Molecular naphthalene

The analysis of the registrated spectra and the comparison them with the literature data concerning the spectral characteristic of naphthalene in different media proved that there are several species of adsorbed naphthalene. Besides absorption and emission of weakly bonded "molecular species" of naphthalene, there are well-resolved additional new bands which should be considered as the evidence of the "chemisorbed species" presence. Careful analysis of these new bands - intensive, broad and red-shifted from the "molecular naphthalene" - lead us to the conclusion that the charge-transfer complexation (CTC) is responsible for these bands. 

The most remarkable feature of the naphthylamine spectra is so-called "blue-shift", that resembles the interaction of amino groups with the acidic proton sites. When this interaction is strong enough, the conjugation of the NH2-group with the n- electron system of the arene rings disappears and as a result the spectrum of protonated naphthylamine becomes similar to the undisturbed molecular naphthalene. Such an effect is known for acid solutions of naphthylamine [6] and this is just the case that we observed. 

Finally, it has been possible to obtain LEED patterns from films of molecular solids deposited on a metal-backing. Examples include ice and naphthalene [80] and various phthalocyanines [81]. (The metal backing helps to prevent surface charging.)... 

Much of our knowledge of the frequency dependence of VER rates in polyatomic molecules stems from low-temperature studies of molecular crystals [2] such as pentacene (PTC 221 4) guest molecules in a crystalline naphthalene (N C,., H ) host. In naphthalene, the phonon cut-off frequency is -180 cm [97]. At low temperature,... 

Chang T-C and DIott D D 1989 Vibrational cooling in large molecular systems pentacene in naphthalene J. Chem. Phys. 90 3590-602... 

DETERMINATION OF MOLECULAR DEPRESSION CONSTANT OF CAMPHOR, using Solute of Known Molecular Weight (Naphthalene, Ck,Hj). 

Picrates, Many aromatic hydrocarbons (and other classes of organic compounds) form molecular compounds with picric acid, for example, naphthalene picrate CioHg.CgH2(N02)30H. Some picrates, e.g., anthracene picrate, are so unstable as to be decomposed by many, particularly hydroxylic, solvents they therefore cannot be easily recrystaUised. Their preparation may be accomplished in such non-hydroxylic solvents as chloroform, benzene or ether. The picrates of hydrocarbons can be readily separated into their constituents by warming with dilute ammonia solution and filtering (if the hydrocarbon is a solid) through a moist filter paper. The filtrate contains the picric acid as the ammonium salt, and the hydrocarbon is left on the filter paper. 

The naphthalene ring compounds 405 and 406 are tormed by the inter-molecular reaction of /ti-iodoanisole with diphenylacetylene[280]. 

Aromatic radical anions, such as lithium naphthalene or sodium naphthalene, are efficient difunctional initiators (eqs. 6,7) (3,20,64). However, the necessity of using polar solvents for their formation and use limits their utility for diene polymerization, since the unique abiUty of lithium to provide high 1,4-polydiene microstmcture is lost in polar media (1,33,34,57,63,64). Consequentiy, a significant research challenge has been to discover a hydrocarbon-soluble dilithium initiator which would initiate the polymerization of styrene and diene monomers to form monomodal a, CO-dianionic polymers at rates which are faster or comparable to the rates of polymerization, ie, to form narrow molecular weight distribution polymers (61,65,66). 

Replacing one carbon atom of naphthalene with an a2omethene linkage creates the isomeric heterocycles 1- and 2-a2anaphthalene. Better known by their trivial names quinoline [91-22-5] (1) and isoquinoline [119-65-3] (2), these compounds have been the subject of extensive investigation since their extraction from coal tar in the nineteenth century. The variety of studies cover fields as diverse as molecular orbital theory and corrosion prevention. There is also a vast patent Hterature. The best assurance of continuing interest is the frequency with which quinoline and isoquinoline stmctures occur in alkaloids (qv) and pharmaceuticals (qv), for example, quinine [130-95-0] and morphine [57-27-2] (see Alkaloids). 

Dyes, Dye Intermediates, and Naphthalene. Several thousand different synthetic dyes are known, having a total worldwide consumption of 298 million kg/yr (see Dyes AND dye intermediates). Many dyes contain some form of sulfonate as —SO H, —SO Na, or —SO2NH2. Acid dyes, solvent dyes, basic dyes, disperse dyes, fiber-reactive dyes, and vat dyes can have one or more sulfonic acid groups incorporated into their molecular stmcture. The raw materials used for the manufacture of dyes are mainly aromatic hydrocarbons (67—74) and include ben2ene, toluene, naphthalene, anthracene, pyrene, phenol (qv), pyridine, and carba2ole. Anthraquinone sulfonic acid is an important dye intermediate and is prepared by sulfonation of anthraquinone using sulfur trioxide and sulfuric acid. 

At pressures of 13 GPa many carbonaceous materials decompose when heated and the carbon eventually turns into diamond. The molecular stmcture of the starting material strongly affects this process. Thus condensed aromatic molecules, such as naphthalene or anthracene, first form graphite even though diamond is the stable form. On the other hand, aUphatic substances such as camphor, paraffin wax, or polyethylene lose hydrogen and condense to diamond via soft, white, soHd intermediates with a rudimentary diamond stmcture (29). 

One way to anticipate the favored product is to consider the shape of naphthalene s best electron-donor orbital, the highest-occupied molecular orbital (HOMO). Display the HOMO in naphthalene and identify the sites most suitable for electrophilic attack. Which substitution product is predicted by an orbital-control mechanism Ts this the experimental result ... 

The orbital model would be exact were the electron repulsion terms negligible or equal to a constant. Even if they were negligible, we would have to solve an electronic Schrodinger equation appropriate to CioHs " " in order to make progress with the solution of the electronic Schrodinger equation for naphthalene. Every molecular problem would be different. 

Figure 14-20. Molecular structure of naphthalene tctracarboxylic dianliydridc (NTCDA) and perylene letracarboxylic dianhydridc (PTCDA).

The delocalization of molecular orbitals lies at the heart of modern chemistry. The concept that the tt orbitals of benzene or naphthalene cover the entire carbon skeleton promoted the successful understanding of conjugated molecules. The work of R. Hoffmann and others has proven that in saturated molecules [Pg.1]

All isomers show abundant molecular ions and m/z 126 and m/z 114 ions, which are characteristic of the naphthalene moiety. In the... 

Salts of diazonium ions with certain arenesulfonate ions also have a relatively high stability in the solid state. They are also used for inhibiting the decomposition of diazonium ions in solution. The most recent experimental data (Roller and Zollinger, 1970 Kampar et al., 1977) point to the formation of molecular complexes of the diazonium ions with the arenesulfonates rather than to diazosulfonates (ArN2 —0S02Ar ) as previously thought. For a diazonium ion in acetic acid/water (4 1) solutions of naphthalene derivatives, the complex equilibrium constants are found to increase in the order naphthalene < 1-methylnaphthalene < naphthalene-1-sulfonic acid < 1-naphthylmethanesulfonic acid. The sequence reflects the combined effects of the electron donor properties of these compounds and the Coulomb attraction between the diazonium cation and the sulfonate anions (where present). Arenediazonium salt solutions are also stabilized by crown ethers (see Sec. 11.2). 

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