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2,3-Epoxycyclopentane-1-one is an organic compound that is synthesized through the epoxidation of α,β-unsaturated ketones using hydrogen peroxide in the presence of basic hydrotalcite catalysts. It is characterized by its unique epoxy and ketone functional groups, which provide it with versatile chemical reactivity and potential applications in various industries.

6705-52-8

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6705-52-8 Usage

Uses

Used in Chemical Synthesis:
2,3-Epoxycyclopentane-1-one is used as a key intermediate in the synthesis of various organic compounds, particularly those with complex ring structures. Its epoxy and ketone functional groups make it a valuable building block for creating pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-Epoxycyclopentane-1-one is used as a starting material for the development of novel drug candidates. Its unique structure allows for the creation of diverse chemical entities with potential therapeutic applications, including those targeting cancer, inflammation, and other diseases.
Used in Material Science:
2,3-Epoxycyclopentane-1-one can also be utilized in the development of advanced materials, such as polymers and coatings, due to its reactive epoxy group. This makes it a candidate for applications in the automotive, aerospace, and electronics industries, where high-performance materials are in demand.
Used in Flavor and Fragrance Industry:
Due to its unique chemical structure, 2,3-Epoxycyclopentane-1-one can be used as a building block for creating new and complex fragrances and flavors. It can contribute to the development of innovative products in the personal care, food, and beverage industries.

Check Digit Verification of cas no

The CAS Registry Mumber 6705-52-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,7,0 and 5 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 6705-52:
(6*6)+(5*7)+(4*0)+(3*5)+(2*5)+(1*2)=98
98 % 10 = 8
So 6705-52-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O2/c6-3-1-2-4-5(3)7-4/h4-5H,1-2H2

6705-52-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-oxabicyclo[3.1.0]hexan-2-one

1.2 Other means of identification

Product number -
Other names 2,3-epoxycyclopentenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6705-52-8 SDS

6705-52-8Relevant academic research and scientific papers

Photoresist acid sensitive resin monomer with good alkali solubility as well as synthesis method and application thereof

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Paragraph 0037; 0044, (2021/10/13)

The invention discloses a photoresist acid sensitive resin monomer with good alkali solubility and a synthesis method and application thereof, and relates to the field of photoresist resin monomers. In-flight R1 Methyl or hydrogen, R2/sub

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

Lei, Qifeng,Wang, Chang,Dai, Weili,Wu, Guangjun,Guan, Naijia,Hunger, Michael,Li, Landong

, p. 1176 - 1184 (2021/02/16)

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.

Pyrenediones as versatile photocatalysts for oxygenation reactions with: In situ generation of hydrogen peroxide under visible light

Zhang, Yuannian,Yang, Xin,Tang, Haidi,Liang, Dong,Wu, Jie,Huang, Dejian

supporting information, p. 22 - 27 (2020/01/13)

Pyrenediones (PYDs) are efficient photocatalysts for three oxygenation reactions: Epoxidation of electron deficient olefins, oxidative hydroxylation of organoborons, and oxidation of sulfides via in situ generation of H2O2 under visible light irradiation, using oxygen as a terminal oxidant and IPA as a solvent and a hydrogen donor.

Discovery of Novel 1-Cyclopentenyl-3-phenylureas as Selective, Brain Penetrant, and Orally Bioavailable CXCR2 Antagonists

Lu, Hongfu,Yang, Ting,Xu, Zhongmiao,Lin, Xichen,Ding, Qian,Zhang, Yueting,Cai, Xin,Dong, Kelly,Gong, Sophie,Zhang, Wei,Patel, Metul,Copley, Royston C. B.,Xiang, Jianing,Guan, Xiaoming,Wren, Paul,Ren, Feng

supporting information, p. 2518 - 2532 (2018/03/26)

CXCR2 has emerged as a therapeutic target for not only peripheral inflammatory diseases but also neurological abnormalities in the central nervous system (CNS). Herein, we describe the discovery of a novel 1-cyclopentenyl-3-phenylurea series as potent and CNS penetrant CXCR2 antagonists. Extensive SAR studies, wherein molecules' property forecast index (PFI) was carefully optimized for overall balanced developability profiles, led to the discovery of the advanced lead compound 68 with a desirable PFI. Compound 68 demonstrated good in vitro pharmacology with excellent selectivity over CXCR1 and other chemokine receptors. Rat and dog pharmacokinetics (PK) revealed good oral bioavailability, high oral exposure, and desirable elimination half-life of the compound in both species. In addition, the compound demonstrated dose-dependent efficacy in the in vivo pharmacology neutrophil infiltration "air pouch" model in rodents after oral administration. Further, compound 68 is a CNS penetrant molecule with high unbound fraction in brain tissue.

1 -(CYCLOPENT-2-EN-1 -YL)-3-(2-HYDROXY-3-(ARYLSULFONYL)PHENYL)UREA DERIVATIVES AS CXCR2 INHIBITORS

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Page/Page column 39, (2015/12/18)

The invention relates to 1-(3-sulfonylphenyl)-3-(cyclopent-2-en-1-yl)urea derivatives, and their use in treating or preventing diseases and conditions mediated by the CXCR2 receptor. In addition, the invention relates to compositions containing the derivatives and processes for their preparation.

