Of benzene toluene

The critical factor for any method involving an approximation or an extrapolation is its range of application. Liu et al. [15] demonstrated that the approach performed well for mutations involving the creation or deletion of single atoms. The method has also been successfully applied to the prediction of the relative binding affinities of benzene, toluene and o-, p-, and m-xylene to a mutant of T4-lysozyme [16]. In both cases, however, the perturbation to the system was small. To investigate range over which the extrapolation may... 

The rates of nitration of benzene, toluene, and ethylbenzene in solutions of nitric acid c. 3-7 mol 1 ) in nitromethane were independent... 

The kinetics of the nitration of benzene, toluene and mesitylene in mixtures prepared from nitric acid and acetic anhydride have been studied by Hartshorn and Thompson. Under zeroth order conditions, the dependence of the rate of nitration of mesitylene on the stoichiometric concentrations of nitric acid, acetic acid and lithium nitrate were found to be as described in section 5.3.5. When the conditions were such that the rate depended upon the first power of the concentration of the aromatic substrate, the first order rate constant was found to vary with the stoichiometric concentration of nitric acid as shown on the graph below. An approximately third order dependence on this quantity was found with mesitylene and toluene, but with benzene, increasing the stoichiometric concentration of nitric acid caused a change to an approximately second order dependence. Relative reactivities, however, were found to be insensitive... 

To illustrate substituent effects on rate consider the nitration of benzene toluene and (trifluoromethyl)benzene... 

Xylenes Produetion Via Toluene Transalkylation and Disproportionation. The toluene that is produced from processes such as catalytic reforming can be converted into xylenes via transalkylation and disproportionation. Toluene disproportionation is defined as the reaction of 2 mol of toluene to produce 1 mol of xylene and 1 mol of benzene. Toluene transalkylation is defined as the reaction of toluene with or higher aromatics to produce xylenes ... 

Table 4. Extractive Processes for the Separation of Benzene—Toluene—Xylene Mixture from Light Feedstocks ...

Proof of the existence of benzene in the light oil derived from coal tar (8) first estabHshed coal tar and coal as chemical raw materials (see Eeedstocks, COAL chemicals). Soon thereafter the separation of coal-tar light oil into substantially pure fractions produced a number of the aromatic components now known to be present in significant quantities in petroleum-derived Hquid fuels. Indeed, these separation procedures were for the recovery of benzene—toluene—xylene (BTX) and related substances, ie, benzol or motor benzol, from coke-oven operations (8) (see BTX processing). 

Aromatic Hydrocarbons. Sulfolane is used principally as a solvent for extraction of benzene, toluene, and xylene from mixtures containing aHphatic hydrocarbons (33—37). The sulfolane process was introduced in 1959 by SheU Development Company, and that process is Hcensed by Universal OH Products. A sulfolane extraction process is also Hcensed by the Atlantic Richfield Company. In 1994, worldwide consumption was estimated at ca 6974 t/yr of sulfolane for 137 sulfolane extraction units (see Bix processes Extraction, liquid-liquid Xylenes and ethylbenzene). 

Transall lation. Two molecules of toluene are converted iato one molecule of benzene and one molecule of mixed xylene isomers ia a sequence called transalkylation or disproportionation. Economic feasibiUty of the process strongly depends on the relative prices of benzene, toluene, and xylene. Operation of a transalkylation unit is practical only when there is an excess of toluene and a strong demand for benzene. In recent years, xylene and benzene prices have generally been higher than toluene prices so transalkylation is presendy an attractive alternative to hydrodealkylation (see also Btx... 

Some catalysts exposed to air stripping off-gas were subject to deactivation. However, using a catalytic oxidizer at a U.S. Coast Guard faciUty (Traverse City, Mich.) for the destmction of benzene, toluene, and xylene stripped from the groundwater, the catalytic oxidization unit operated at 260 to 315°C, and was able to achieve 90% destmction efficiency (see Groundwatermonitoring). 

More up-to-date data of this process are employed in a study by Rase (Fixed Bed Reactor Design and Diagnostics, Butterworths, 1990, pp. 275-286). In order to keep the pressure drop low, radial flow reactors are used, two units in series with reheating between them. Simultaneous formation of benzene, toluene, and minor products is taken into account. An economic comparison is made of two different catalysts under a variety of operating conditions. Some of the computer printouts are shown there. 

THE ANALYSIS OF BENZENE, TOLUENE AND HIGHER AROMATICS IN LOW-BOILING FRACTIONS... 

It is desired to separate a non-volatile material from an equimolal mixture of benzene, toluene, and xylene at 80°C. Vapor pressure data for these compounds are shown in several physical property sources. The following approximate values for the specific heats and latent heats of vaporization may be used ... 

Griswold, J., D. Andres and V. A. Klein, Determination of High Pressure Vapor-Liquid Equilibria. The Vapor-Liquid Equilibrium of Benzene-Toluene," Trans. Amer. Inst. Chem. Engrs. 39, 223 (1943). 

Yoshio and co-workers [56, 57] tried using aromatic compounds of benzene, toluene or 4, 4-dipyridyl as additives and found them to be effective. 

