14112-41-5

Upstream product

• 825-25-2 2-cyclopentylidenecyclopentan-1-one 
• 4884-25-7 2-cyclopentylcyclopentanol 
• 120-92-3 cyclopentanone 
• 5181-75-9 bicyclopentyl-1,1'-diol 
• 61182-95-4 Bicyclo<4.1.0>hept-7-yllithium 
• 110-62-3 pentanal 
• 930-30-3 cyclopent-2-enone 
• 96-41-3 Cyclopentanol 
• 124-04-9 Adipic acid 
• 123-91-1 1,4-dioxane 
• 142-29-0 cyclopentene 
• 137629-11-9 (1SR,5RS,7SR)-7-(3'-bromopropyl)bicyclo<3.2.0>heptan-6-one 
• 4884-21-3 1-cyclopentyl-cyclopentene 

Downstream Products

• 1636-39-1 bicyclopentyl 
• 2862-71-7 (+/-)-1r-cyclopentyl-cyclopentanol-(2t) 
• 2862-71-7 (+/-)-1r-cyclopentyl-cyclopentanol-(2c) 
• 3835-64-1 2,2-dimethyl-1-phenylpropan-1-ol 
• 4884-25-7 2-cyclopentylcyclopentanol 
• 89-78-1 2-isopropyl-5-methylcyclohexan-1-ol 
• 16429-17-7 6-cyclopentylvalerolactone 
• 101747-12-0 (+/-)-1-cyclopentyl-3-(benzylidene-(seqtrans))-cyclopentanone-⁽²⁾ 
• 102707-14-2 N-bicyclopentyl-2-yl-N-butyl-N'-phenyl-urea 
• 704209-22-3 (1R,2R)-bicyclopentyl-2-ylamine 
• 687996-16-3 cis-2-Cyclopentyl-cyclopentylamin 

Relevant academic research and scientific papers

Synthesis of renewable high-density fuels using cyclopentanone derived from lignocellulose

By the combination of solvent-free aldol condensation and one-step hydrodeoxygenation under mild reaction conditions, a high-density (0.866 g mL-1) bicyclic C10 hydrocarbon was synthesized in high overall yield (up to 80%) using cyclopentanone derived from lignocellulose. The Royal Society of Chemistry 2014.

Fine-Bubble-Slug-Flow Hydrogenation of Multiple Bonds and Phenols

We describe a promising method for the continuous hydrogenation of alkenes or alkynes by using a newly developed fine-bubble generator. The fine-bubble-containing slug-flow system was up to 1.4 times more efficient than a conventional slug-flow method. When applied in the hydrogenation of phenols to the corresponding cyclohexanones, the fine bubble-slug-flow method suppressed over-reduction. As this method does not require the use of excess gas, it is expected to be widely applicable in improving the efficiency of gas-mediated flow reactions.

Direct conversion of carboxylic acids (Cn) to alkenes (C2n - 1) over titanium oxide in absence of noble metals

Carbon-carbon bond formations and deoxygenation reactions are important for biomass up-grading. The classical ketonic decarboxylation of carboxylic acids provides symmetrical ketones with 2n + 1 carbon atoms and eliminates three oxygen atoms. Herein, this reaction is carried out with titanium oxide at 400°C, and an olefin with 2n + 1 carbon atoms is obtained instead of the ketone. For olefin formation hydrogen transfer reactions are required from suitable precursors to form aromatics and coke. Additional aldol condensation reactions increase further molecular weight in the product mixture. Hence, a combination of titanium oxide with a hydrodeoxygenation bed provides double amount of diesel fuel as the combination with zirconium oxide when reacting hexose-derived pentanoic acid.

The identification of 7-[(R)-2-((1S,2S)-2-benzyloxycyclopentylamino)-1- hydroxyethyl]-4-hydroxybenzothiazolone as an inhaled long-acting β2-adrenoceptor agonist

The optimisation of two series of 4-hydroxybenzothiazolone derived β2-adrenoceptor agonists, bearing α-substituted cyclopentyl and β-phenethyl amino-substituents, as inhaled long-acting bronchodilators is described. Analogues were selected for synthesis using a lipophilicity based hypothesis to achieve the targeted rapid onset of action in combination with a long duration of action. The profiling of the two series led to identification of the α-substituted cyclopentyl analogue 2 as the optimal compound with a comparable profile to the inhaled once-daily long-acting β2-adrenoceptor agonist indacaterol. On the basis of these data 2 was promoted as the backup development candidate to indacaterol from the Novartis LABA project.