A procedure for the preparation of Ti-Beta zeolites for catalytic epoxidation with hydrogen peroxide

Tang, Bo,Dai, Weili,Sun, Xiaoming,Guan, Naijia,Li, Landong,Hunger, Michael

, p. 2281 - 2291 (2014/04/17)

Ti-Beta zeolite has been successfully prepared via a reproducible and scalable two-step post-synthesis strategy, which consists of creating vacant T sites with associated silanol groups by dealumination of H-Beta and subsequent dry impregnation of the resulting Si-Beta with titanocene dichloride. The mechanism of Ti incorporation into the framework of Beta is investigated by diffuse reflectance infrared Fourier transform (DRIFT) and multinuclear solid-state nuclear magnetic resonance (SSNMR) spectroscopy. Characterization results obtained from diffuse reflectance ultraviolet-visible (UV-vis) and X-ray photoelectron spectroscopy (XPS) reveal that the majority of incorporated Ti species exist in the form of isolated tetrahedrally coordinated Ti(iv) in the zeolite framework while a minority exists in the form of isolated octahedrally coordinated Ti(vi) at framework or extra-framework positions. The obtained Ti-Beta zeolites are highly active and selective catalysts for the epoxidation of unsaturated ketones, e.g. 2-cyclohexen-1-one, with hydrogen peroxide as an oxidant. A quasilinear correlation between the epoxidation rate and the number of framework Ti(iv) species could be drawn evidencing that these Ti(iv) species are responsible for the epoxidation activity of the Ti-Beta zeolites under study. The impact of preparation parameters and reaction conditions on the catalytic performances of the Ti-Beta zeolites in the epoxidation of unsaturated organic compounds with hydrogen peroxide is discussed in detail. the Partner Organisations 2014.

Asymmetric epoxidation with H2O2 by manipulating the electronic properties of non-heme iron catalysts

Cusso, Olaf,Garcia-Bosch, Isaac,Ribas, Xavi,Lloret-Fillol, Julio,Costas, Miquel

supporting information, p. 14871 - 14878 (2013/10/22)

A non-heme iron complex that catalyzes highly enantioselective epoxidation of olefins with H2O2 is described. Improvement of enantiomeric excesses is attained by the use of catalytic amounts of carboxylic acid additives. Electronic effects imposed by the ligand on the iron center are shown to synergistically cooperate with catalytic amounts of carboxylic acids in promoting efficient O-O cleavage and creating highly chemo-and enantioselective epoxidizing species which provide a broad range of epoxides in synthetically valuable yields and short reaction times.

Mesoporous carbon nitride synthesized by nanocasting with urea/formaldehyde and metal-free catalytic oxidation of cyclic olefins

Min, Byung-Hoon,Ansari, Mohd Bismillah,Mo, Yong-Hwan,Park, Sang-Eon

, p. 156 - 163 (2013/08/24)

Mesostructured carbon nitride has been synthesized by nanocasting method with urea/formaldehyde as carbon and nitrogen sources by using disk-shaped 2D hexagonal mesoporous silica (INC-2) as a hard template. The resulted mesoporous carbon nitride (UF-MCN) was characterized as a graphitic structure with hexagonal pores of 3-4 nm and short channels in the submicron range. The catalytic oxidation ability of UF-MCN was demonstrated in the metal-free oxidation of cyclic olefins with hydrogen peroxide. The conversions for cyclopentene, cyclohexene and cis-cyclooctene were obtained in the range of 65-80% and selectivities onto epoxides were 40-90%, respectively. The UF-MCN could illustrate the considerable catalytic oxidation activities due to the existence of surface oxygen species.

Catalytic asymmetric epoxidation of 2-cyclopentenones

Lee, Anna,Reisinger, Corinna M.,List, Benjamin

supporting information; experimental part, p. 1701 - 1706 (2012/07/30)

The first highly efficient asymmetric epoxidation of 2-cyclopentenones has been developed. Using a newly designed and readily available Cinchona amine catalyst, 2-cyclopentenones are reacted with hydrogen peroxide to give the corresponding epoxycyclopentanones in high yields and excellent enantioselectivities. Copyright

Nicotinamide-dependent Ene reductases as alternative biocatalysts for the reduction of activated alkenes

Durchschein, Katharina,Wallner, Silvia,MacHeroux, Peter,Schwab, Wilfried,Winkler, Thorsten,Kreis, Wolfgang,Faber, Kurt

supporting information, p. 4963 - 4968 (2013/01/14)

Four NAD(P)H-dependent non-flavin ene reductases have been investigated for their ability to reduce activated C=C bonds in an asymmetric fashion by using 20 structurally diverse substrates. In comparison with flavin-dependent Old Yellow Enzyme homologues, a higher degree of electronic activation was required, because the best activities were obtained with enals and nitroalkenes rather than enones and carboxylic esters. Although FaEO from Fragaria x ananassa (strawberry) and its homologue SlEO from Solanum lycopersicum (tomato) exhibited a narrow substrate spectrum, progesterone 5β-reductase (At5β-StR) from Arabidopsis thaliana (thale cress) and leukotriene B4 12-hydroxydehydrogenase (LTB4DH/PGR) from Rattus norvegicus (rat) appear to be promising candidates, in particular for the asymmetric bioreduction of open-chain enals, nitroalkenes and α,β-unsaturated γ-butyrolactones. Competing nitro reduction and non-enzymatic Weitz-Scheffer epoxidation were largely suppressed. Electronically activated alkenes have been stereoselectively reduced by using a single-enzyme-cofactor system employing nicotinamide-dependent non-flavin ene reductases. Copyright

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