Subsequently, rate coefficients were determined for the zinc chloride-catalysed bromination of benzene, toluene, i-propyl-benzene, r-butylbenzene, xylenes, p-di-f-butylbenzene, mesitylene, 1,2,4-trimethyl-, sym-triethyl-, sym-tri-f-butyl-, 1,2,3,5-and 1,2,4,5-tetramethyl- and pentamethylbenzenes, all at 25.4 °C and in acetic acid, and it was shown that the reaction was inhibited by HBr.ZnCl2 which accumulates during the bromination and was considered to cause the first step of the reaction (formation of ArHBr2) to reverse320. The second-order coefficients for bromination of o-xylene at 25.0 °C were shown to be inversely dependent upon the hydrogen bromide concentration and the reversal of equilibrium (155)... 

An investigation of the relative rates of bromination of benzene, toluene, m-and p-xylene by bromine in acetic acid, catalysed by mercuric acetate, revealed relative rates almost identical with those obtained with molecular bromine322, though as in the bromination of biphenyl by bromine acetate (p. 129) it is quite inconsistent for a much more reactive electrophile to have the same selectivity. Relative rates were (molecular bromination values in parenthesis) benzene 1.0 toluene, 480 (610) p-xylene, 2.1 x 103 (2.2 x 103) m-xylene 2.0 x 10s (2.1 x 10s). 

For the exchanges carried out in liquid ammonia, kinetic isotope effects kD kT of 2.3-2.5 have been obtained for reaction of benzene, toluene, and naphthalene and for the reactions of the 2 positions of furan and thiophene with -butoxide in dimethyl sulphoxide somewhat lower values, 1.5 and 1.3, respectively, were obtained591, but whether this was a solvent or a substituent effect is not apparent from the data. 

Nakajima T, Wang RS, Elovaara E, et al. 1992a. A comparative study on the contribution of cytochrome P-450 isozymes to metabolism of benzene, toluene and trichloroethylene in rat liver. Biochem Pharmacol 43 251-257. 

A complex reaction takes place when dichlorobis(triphenylphosphine)-nickel (5) is treated with excess methylmagnesium bromide in ether. Detectable amounts of benzene, toluene, and biphenyl are formed, together with mixed phosphines. Nickel appears to be necessary for the substitution reaction since triphenylphosphine alone does not react with the Grignard reagent. 

The transformation of benzene, toluene, naphthalene, biphenyl, and benzo[a]pyrene to the corresponding phenols (Trower et al. 1989) by Streptomyces griseus, and of phenanthrene by Streptomyces flavovirens to ( )tran5 -[95, 105 ]-9,10-dihydrodihydroxyphenanthrene with minor amounts of 9-hydroxyphenanthrene (Sutherland et al. 1990). 

Zhou N-Y, A Jenkins, CKN Chan, KW Chion, DJ Leak (1999) The alkene monooxygenase from Xanthobacter strain Py2 is closely related to aromatic monooxygenases and catalyzes aromatic monooxygenation of benzene, toluene, and phenol. Appl Environ Microbiol 65 1589-1595. 

Tsao C-W, H-G Song, R Bartha (1998) Metaholism of benzene, toluene, and xylene hydrocarbons in soil. Appl Environ Microbiol 64 4924-4929. 

Jahn MK, SB Haderlin, RU Meckenstock (2005) Anaerobic degradation of benzene, toluene, ethylbenzene, and o-xylene in sediment-free iron-reducing enrichment cultures. Appl Environ Microbiol 71 3355-3358. 

Yadav JS, CA Reddy (1993) Degradation of benzene, toluene, ethylbenzene, and xylenes (BTEX) by the lignin-degrading basidiomycete Phanerochaete chrysosporium. Appl Environ Microbiol 59 756-762. 

Although the possibly incompatible pathways for the degradation of chlorobenzene and toluene has been noted, a strain of Ralstonia sp. from a site contaminated with chlorobenzene contained the genes for both chlorocatechol degradation and the dioxygenase system for the degradation of benzene/toluene (van der Meer et al. 1998). The evolution of this strain resulted in a natural lowering... 

Morgan P, ST Lewis, RJ Watkinson (1993) Biodegradation of benzene, toluene, ethylbenzene and xylenes in gas-condensate-contaminated water. Environ Pollut 82 181-190. 

Yamato (1995) has given an extensive coverage of a variety of reactions such as alkylation of benzene, condensation of benzene/toluene with benzyl alcohol, and condensation of benzoyl chloride with benzene/toluene using Nafion resin. 

Nitration can be catalyzed by lanthanide salts. For example, the nitration of benzene, toluene, and naphthalene by aqueous nitric acid proceeds in good yield in the presence of Yb(03SCF3)3.5 The catalysis presumably results from an oxyphilic interaction of nitrate ion with the cation, which generates or transfers the N02+ ion.6 This catalytic procedure uses a stoichiometric amount of nitric acid and avoids the excess strong acidity associated with conventional nitration conditions. 

For separation of N components, with one essentially pure component taken overhead, or from the bottom of each column, (N — 1) columns will be needed to obtain complete separation of all components. For example, to separate a mixture of benzene, toluene and xylene two columns are needed (3-1). Benzene is taken overhead from the first column and the bottom product, essentially free of benzene, is fed to the second column. This column separates the toluene and xylene. 

The fraction of benzene, toluene, styrene and ethylbenzene condensed can be determined from phase equilibrium calculations. The percent of the various components entering... 

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