Reductive dimerization and oligomerization of alcohols, ketones, and aldehydes to hydrocarbons on a promoted, fused iron catalyst

A new reductive dimerization and oligomerization reaction of (C5 and C6) cycloalkanols and cycloalkanones, benzaldehyde, and benzyl alcohol to hydrocarbons containing as many, or more, carbon atoms as the reactant oxygenated compound on a promoted, fused iron catalyst proceeds at a temperature of 250-350°C, a hydrogen pressure of 0.1-1 MPa, a specific feed rate of oxygenated reagent of 80-320 g h-1kg-1Ct, and a hydrogen space velocity of 1 × 103 to 20 × 103 h-1. Possible reaction mechanisms have been considered.

Self-coupling of secondary alcohols by Ni/CeO2 catalyst

Supported nickel catalysts are studied for the liquid phase CC self-coupling of aliphatic secondary alcohols under additive free conditions in N2 atmosphere. Among various Ni catalysts, 1 or 3 wt% Ni/CeO 2 catalysts pre-reduced in H2 shows highest yield (94%) of a dimer product (a higher ketone) for the self-coupling of 1-octanol at 130 C, and the catalyst is reused. The catalysts are also effective for self-coupling of various secondary alcohols, providing the first heterogeneous catalytic system for the self-coupling of secondary alcohols under mild conditions. Effects of support material and oxidation state of Ni on the activity are studied and it is found that both CeO2 and metallic Ni are indispensable for the reaction. A possible reaction mechanism is proposed, in which ketones, formed by dehydrogenation of alcohol, undergone Aldol condensation to give α,β-unsaturated ketone which is finally hydrogenated by in situ formed NiH species.

New one-pot multistep process with multifunctional catalysts: Decreasing the e factor in the synthesis of fine chemicals

The synthesis of a series of fine chemicals (4-(4-methoxyphenyl)-2- butanone, 4-(6,6-dimethylbicyclo[3,1,1]hept-2-en-2-yl)-2-butanone, and 2-cyclopentylcylopentanone) has been performed through a simple process that involves one-pot multi-step reactions (condensation-dehydration-reduction) using multifunctional base-acid-metal catalysts. The E factor for the specific process, as well as for the global process that includes the manufacturing of the reactants, has been calculated and compared with those obtained using conventional methods. In various cases, it is demonstrated that by means of process intensification with multifunctional solid catalysts, it is possible to decrease the E factor by one order of magnitude or more with respect to any of the manufacturing routes reported to date.

Copper nanoparticles on hydrotalcite as a heterogeneous catalyst for oxidant-free dehydrogenation of alcohols

We have developed a highly efficient heterogeneous catalytic system using hydrotalcite-supported Cu nanoparticles (Cu/HT) that can successfully promote the oxidant-free dehydrogenation of various alcohols under liquid-phase conditions. The Royal Society of Chemistry.

Cycloalkanone composition

The present invention relates to a cycloalkanone composition which contains cycloalkanone (1) in an amount of 70 wt% or more based on the composition, wherein the content of a dimer of a cycloalkanone represented by formula (2) is 0.055 or less in terms of weight ratio to the cycloalkanone (1), a process for producing the same, a process for producing a composition containing alkyl acetate (5) by using the cycloalkanone composition, and an alkyl acetate composition obtained by the process wherein n is an integer of 1 or 2, R1 and R2 each represent H, a C1 to C8 alkyl group etc., and R3 represents a C1 to C3 alkyl group.

Catalytic oxidation of alkyl- and cycloalkylcyclanones into lactones

Pilot-plant syntheses of alkyl and cycloalkylcyclanones and their subsequent liquid-phase oxidation into lactones are described. Characteristics of resulting intermediates and target products are reported.