4065-92-3

Basic information

• Product Name: 1,2-Cyclopentanediol
• Synonyms: 1,2-Cyclopentandiol
• CAS NO: 4065-92-3
• Molecular Formula: C₅H₁₀O₂
• Molecular Weight: 102.1317
• Mol File: 4065-92-3.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,2-Cyclopentanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Cyclopentanediol(4065-92-3)
• EPA Substance Registry System: 1,2-Cyclopentanediol(4065-92-3)

Safety Data

• Hazardous Substances Data: 4065-92-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
1,2-Cyclopentanediol is used as a building block for the synthesis of various chemicals and pharmaceuticals, leveraging its cyclic structure and diol functionality to create a range of different compounds.
Used in Solvent Applications:
In some chemical reactions, 1,2-Cyclopentanediol is utilized as a solvent, taking advantage of its solubility properties to facilitate the process.
Used in Fragrance and Flavor Production:
1,2-Cyclopentanediol serves as an intermediate in the production of fragrances and flavors, contributing to the creation of desired scents and tastes in various consumer products.
Used in Polymer Science and Material Chemistry:
Due to its ability to form complex organic molecules, 1,2-Cyclopentanediol has potential applications in the fields of polymer science and material chemistry, where it can be instrumental in developing new materials with specific properties.
Used in Industrial Chemical Processes:
1,2-Cyclopentanediol is also employed in various industrial chemical processes, where its unique properties can be harnessed to improve the efficiency or outcomes of these processes.

Upstream product

• 29974-65-0 1,2-dibromo-cyclopentane 
• 285-67-6 Cyclopentene oxide 
• 64-19-7 acetic acid 
• 142-29-0 cyclopentene 
• 67-63-0 isopropyl alcohol 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 75-65-0 tert-butyl alcohol 
• 933-06-2 1-acetoxycyclopentene 
• 7732-18-5 water 
• 285-67-6 (1S,5R)-6-Oxa-bicyclo[3.1.0]hexane 
• 124-38-9 carbon dioxide 

Downstream Products

• 97078-05-2 1,2-bis-phenylcarbamoyloxy-cyclopentane 
• 37854-33-4 cis-1,2-bisbenzoyloxycyclopentane 
• 2206-54-4 trans-1,2-(diphenylcarbonyloxy)cyclopentane 
• 20520-67-6 (+/-)-cis-1-acetoxy-2-hydroxycyclopentane 
• 20520-67-6 trans-2-acetoxycyclopentanol 
• 111-30-8 Glutaraldehyde 
• 101836-57-1 2-(benzyloxy)cyclopentanol 
• 101836-58-2 α-benzyloxycyclopentanone 
• 285-67-6 Cyclopentene oxide 
• 35505-63-6 1-Ethynyl-2-methoxy-cyclopentanol 
• 35505-66-9 2-Methoxy-1-phenylethynyl-cyclopentanol 
• 35394-09-3 2-methoxycyclopentanone 
• 1453267-75-8 2-chloro-4-(6-hydroxy-1-methyl-4-oxo-2-thioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile 
• 1453266-48-2 2-chloro-4-((5R,6S)-6-hydroxy-1-methyl-2,4-dioxo-1,3-diazaspiro[4.4]nonan-3-yl)-3-methylbenzonitrile 

Relevant articles and documents

The kinetics of the reaction between cyclopentene and aqueous hydrogen peroxide under phase-transfer catalysis

The kinetics of the reaction between cyclopentene and an aqueous solution of hydrogen peroxide under phase-transfer catalysis conditions has been studied. The activation energies of the successive stages of cyclopentene epoxidation to 1,2-epoxycyclopentane and the hydration of the resulting epoxide to 1,2-cyclopentanediol have been found, and the orders of the reactions with respect to the reactants have been determined. A mathematical model of the process that adequately describes the available experimental data in the entire range of reactant concentrations has been proposed.

