Properties Chemical formula C5H8O Molar mass 84.12 g/mol Appearance clear, colorless liquid Odor peppermint-like Density 0.95 g/cm3, liquid Melting point −58.2 °C Boiling point 130.6 °C /760 Torr Solubility in water Slightly soluble | ![]() |
It is produced by several chemical manufacturers globally.
BASF SE (E.C.)
Rhone Poulenc/RhodiaSA/Syensqo (E.C.)
Zeon Corporation (Japan)
Sinopec (China Petroleum & Chemical Corporation) (China)
Zhejiang NHU Co., Ltd. (China)
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Adipic acid is widely available from various source , being one of the raw material used to produce NYLON 6-6 by reaction with hexamethylene diamine .The production of cyclopentanone is generally done in continuous with a proprietary catalyst at temperature in the 250/300° c range depending on the catalyst used . The cyclopentanone chemical yield is over 95% , the purification is done by distillation | ![]() |
Oxydation with hydrogene peroxide (Shandong Chambroad Petrochemicals Co procedure 2024 ) The process consist of oxidizing cyclopentene with hydrogen peroxide aqueous solution, in presence of a specific catalyst, generating cyclopentanol by water addition on cyclopentene under the action of an acid center, The cyclpentanol generated is oxydized into cyclopentanone under the action of hydrogen peroxide and a titanium silicon molecular sieve, This is a one-step method thanks to the action of a modified molecular sieve; the production method has the advantages of simple operation, mild condition, high selectivity of cyclopentanone (.CN118666655A Worldwide applications 2024 CN Shandong Chambroad Petrochemicals Co Ltd claiming 50% conversion of cyclopentene into cyclopentanone with 99% selectivity ) lab_experimental procedure | ![]() |
Oxydation with hydrogene peroxide Nippon Zeon recipe 1982 JP-S5980619-A Oxidation of cyclopentene Nippon Zeon Co Ltd 1982-10-29 Abstract To obtain an oxygen-containing compound useful as a raw material of perfumes, pharmaceuticals, agricultural chemicals, etc., continuously, in high yield, by oxidizing cyclopentene in the presence of a palladium compound and a molybdenum-based heteropolyacid compound in combination with hydrogen peroxide. CONSTITUTION:An oxygen-containing compound such as 2-cyclopenten-1-one, cyclopentanone, cyclopentanol, etc. is prepared economically, in an industrial scale, without loss of the catalytic activity, by oxidizing cyclopentene in the presence of (A) a palladium compound, (B) a molybdenum-based heteropolyacid compound and (C) hydrogen peroxide, at 20-80 deg.C, preferably using a solvent which dissolves at least a part of the components A-C. The molar ratios of A and B to cyclopentene are preferably about 0.1-0.005 and 2-20, respectively, and that of C to palladium is about 2-20, from the economical view point. | ![]() |
Oxydation with nitrous oxide (N2O) BASF procedure 2007 WO-2008148661-A1 Method for producing cyclopentanone Basf Se 2007-06-04 Abstract The invention relates to a method for producing cyclopentanone. Said method comprises the step of reacting a mixture (G1), which contains at least cyclopentene, with a mixture (G2), which contains at least dinitrogen monoxide. The reaction is carried out in at least one reactor (R1) having channels with a diameter in the range of 0.1 mm to 50 mm, the reactor comprising at least two zones (Z1) and (Z2) having channels with different diameters and the diameters of the channels of zone (Z1) being smaller than the diameter of the channels of zone (Z2). According to a preferred embodiment, the reaction is carried out in the temperature range between 270 and 300 0 C and at a pressure of 260 to 350 bar, in particular 280 bar. The reaction conditions are preferably selected such that the N 2 O conversion is more than 80% and the cyclopentene conversion is more than 50%. Pilot examples in details | ![]() |
Oxydation with oxygene ( Sumitomo recipe ) JPS6092234A Current Assignee Sumitomo Chemical Co Ltd 1983 Example 1 Cyclopentene of 84, 19 and ethanol of 85.39 were charged into a 200 cc round bottom flask with a cooler, 19.4g bismuth nitrate and 10.6P as catalyst After adding a commercially available 5% PD-activated carbon supported catalyst (manufactured by Nippon Engelhard Co., Ltd.), 99% pure oxygen (the remainder being nitrogen) was continuously supplied at 51/r into the well-stirred liquid. The reaction temperature was set at 45°C, and after 4 hours of reaction, the reaction product was analyzed, and the conversion of cyclopentene was 75%. The selectivity for cyclopentanone was 72%. Comparative Example 1 The same treatment as in Example 1 was carried out except that bismuth nitrate was not added. As a result of analysis of the obtained reaction product, the conversion rate of cyclopentene was 26%, and the selectivity of cyclopentanone was 1% or less. lab_procedure_example (Sumitomo1983) | ![]() |
Isomerization of cyclopentene oxide JP-S6330446-A Idemitsu Petrochem Co Ltd, 1986-07-23 Abstract PURPOSE:To obtain the titled compound, which is a raw material for sebacic acid, intermediate raw material for medicines, etc., by bringing cyclopentene oxide into contact with a catalyst carrying palladium in the presence of hydrogen with a long catalyst life without causing corrosion of a reactor. CONSTITUTION:Cyclopentene oxide is isomerized in the presence of a catalyst carrying palladium and hydrogen a 10-100 deg.C, preferably 20-70 deg.C temperature under 0.01-11kg/cm<2>, preferably 1-6kg/cm<2> (absolute pressure) of hydrogen partial pressure to afford the aimed cyclopentanone. The amount of the catalyst used is within the range of 0.001-0.1g atoms, preferably 0.001-0.05g atoms expressed in terms of palladium atoms based on 1mol cyclopentene oxide. | ![]() |
CN102603506A current Assignee Paierke chemical materials (Qidong) Co., Ltd. 2012The invention relates to a method for preparing cyclopentanone through cyclopentanol dehydrogenation. The method comprises the steps of carrying out catalytic dehydrogenation and rectification reactions on the raw material cyclopentanol so as to directly obtain the high-purity cyclopentanone, wherein the catalytic dehydrogenation temperature is 85-115 DEG C, the system pressure is 100-300mmHg, and granular Raney nickel type metal alloy comprising 53% of Al, 44% of Ni and 3% of Mo is adopted as a catalyst in the dehydrogenation reaction; and the cyclopentanol load WWH of the catalyst is 2-4hr-1. The gas-phase dehydrogenation reaction product directly enters in a rectifying column of which the number of theoretical plates is 45 to be purified and the reflux ratio of the rectifying column is controlled to be (2:1)-(5:1)to ensure that a cyclopentanone product with the purity of more than 99.9% is obtained. Compared with the prior art, the method disclosed by the invention has the advantages that the energy consumption is low; the use efficiency of the catalyst is high; the production cost is greatly reduced; the purity of the obtained cyclopentanone product is more than 99.9%; and a green and environment-friendly production process is provided. | ![]() |
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