18643-56-6Relevant articles and documents
Tetracyano-p-xylene
Arena, Antonella,Bruno, Giuseppe,Panzalorto, Manuela,Patane, Salvatore,Saitta, Gaetano,Scopelliti, Rosario
, p. 2003 - 2005 (1998)
The title compound, C12H6N4, may be considered as the hydrogenated form of tetracyanoquinodimethane. The main property shown in the solid state is luminescence (blue-green emission) and it is due to the stacking interactio
Highly dipolar, optically nonlinear adducts of tetracyano-p-quinodimethane: Synthesis, physical characterization, and theoretical aspects
Szablewski, Marek,Thomas, Philip R.,Thornton, Anna,Bloor, David,Cross, Graham H.,Cole, Jacqueline M.,Howard, Judith A. K.,Malagoli, Massimo,Meyers, Fabienne,Brédas, Jean-Luc,Wenseleers, Wim,Goovaerts, Etienne
, p. 3144 - 3154 (1997)
A new series of nonlinear optical molecules are described where the ground state polarization is predominantly zwitterionic when the molecules are dissolved in solution. The molecules, which are derived in general from facile reactions between tertiary amines and tetracyano-p-quinodimethane (TCNQ), are of a type where the stabilization of the charge-separated ground state is favored by an increase in aromaticity over the neutral, quinoidal forms of the molecules. The measured second-order optical nonlinearity of one in the series has been measured by hyper-Rayleigh scattering and a figure of merit value, μβ(0), being the product of the dipole moment and static first hyperpolarizability, is found to be 9500 x 10-48 esu. This value, which is higher than most other reported values, is taken from studies in chlorinated solvents of relatively low polarity, but the discussion emphasizes the evolution of μβ(0) with solvent polarity, showing that even higher values could be expected with only modest increases in the polarity of the surrounding medium. The analysis of experimental data taken during dipole moment studies is thoroughly examined, and it is concluded that full account must be taken of the molecular shape to correlate the results with theoretical calculations. An ellipsoidal reaction field model is preferred for these highly one-dimensional molecules having strongly anisotropic polarizabilities.
Novel Reactions of TCNQ: Formation of Zwitterions for Nonlinear Optics by Reaction with Enamines
Szablewski, Marek
, p. 954 - 956 (1994)
Zwitterionic adducts of 7,7,8,8-tetracyanoquinodimethane (TCNQ) have been synthesized by the action of enamines on TCNQ.
Bis (1 - aryl - 4H - pyrazole) structured organic pigment and preparation method thereof
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Paragraph 0051-0052, (2021/11/27)
The invention provides a bis (1 - aryl - 4H - pyrazole) structured organic pigment, and the raw materials used for synthesis of the organic pigment comprise P-halobenzene. Malononitrile, phenylhydrazine and substituted phenylhydrazine. The synthesis route
Bioorganic mechanisms of the formation of free radicals catalyzed by glucose oxidase
Trivi,Leskovac,Zeremski,Vrvi,Winston
, p. 95 - 106 (2007/10/03)
In this communication, we have described the activation of several xenobiotics by glucose oxidase from Aspergillus niger. The following compounds are readily reduced by D-glucose, in the presence of glucose oxidase: p-nitroso-N,N-dimethylaniline, methyl-1
THIONO COMPOUNDS. 7. OXIDATION OF THIOAMIDES IN RELATION TO ADVERSE BIOLOGICAL EFFECTS
Hillhouse, John H.,Blair, Ian A.,Field, Lamar
, p. 169 - 184 (2007/10/02)
Thioacetamide, thioacetamide S-oxide (1), and thiopivalamide S-oxide (8) were oxidized with H2O2 in H2(18)O to generate the corresponding amides with at least 50percent 18O incorporation; hydrolysis of the S-oxides to the amides or 18O exchange with the amides occurs much more slowly.When 1 and trifluorothioacetamide (6) were oxidized with three and four equivalents of H2O2, respectively, in the presence of benzylamine, N-acetylbenzylamine (5) and N-benzyltrifluoroacetamide (7) were isolated in respective yields of 17percent and 37percent.These results are interpreted as evidence for an oxidative desulfurization mechanism involving nucleophilic attack at the carbon atom of an S,S-dioxide or trioxide intermediate as the major pathway; a minor pathway may involve the intermediacy of an oxathiirane S-oxide (3) or dioxide (4) species.Understanding is added to the behavior of S-oxides in aqueous solution, as well as to thermal stability in deuterochloroform.Also reported are studies of the preparation and properties of some N,N-dialkyl derivatives of 8, of reduction of 1 with NADH or NADPH, and of generation and trapping of species related to sulfoxylate ion.
A NEW ROUTE TO PHENYLENEDIMALONITRILE AND THE ANALOGUES USING PALLADIUM-CATALYZED CARBON-CARBON BOND FORMATION
Uno, M.,Seto, K.,Masuda, M.,Ueda, W.,Takahashi, S.
, p. 1553 - 1556 (2007/10/02)
Phenylenedimalonitrile and the analogues, which are key intermediates in the synthesis of TCNQ and the analogues, are prepared directly by the Pd-catalyzed reaction of diiodoarenes with malononitrile anion.
ORGANIC SEMICONDUCTORS: SIMPLE AND COMPLEX SALTS OF 1-METHYL-3-ALKYLIMIDAZOLIUM 7,7,8,8-TETRACYANO-p-QUINODIMETHANE
Sorm, Miloslav,Nespurek, Stanislav,Prochazka, Miloslav,Koropecky, Igor
, p. 103 - 111 (2007/10/02)
By metathesis between lithium salts of 7,7,8,8-tetracyano-p-quinodimethane and 1-methyl-3-alkylimidazolium bromides, simple radical salts were prepared whose specific electrical conductivity values are c. 10-7 - 10-3, Ω-1 m-1, according to the donor structure.Combining these salts with neutral 7,7,8,8-tetracyano-p-quinodimethane (TCNQ) gave complex salts with an electrical conductivity higher by 7-3 orders of magnitude which increases monotonically with increasing volume of the alkyl group.The compounds are stable in anhydrous conditions also in presence of oxygen, and if irradiated by daylight.The rate constant of hydrolysis of these salts is proportional to the water content in solution and inversely proportional to the content of neutral TCNQ in the simple radical salt.The hydrolysis is predominantly activated by light absorbed by the decomposition products.