Method for catalyzing catalytic oxidation reaction of cyclopentene by vacancy silicon-tungsten heteropolyacid salt catalyst

The invention relates to a method for catalyzing a catalytic oxidation reaction of cyclopentene by utilizing a vacancy silicon-tungsten heteropolyacid salt catalyst. The invention aims to provide a process method for preparing glutaraldehyde and 1, 2-cyclopentanediol by carrying out catalytic oxidation on cyclopentene by using a two-vacancy silicon-tungsten heteropolyacid salt catalyst, which is small in environmental pollution, high in catalytic activity, high in yield and easy in recycling of the catalyst. According to the technical scheme, the method comprises the following steps of: (1) weighing cyclopentene, a heteropolyacid catalyst and 30% hydrogen peroxide according to a reaction molar ratio of 1: (0.0002-0.0020): (0.5-4.0), adding a quantitative reaction solvent, mixing well, controlling the temperature range to be 30-55 DEG C, reacting for 0.5-8 hours, and stirring until the reaction is finished; (2) carrying out a rectification process on a mixture generated by the reaction to obtain glutaraldehyde and 1, 2-cyclopentanediol; and (3) carrying out reduced pressure distillation on the reaction liquid to remove the solvent, and filtering, washing, vacuum-drying, collecting and recycling the vacancy silicon-tungsten heteropolyacid catalyst.

Understanding the mechanism of N coordination on framework Ti of Ti-BEA zeolite and its promoting effect on alkene epoxidation reaction

The function of ammonium salts on the epoxidation performance over Ti-BEA zeolite was investigated in detail. Experiments of alkene epoxidation, side reactions of epoxide and decomposition of H2O2 with or without ammonium salts were designed, and the UV-Vis spectroscopy was employed to analyze the structure of Ti-hydroperoxo species. It is revealed that the ammonia (or amines) dissociated from the ammonium salt would chelate with the linear Ti-η1(OOH) species and form a bridged Ti-η2(OOH)-R species, which is more stable, more weaker in epoxide adsorption and acidity as well. Therefore, side reactions and H2O2 decomposition would be suppressed, and both alkene conversion and epoxide selectivity would be promoted simultaneously. On the other hand, the excessive NH3?H2O (NH3/Ti>1) or NaOH bond with the Ti-η2(OOH)-R species and generate salt-like Ti-η2(OO)-M+ species, resulting in the deactivation of Ti active center. While for ammonium salts, e.g. NH4Cl, the limited dissociation degree along with the acidic environment help the Ti active center to maintain in highly active. In short, this work provides a practical Ti active center tuning method for Ti-BEA zeolite, as well as a thorough understanding of its Ti-hydroperoxo species.

Oxidative cleavage of cycloalkenes using hydrogen peroxide and a tungsten-based catalyst: Towards a complete mechanistic investigation

The identification of the intermediates and by-products produced during the oxidative cleavage of cycloalkenes in the presence of H2O2 and a tungsten-based catalyst for the production of dicarboxylic acids has been carried out under various experimental conditions. On the basis of this mechanistic investigation and previous studies from the literature, a complete reaction scheme for the formation of the reaction products and by-products is proposed. In this hypothetical mechanism, the production of a hydroperoxyalcohol intermediate accounts for the two pathways proposed by Noyori and Venturello for the formation of the targeted dicarboxylic acid. In addition, Baeyer-Villiger oxidation of the mono-aldehyde intermediate allows explaining the formation of short chain diacids observed as by-products during the reaction. Hence, the proposed mechanism constitutes a real tool for scientists looking for a better understanding and those heading to set up environmentally friendly conditions for the oxidative cleavage of cycloalkenes.

Tandem Lewis acid catalysis for the conversion of alkenes to 1,2-diols in the confined space of bifunctional TiSn-Beta zeolite

The generation of multifunctional isolated active sites in zeolite supports is an attractive method for integrating multistep sequential reactions into a single-pass tandem catalytic reaction. In this study, bifunctional TiSn-Beta zeolite was prepared by a simple and scalable post-synthesis approach, and it was utilized as an efficient heterogeneous catalyst for the tandem conversion of alkenes to 1,2-diols. The isolated Ti and Sn Lewis acid sites within the TiSn-Beta zeolite can efficiently integrate alkene epoxidation and epoxide hydration in tandem in a zeolite microreactor to achieve one-step conversion of alkenes to 1,2-diols with a high selectivity of >90%. Zeolite confinement effects result in high tandem rates of alkene epoxidation and epoxide hydration as well as high selectivity toward the desired product. Further, the novel method demonstrated herein can be employed to other tandem catalytic reactions for sustainable chemical production.

