Cyclopentane Hydrogen

The reaction of cyclohexene over differently dealuminated H-Y samples at 370 K (isomerization to methylcyclopentene and hydroisomerization to methyl-cyclopentane, hydrogen transfer resulting in benzene and cyclohexane, cracking and coke formation) was monitored by Joly et al. [904] via in-situ IR spectroscopy in an IR flow-reactor cell coupled with a gas chromatograph. A good correlation was reported between the activity of the Bronsted acid sites and their strength... 

The most common stereoselective syntheses involve the formation and cleavage of cyclopentane and cyclohexane derivatives or their unsaturated analogues. The target molecule (aff-cts)-2-methyl-l,4-cyclohexanediol has all of its substituents on the same side of the ring. Such a compound can be obtained by catalytic hydrogenation of a planar cyclic precursor. Methyl-l,4-benzoquinone is an ideal choice (p-toluquinone M. Nakazaki, 1966). 

Hydrocarbons, compounds of carbon and hydrogen, are stmcturally classified as aromatic and aliphatic the latter includes alkanes (paraffins), alkenes (olefins), alkynes (acetylenes), and cycloparaffins. An example of a low molecular weight paraffin is methane [74-82-8], of an olefin, ethylene [74-85-1], of a cycloparaffin, cyclopentane [287-92-3], and of an aromatic, benzene [71-43-2]. Cmde petroleum oils [8002-05-9], which span a range of molecular weights of these compounds, excluding the very reactive olefins, have been classified according to their content as paraffinic, cycloparaffinic (naphthenic), or aromatic. The hydrocarbon class of terpenes is not discussed here. Terpenes, such as turpentine [8006-64-2] are found widely distributed in plants, and consist of repeating isoprene [78-79-5] units (see Isoprene Terpenoids). 

All lation. CPD can be multiply alkylated in high yields using alkyl haUdes, oxo alcohols, and Guerbet alcohols (35—36). After hydrogenation of the diene products, these so-called multiply alkylated cyclopentanes (6), where R = C Hg -C20 and m = 2-6, have been demonstrated to be useful as synthetic lubricants. 

NBS can also be used to brominate alkanes. For example, cyclopropane, cyclopentane, and cyclohexane give the corresponding bromides when irradiated in a solution of NBS in dichloromethane. Under these conditions, the succinimidyl radical appears to be involved as the hydrogen-abstracting intermediate ... 

At low temperature a 1 1 adduct of thioacetic acid and an enamine could be prepared (709). The previously described reaction of aminomethylene ketones with hydrogen peroxide was extended to bisaminomethylene compounds. However, acylated cyclohexenamines led to cyclopentane-carboxamides (770), Trichloromethyl adducts of enamines and the rearranged amine derivatives were described in a further study (777). 

Parks of Stanford University. Of the two samples of cyclopentane photographed, one was prepared for us by Dr. G. W. Whe-land by the catalytic hydrogenation of cyclopenta-diene and the other was provided by Mr. T. A. 

Incidentally, this represents a better route to 34 (11 %) than that shown in equation 26, since it is not complicated by concurrent formation of 35. The configuration of 34 was confirmed by catalytic hydrogenation, for this afforded a 4-bromo-cyclopentane-l,3-diol that was identical with one of the products of nms-hydroxy-bromination of 3-cyclopentenyl alcohol (Eq. 28). 

Another photochemically induced domino process consisting of three steps was employed for the formation of 1,2-disubstituted cyclopentanes 5-39, as described by Tietze and coworkers. Irradiation of a mixture of 5-36, dimethyl malonate and catalytic amounts of the Lewis acid Me2AlCl in a Pyrex flask caused a Norish Type I cleavage of 5-36, followed by an intramolecular hydrogen shift to give the acyclic... 

Copper-nickel alloy films similarly deposited at high substrate temperatures and annealed in either hydrogen or deuterium were used to study the hydrogenation of buta-1,3-diene (119) and the exchange of cyclopentane with deuterium (120). Rates of buta-1,3-diene hydrogenation as a function of alloy composition resemble the pattern for butene-1 hy-... 

Droege, A.T., Tully, F.P. (1987) Hydrogen-atom abstraction from alkanes by OH. 6. Cyclopentane and cyclohexane. J. Phys. Chem. 91, 1222-1225. 

The CpFe(C0)2 2 hy adduct exhibits no catalytic activity in the temperature range studied (200-300°C). However cyclo-pentene and cyclopentane are detected through GC monitoring of the gas-phase. A redox reaction Fe(0)/H+ is still occurring as for the Fe3(C0)12"HY adduct the evolved hydrogen allows the reduction of the cyclopentadienyl ligands. This behaviour already provides evidence for the location of the Fe(l) complexes within the large cavities of the zeolite. 

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