Naphthalene reactions

A colorimetric procedure is described for the determination of small amounts of Compound 118 (1,2,3,4,10,10-hexa-chloro - 1,4,4a,5,8,8a - hexahydro - 1,4,.5,8 - dimethano-naphthalene). Reaction with phenyl azide to form a di-hydrotriazole derivative and subsequent treatment with diazotized dinitroaniline in strongly acid medium produce an intense red color. Amounts of the insect toxicant of 10 to 40 micrograms in the final 10-ml. aliquot are readily determined with a spectrophotometer. Commonly used insect toxicants do not interfere. 

Thus, most of the activity of the products of the photooxidation of these two PAHs is in fraction 4. In the naphthalene reaction, key products in fraction 4 are 1- and 2-nitronaphthalene (Arey et al., 1992), with... 

Figure 9 Effect of the dealumination of HM on the isopropylation of naphthalene. Reaction conditions naphthalene, 400 mmol HM, 5 g propylene pressure, 0.8 MPa temperature, 250 °C.

Figure 10 Effect of reaction period on coke deposition in the isopropylation of naphthalene. Reaction conditions were the same as in Figure 9.

By using the additional simplifying assumptions that the number of active coal sites remains constant during the reaction and that the forward and reverse rate coefficients are equal, k = k, k. = k e and kx = k j, then the rate equations for theaincorftora-tTon or XH into the o and b positions of naphthalene reactions can be written... 

Let us look at this naphthalene reaction in detail. The second-order rate constant for this reaction is... 

The formation of norcaradiene derivatives with naphthalene [reaction (22)] lends some support to this scheme. This mechanism resembles a bimolecular two-step process suggested for the reaction of chloromethyl-aluminum compounds with olefins (199-201). On the other hand, a bimolecular one-step methylene transfer mechanism is generally accepted for the formation of cyclopropane derivatives by the reaction of halo-methylzinc compounds with olefins. This difference between the mechanism proposed for the cyclopropane formation from olefin and that for the ring expansion of aromatic compound may be ascribable to the difference in the stability of intermediates the benzenium ion (XXII) may be more stable than an alkylcarbonium ion (369). 

Hydroxylation of naphthalene. Reaction of naphthalene with H2O2 (90%) in HF or in HF (70%)/pyridinc (30%) at -10° to 20° gives mixtures of naphthols in 26-43% yield in which 1-naphthol is the major product. If the reaction is conducted in a su-pcracid (HF/SbFs, HF/BF.i), 2-naphthol is obtained almost exclusively. The difference is... 

NOTE The anthracene and naphthalene reactions were performed at -78 °C for 15-30 min, and the biphenyl reactions were performed at -33 °C for 15-30 min. 

Catalysts similar to those mentioned for benzene oxidation are applicable to the naphthalene reaction. The early work and published results hav shown that vanadium and molybdenum oxides are effective and quite active catalysts. With supported vanadium pentoxide catalysts, commercial yields of phthalic anhydride on the order of 80-85 per cent of the weight of the naphthalene are obtained. Such catalysts have a long life—6 months or mpre of continuous use—and have yielded up to 20,000 times their weight of phthalic anhydride. Fused or supported vanadium pentox- ... 

Figure 4. (a) Calculated transition state structure and (b) products for C6o+ethylene reaction (c) calculated transition state structure and (d) products for C )+benzene reaction (e) Calculated transition state structure and (f) products for C6o+naphthalene reaction. 

Synthesis of heptaisobutyl[2- 4-( 1-naphthyl)phenyl ethenyl] octasilsesquioxane via silylaiJve coupling of monovinylheptaisobutylsilsesquioxane with 1-(4-vinylphenyl) naphthalene Reaction Scheme 2 ... 

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