55980-41-1

Upstream product

• 142-29-0 cyclopentene 
• 287-92-3 Cyclopentane 
• 26832-18-8 1-deuteriocyclopentanol 
• 930-28-9 cyclopentyl chloride 
• 7789-20-0 water-d2 

Relevant academic research and scientific papers

A systematic approach to the generation of long-lived metal alkane complexes: Combined IR and NMR study of (Tp)Re(CO)2(cyclopentane)

Short wavelength photolysis of (Tp)Re(CO)3 (Tp = tris(pyrazol-1-yl)borate) at low-temperature in cyclopentane yielded (Tp)Re(CO)2(cyclopentane), an alkane complex with three nitrogen ligands that was characterised by NMR spectroscopy

Surprising Differences of Alkane C-H Activation Catalyzed by Ruthenium Nanoparticles: Complex Surface-Substrate Recognition?

The activation of C?H bonds of alkanes remains a major challenge for chemistry. In a series of deuteration experiments with D2 in contact with bis-(diphenylphosphino) butane (dppb) stabilized ruthenium nanoparticles (liquid substrates, 60 °C, 6 bar D2) we have observed a surprisingly large reactivity of cyclopentane as compared to cyclohexane and other alkanes. DFT calculations using a ligand-free Ru13H17 model cluster as catalyst indicate oxidative C?H cleavage of the bound substrates as rate limiting reaction step. They also indicate similar binding and activation enthalpies of reactions of cyclopentane and cyclohexane.

The Mechanism of Exchange of Cyclopentane with Deuterium on Metal Catalysts - Determination of Initial Product Distributions by a Monte Carlo Method

Monte Carlo calculations have been made to derive initial product distributions for the exchange of cyclopentane with deuterium.The mechanism of one-set (one side of the ring) exchange was assumed to involve interconversion between adsorbed cyclopentyl radicals and adsorbed cyclopentene molecules.Two-set (both sides of the ring) exchange was assumed to depend on either a roll(of cyclopentene) mechanism or an αα-turnover process.Comparison of calculated distributions with a range of experimental results for Pd, Rh, Ir, Pt and Ni catalysts showed that three main processes occurred.Process I gave D1 and D2 products, process II which could be well represented by the Monte Carlo calculations gave a range of products and accounted for most of the D3- and D8-compounds, and, on some metals only, process III produced D10- and some D9-compounds.Two-set exchange occurred by the rollmechanism on Pd and by αα-turnover on Pt and probably also on Rh and Ir at higher temperatures.With Pd, Rh and Ni, the distributions provided evidence for a mechanism involving a direct dissociation of cyclopentane to adsorbed cyclopentene.

The Determination of the Distribution of Deuterium Atoms in Isotopically-substituted Cyclopentanes by n.m.r. Spectroscopy

2D N.m.r. spectra (55.28 MHz) have been obtained for a number of specially prepared mixtures of deuterocyclopentanes in order to determine the isotopic shifts associated with deuterium atoms in different positions in the molecule.Suitable samples were obtained by synthetic methods and by the use of different catalysts for the exchange of cyclopentane with deuterium; equilibrated mixtures of deuterocyclopentanes were also used.The values of the deuterium isotopic shifts were found to be α = -17.9, βc = -7.0, βT = -8.3, γc = -1.9 and γT = -0.3 p.p.b. (c = cis, T = trans).For isotopically equilibrated cyclopentanes, the maxima in the deuterium n.m.r. spectra could be adequately reproduced by assuming α = -17.6 and βc = βT = -8.8 p.p.b. and ignoring γ interactions.

Catalytic Reactions of Cyclopentene over Zinc Oxide

Reactions of cyclopentene with hydrogen or deuterium have been followed on zinc oxide in the temperature range from 324 to 371 K using gas chromatography or mass spectrometry and samples of the products have been examined by deuterium n.m.r. spectroscopy.With deuterium an exchange reaction occurs leading to the stepwise replacement of the two olefinic hydrogen atoms by a mechanism involving the formation of cyclopentenyl intermediates.Cyclopentane is also produced but a rate which is slower than the exchange of cyclopentene.The process is controlled by the rate of formation of cyclopentyl radicals which do not readily dissociate again to alkene.Deuterium n.m.r. spectroscopy has potential for identifying and estimating groupings of deuterium atoms in cyclopentane.