Tetralin hydrogenation

Tetralin, hydrogenation of, 12 Titanium compounds as catalysts, 188 Titanium dichloride, 192, 193 number of propagation centers, 198-200 Titanium trichloride, 193, 194 Toluene in exhaust gases, 67 Transalkylation, 141, 142 Transalkylidenation, 142 Transition metal compounds as catalysts, 174... 

Added Tetralin, hydrogen overpressure and increased solvent-to-coal ratios resulted in no measurable increase in gas yield. 

Thermodynamic reaction equilibrium for the naphthalene and tetralin hydrogenation to decalins was calculated according to Gibb s free energy change by the FLOWBAT program [12]. The results predict full conversion of both n hthalene and tetralin to decalins under the conditions studied. Moreover, thermodynamics favours the formation of trans-decalin, 93.5-96.6% in the temperature range 85-160°C [12]. The thermodynamic equilibrium of and A -octalin was not calculated since the required thermodynamic properties were not available. Weitkamp [7] has reported that the equilibrium ratio of the octalins varies from 15 to 3.5 at 0-200 C (5.9 and 3.6 at 100 and 177°C, respectively), with A -octalin the major component. 

Estimated deactivation order was about 0.2 for the naphthalene hydrogenation and 1.2 for the tetralin hydrogenation, which were already qualitatively observed (low, close to zero order for naphthalene and about first order for tetralin, see 3.2 Deactivation). The hydrogenation reaction order for naphthalene was higher (1.6) than the other estimated orders, which were close to one (Table 1). 

The kinetic parameters of the rate expressions were defined under an intraparticle mass transfer resistance, which was significant for all compounds except the solvent. The mass transfer resistance was most pronounced at the beginning of the experiment and became weaker as the catalyst activity decreased. The rate of naphthalene hydrogenation rate was clearly faster than the rate of tetralin, which was also seen as more severe intraparticle mass transfer resistance of naphthalene than of tetralin, hydrogen or decalins. 

It is a typically aromatic compound and gives addition and substitution reactions more readily than benzene. Can be reduced to a series of compounds containing 2-10 additional hydrogen atoms (e.g. tetralin, decalin), which are liquids of value as solvents. Exhaustive chlorination gives rise to wax-like compounds. It gives rise to two series of monosubstitution products depending upon... 

Or by a naphthenic ring which can also be substituted for two adjacent hydrogen atoms forming a naphthene aromatic such as tetralin or tetra.hydronaphthaiLene. ... 

Eriedel-Crafts reaction of naphthalene or tetrahydronaphthalene derivatives with those of styrene or alkylbenzenes has been used in the preparation of high viscous fluids for traction drive (195). Similarly, Eriedel-Crafts reaction of tetraline and a-methylstyrene followed by catalytic hydrogenation provided l-(l-decalyl)-2-cyclohexyl propane, which is used as a highly heat resistant fluid (196). 

Tetralin. Tetralin is a trade name of Du Pont for 1,2,3,4-tetrahydronapththalene [119-64-2] C qH 2- Tetralin, a derivative of naphthalene, is made by hydrogenating one ring completely and leaving the other unchanged. Tetralin is produced by several manufacturers and is one of the oldest heat-transfer fluids. Tetralin can be used both in Hquid- and vapor-phase systems. The normal boiling point is 207°C. 

Decahydronaphthalene [91-17-8] (Decalin) is the product of complete hydrogenation of naphthalene. Like Tetralin, it is a clear, colorless Hquid with... 

Tetracyanobenzoquinone [4032-03-5] 3,6-dioxo-l,4-cyclohexadiene-l,2,4,5-tetracarbonitrile, is a remarkably strong oxidizing agent for a quinone it abstracts hydrogen from tetralin or ethanol even at room temperature (50). It is a stronger TT-acid than TCNE because it forms more deeply colored TT-complexes with aromatic hydrocarbons. 

To determined if the ash removal steps could be simplified, experiments were performed on hydrogenated coals. Hydrogenation experiments were conducted at 400°C in tetralin and the piteh isolated from the insoluble mmeral matter and... 

There are many examples in the literature of the exchange of aromatic hydrogens in benzene, naphthalene and tetralin derivatives which employ... 

As previously described, a mixture of and J -octalins can be prepared by the reduction of naphthalene or Tetralin. Another route to this mixture is the dehydration of a mixture of 2-decalol isomers. This latter route has certain advantages in that one can avoid the handling of lithium metal and low-boiling amines. Moreover, 2-decalol is available commercially or can be prepared by the hydrogenation of 2-naphthol (5). In either case a comparable mixture of octalins is obtained, which can be purified by selective hydroboration to give the pure J -octalin (Chapter 4, Section III). 

That the reaction with a lower rate constant is taking place preferentially and that the rate increases during the reaction are phenomena that can also occur with parallel reactions. As an example, Wauquier and Jungers (48), when studying competitive hydrogenation of a series of couples of aromatic hydrocarbons on Raney-nickel, have observed these phenomena for the couple tetraline-p-xylene (Table I). The experimental result was... 

As a result of alkylation LAB is obtained with a clearly changed composition in comparison with the use of chloroparaffin. With respect to the dialkyl-tetralin content, values are obtained which are comparable to LAB from the HF alkylation process (same olefin base) (Table 11). Another important difference is the 2-phenylalkane content. The isomer distribution depends on the catalyst. The reaction between straight /z-chloroparaffins or n-olefins with benzene in the presence of aluminum chloride leads to the same isomer distribution. In both cases the 2-phenylalkane content is predominant compared to the 3-, 4-, and 5-phenylalkanes. If hydrogen fluoride is used as catalyst the 2-phenylalkane... 

Sodium LAS synthesized via aluminum chloride catalysis dissolves better than sodium LAS from the hydrogen fluoride route. The main difference is the tetralin content. Dialkyltetralinsulfonates (DATs) function as hydrotropes and this influence can be larger than that of the 2-phenylalkane content. For a homolog (equal alkyl side chains), the higher the DAT content, the lower the... 

The hydrogenolytic degradation of thermosets by partially hydrogenated aromatics such as tetraline and 9,10-... 

Experimental data published recently by Cudmore (10) for eight Australian bituminous coals, reproduced in Fig. 2, show a direct linear correlation between conversion (to gas + liquids), under non-catalytic hydrogenation conditions using Tetralin as... 

Studies initiated by the author in CSIRO (13) seek to throw light on the role of the various macerals by studying the conversion, under catalytic hydrogenation conditions, in Tetralin as vehicle, of maceral concentrates from a high volatile bituminous coal. Some preliminary results, given in Fig. 3, show conversions as almost complete for the hand picked vitrain (>90% vitrinite) from a high volatile bituminous coal (Liddell seam N.S.W., 83.6% carbon and 43% volatile matter both expressed on a dry ash-free basis). However, it is evident that the conversion of the whole coal increases rapidly with increase in hydrogen pressure (under otherwise similar conditions - batch autoclave, 4h. 400°C). 

Selection of Solvents. The extraction yield of a low rank coal (Annesley) has been determined after digestion using a selection of solvents (Table II). The results show large variations in solvent power and, in particular, the high extraction yields obtained with hydrogen donor solvents. It is important to differentiate between the ability of a solvent to prevent polymerisation of the dissolved coal by hydrogen transfer, and its ability to retain the dissolved coal in solution. For example, Tetralin is frequently quoted as an... 

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