Catalyst Systems Based on a Metal Halide and a Quaternary Ammonium Salt in the 1,2-Epoxycyclopentane Carboxylation Reaction

Abstract: Results of a study of 1,2-epoxycyclopentane carboxylation to cyclopentene carbonate (CPC) in the presence of various catalyst systems have been described. It has been found that the reaction occurs most efficiently in the presence of cobalt (nickel) chloride (bromide) hydrate and a quaternary ammonium salt (TEAB, TBAB). It has been recommended that CPC should be synthesized under a CO2 pressure of no less than 3.5 MPa at a temperature of 140–150°С without any solvent or in the medium of a solvent, such as target CPC, DMF, or N-MP, at a 1,2-epoxycyclopentane weight fraction in the feed mixture of no less than 25%. These conditions provide the formation of CPC with a selectivity of 97–99% and almost complete epoxide conversion within 2–4 h. It has been shown that the developed catalyst system can be recycled.

Method for synthesizing o-glycol compounds by virtue of bifunctional characteristic catalyst

The invention belongs to the technical field of organic chemical synthesis and particularly relates to a method for synthesizing o-glycol compounds by virtue of a bifunctional characteristic catalyst.The o-glycol compounds are prepared from olefin and an oxidizing agent through reaction under the effect of the bifunctional characteristic catalyst, wherein the bifunctional characteristic catalystcontains the following components in percentage by mass: 25%-75% of a titanium silicalite molecular sieve, 20%-70% of nano-silicon dioxide and 5%-10% of heteropolyacid. The method provided by the invention has the beneficial effects that a process for synthesizing o-glycol by virtue of a traditional two-step method is simplified; the catalyst can still remain good catalytic performance under a long-period operation condition in the method, the raw material conversion rate is high, and the yields of the o-glycol compounds are high; and the olefin raw material conversion rate is 80.2%-94.6%, andthe selectivity of o-glycol generated through reaction is 85.7%-96.3%.

Method for synthesizing vicinal diol compound by virtue of one-step process

The invention belongs to the technical field of organic chemical synthesis, and in particular relates to a method for synthesizing a vicinal diol compound by virtue of a one-step process. The vicinaldiol compound is obtained by carrying out reaction on olefin and an oxidizing agent in presence of a bifunctional catalyst, wherein the bifunctional catalyst comprises 25-75% of titanium silicalite molecular sieves, 20-70% of nano alumina and 3-8% of boric oxide in percentage by mass with the titanium silicalite molecular sieves, nano alumina and boric oxide as the benchmarks. The method for synthesizing the vicinal diol compound has the advantages that the traditional two-step vicinal diol synthesis technology is simplified; in the synthetic method, a catalyst still maintains good catalytic performance under long-period operation condition, raw material conversion rate is high, and yield of the vicinal diol compound is high; and olefin raw material conversion rate is 80.2-94.6%, and vicinal diol reaction generation selectivity is 85.7-96.3%.

Method for synthesizing ortho-diol compound by using macroporous anion exchange resin as catalyst

The invention discloses a method for synthesizing an ortho-diol compound by using macroporous anion exchange resin as a catalyst. According to the method, hydrocarbon epoxide is used as a raw material, the anion exchange resin is used as the catalyst, and a fixed bed continuous hydrolysis reaction technology is adopted for preparing the ortho-diol compound; the anion exchange resin is halogen ortho-substituted macroporous polystyrene-divinyl benzene quaternary phosphonium salt type anion exchange resin. The synthesis method is simple, the catalyst can be used repeatedly, the conversion rate of the raw material is high, and the yield of the ortho-diol compound is high.

Method for synthesizing vicinal diol compound which takes hydrocarbon epoxide as raw material

The present invention discloses a method for preparing a vicinal diol compound which takes a hydrocarbon epoxide as a raw material. The method takes the hydrocarbon epoxide as the raw material and takes an anion exchange resin as a catalyst. The vicinal diol compound is prepared by using a fixed bed continuous hydrolysis reaction technology. The anion exchange resin is a halogen-substituted macroporous polystyrene-divinyl benzene quaternary ammonium salt type anion exchange resin. The synthesis method is simple, the catalyst can be used many times, the raw material conversion rate is high, and the yield of the vicinal diol compound is high.