl. Me groups at the central ring generate steric hindrance that is reflected in a strong hypsochromic shift in the UV absorption spectrum, compared to the unsubstituted analog. The series of π-conjugated dendrimers with substituent-based tunable luminescence are of interest for use in LEDs. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Application of 16144-65-3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. 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.Application of 16144-65-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts