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693-89-0Relevant academic research and scientific papers
Preparation of methylcyclopentane-1-d1
Farcasiu, Dan,Drevon, Geraldine
, p. 237 - 242 (2000)
The title compound has been prepared in 70% yield by the reaction between 1-chloro-1-methylcyclopentane and deuterotributylstannane, without solvent. Small amounts (0.7-3.5%) of unreacted starting material remained after the reaction and were removed by solvolytic HCl elimination with water or aqueous sodium hydroxide, followed by oxidation with potassium permanganate or bromine addition at low temperature, which form products of low volatility. Small amounts of a by-product, deuterobutane, resulting from the cleavage of the carbon-tin bond in the reactant were also observed in the product.
Kinetics and mechanism of monomolecular heterolysis of commercial organohalogen compounds: XXXI. Solvent effect on the rate of 1-methyl-1-chlorocyclopentane heterolysis. Correlation analysis of solvation effects
Dvorko,Koshchii,Prokopets,Ponomareva
, p. 1797 - 1804 (2002)
Heterolysis of 1-methyl-1-chlorocyclopentane in protic and aprotic solvents occurs by the E1 mechanism. The reaction rate in aprotic solvents or in a set of protic and aprotic solvents is satisfactorily described by the parameters of the polarity and electrophilicity or ionizing power of the solvents. In protic solvents, the reaction rate grows with increasing polarity or ionizing power of the solvent and decreases with increasing nucleophilicity.
Nickel Hydride Complexes Supported by a Pyrrole-Derived Phosphine Ligand
Collett, Joel D.,Guan, Hairong,Krause, Jeanette A.
, p. 345 - 353 (2022/02/16)
The synthesis of two nickel hydride complexes bearing the pyrrole-derived phosphine ligand CyPNH (2-(dicyclohexylphosphino)methyl-1H-pyrrole) was developed, namely, (κP-CyPNH)(κP,κN-CyPN)NiH and the acid-stable trans-(κP-CyPNH)2Ni(OAc)H·HOAc. (κP-CyPNH)(κP,κN-CyPN)NiH stoichiometrically reduces benzaldehyde and acetophenone in a metal-ligand cooperative manner and catalytically dimerizes ethylene and cycloisomerizes 1,5-cyclooctadiene and 1,5-hexadiene. trans-(κP-CyPNH)2Ni(OAc)H·HOAc, available from the protonation of (κP-CyPNH)(κP,κN-CyPN)NiH with acetic acid, catalyzes the cycloisomerization of 1,5-cyclooctadiene more effectively and produces the less thermodynamically favored cycloisomers of 1,5-cyclooctadiene.
METHOD FOR THE HYDRODEOXYGENATION OF OXYGENATED COMPOUNDS TO UNSATURATED PRODUCTS
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Page/Page column 17, (2021/01/23)
The invention relates to methods of hydrodeoxygenation of oxygenated compounds into compounds with unsaturated carbon-carbon bonds, comprising the steps of: a) providing a reaction mixture comprising, an oxygenated compound containing one or more of a hydroxyl, keto or aldehyde group, an ionic liquid, a homogeneous metal catalyst, and carbon monoxide or a carbon monoxide releasing compound, b) reacting said reaction mixture under a H2 atmosphere at acidic conditions at a temperature between 180 and 250 °C and a pressure between 10 and 200 bar.
Trans -2 - substituted cycloalkyl three fluoro potassium borate synthesis method (by machine translation)
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Paragraph 0021, (2019/04/04)
The invention discloses trans - 2 - substituted cyclohexyl three fluoro potassium borate synthesis method, which belongs to the field of organic synthesis. From the cyclic ketone starting curing and reagent or lithium reagent addition subsequently dehydrated and gets substituted alkenes, subsequently with the catechol borane or after aminol borane addition reaction, fluorine hydride potassium direct quenching treatment to obtain trans - 2 - substituted cyclohexyl three fluoro potassium borate, the catechol borane to obtain the racemate product, [...] photoinitiators enantiomerically pure product. The method has low cost, convenient source of raw materials, the operation is simple, and has industrial amplifying of the prospect. (by machine translation)
A method of preparing methyl pentene
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Paragraph 0024-0029, (2017/04/03)
Provided is a preparation method for methyl cyclopentene from methyl cyclopentadiene through continuous hydrogenation. The preparation method comprises steps: first, methyl cyclopentadiene, a solvent and hydrogen are mixed and subjected to a hydrogenation reaction through fixed bed catalyst bed layers continuously, the material weight ratio of methyl cyclopentadiene to the solvent is 1:(5-10), the mol ratio of methyl cyclopentadiene to hydrogen is 1: (2.0-4.0), and the catalyst employs Pd as an active component and has a content of 0.3-1.0wt%; second, the hydrogenation products are then subjected to removal of weight, removal of methyl cyclopentane and dehydrogenation to obtain methyl cyclopentene with a purity of being more than 99%, and the overall yield of methyl cyclopentene is more than 90%. The preparation method is advantageous in that the preparation method employs hydrogenation reaction by-product methyl cyclopentane as a reaction solvent, improves the separation and refining processes of methyl cyclopentene combined with hydrogenation product material composition, and ensures that the separation and refining processes of hydrogenation products are simplified and the yield of methyl cyclopentene is raised in the premise of good hydrogenation reaction effects.
Metal nanocrystals embedded in single nanocrystals of MOFs give unusual selectivity as heterogeneous catalysts
Na, Kyungsu,Choi, Kyung Min,Yaghi, Omar M.,Somorjai, Gabor A.
, p. 5979 - 5983 (2015/02/19)
The growth of nanocrystalline metal-organic frameworks (nMOFs) around metal nanocrystals (NCs) is useful in controlling the chemistry and metric of metal NCs. In this Letter, we show rare examples of nMOFs grown in monocrystalline form around metal NCs. Specifically, Pt NCs were subjected to reactions yielding Zr(IV) nMOFs [Zr6O4(OH)4(fumarate)6, MOF-801; Zr6O4(OH)4(BDC)6 (BDC = 1,4-benzenedicarboxylate), UiO-66; Zr6O4(OH)4(BPDC)6 (BPDC = 4,4′-biphenyldicarboxylate), UiO-67] as a single crystal within which the Pt NCs are embedded. These constructs (Pt?nMOF)nanocrystal are found to be active in gas-phase hydrogenative conversion of methylcyclopentane (MCP) and give unusual product selectivity. The Pt?nUiO-66 shows selectivity to C6-cyclic hydrocarbons such as cyclohexane and benzene that takes place with 100 °C lower temperature than the standard reaction (Pt-on-SiO2). We observe a pore size effect in the nMOF series where the small pore of Pt?nMOF-801 does not produce the same products, while the larger pore Pt?nUiO-67 catalyst provides the same products but with different selectivity. The (Pt?nMOF)nanocrystal spent catalyst is found to maintain the original crystallinity, and be recyclable without any byproduct residues.
Effect of acidic properties of mesoporous zeolites supporting Pt nanoparticles on hydrogenative conversion of methylcyclopentane
Na, Kyungsu,Alayoglu, Selim,Ye, Rong,Somorjai, Gabor A.
supporting information, p. 17207 - 17212 (2015/02/19)
The effect of acidic properties of mesoporous zeolites on the control of product selectivity during the hydrogenative isomerization of methylcyclopentane has been investigated. A series of mesoporous zeolites with controlled acidic properties were prepared by postdealumination process with hydrochloric acid under hydrothermal conditions, and the resultant zeolites used for supporting colloidal Pt nanoparticles (NPs) with a mean size of 2.5 nm (±0.6 nm). As compared to the pure Pt NPs supported on catalytically inert mesoporous silica (MCF-17) as the reference catalyst that can produce isomers most selectively (～80%), the Pt NPs supported on mesoporous zeolites produced C6-cyclic hydrocarbons (i.e., cyclohexane and benzene) most dominantly. The type and strength of the Br?nsted (B) and Lewis (L) acid sites of those zeolites with a controlled Al amount are analyzed by using FT-IR after the adsorption of pyridine and NH3 temperature-programmed desorption measurements, and they are correlated with the selectivity change between cyclohexane and benzene. From this investigation, we found a linear relationship between the number of Br?nsted acid sites and the formation rate for cyclohexane. In addition, we revealed that more Lewis acidic zeolite having relatively smaller B/L ratio is effective for the cyclohexane formation, whereas more Br?nsted acidic zeolite having relatively larger B/L ratio is effective for the benzene formation.
Synthesis and characterization of tridentate schiff base derivative of indenyl lanthanoid chloride tetrahydrofuranate complexes for catalytic applications
Yousaf, Muhammad,Zahoor, Ameer Fawad,Anjum, Anbreen,Bokhari, Tanveer Hussain,Ali, Kulsoom Ghulam,Purveen, Bushra,Naheed, Shazia,Jabbar, Abdul,Ahmad, Hafiz Badaruddin
, p. 518 - 520 (2013/02/22)
Four kinds of novel lanthanocene complexes were synthesized in reasonable yield by the reaction of equimolar quantity of sodium salt of tridentate Schiff base [N-(2-methoxyphenyl)salicylideneimine] with indenyl lanthanoid dichloride tetrahydrofuranate in tetrahydrofuran. All the complexes after purification were characterized by MS and EA, respectively. These complexes isomerized successfully the 1,5- hexadiene into a mixture of products such as 1,4-hexadiene, 2,4-hexadiene,1,3-hexadiene, methylenecyclopentane and methylcyclopentene. Similarly they also proved effective for the polymerization of methylmethacrylate (MMA), 56.45 % yield and high molecular weight (355 × 103).
PROCESS FOR THE PREPARATION OF 1-METHYLCYCLOPENTANE DERIVATIVES
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Page/Page column 5, (2012/05/04)
Process for the preparation of 1-methylcyclopentene by thermal reaction of cyclohexanol or cyclohexene or mixtures of both compounds to give 1-methylcyclopentene, wherein the resulting by-products 3-methylcyclopentene and 4-methylcyclopentene (double-bond isomers of 1-methylcyclopentene) are returned to the reaction.