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[1,1'-Bicyclopentyl]-2-one, (S)is a chemical compound characterized by its bicyclic structure and chirality, with the "S" configuration denoting a specific spatial orientation. It is widely recognized for its applications as a chiral building block in organic synthesis and serves as a crucial intermediate in the production of pharmaceuticals and fine chemicals.

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  • 2866-71-9 Structure
  • Basic information

    1. Product Name: [1,1'-Bicyclopentyl]-2-one, (S)-
    2. Synonyms:
    3. CAS NO:2866-71-9
    4. Molecular Formula: C10H16O
    5. Molecular Weight: 152.236
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2866-71-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: [1,1'-Bicyclopentyl]-2-one, (S)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: [1,1'-Bicyclopentyl]-2-one, (S)-(2866-71-9)
    11. EPA Substance Registry System: [1,1'-Bicyclopentyl]-2-one, (S)-(2866-71-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2866-71-9(Hazardous Substances Data)

2866-71-9 Usage

Uses

Used in Pharmaceutical Industry:
[1,1'-Bicyclopentyl]-2-one, (S)is used as a chiral building block for the synthesis of various pharmaceuticals due to its unique bicyclic structure and "S" configuration. [1,1'-Bicyclopentyl]-2-one, (S)plays a vital role in the development of new drugs and contributes to the advancement of medical treatments.
Used in Organic Synthesis:
In the field of organic chemistry, [1,1'-Bicyclopentyl]-2-one, (S)is employed as an important intermediate in the synthesis of complex organic molecules. Its high purity and stability under normal conditions make it a valuable tool for researchers and chemists working on the development of new compounds and materials.
Used in Fine Chemicals Production:
[1,1'-Bicyclopentyl]-2-one, (S)is also utilized in the production of fine chemicals, which are high-purity chemicals used in various industries, including pharmaceuticals, agriculture, and materials science. Its unique structure and chirality make it a valuable component in the synthesis of specialty chemicals with specific applications.

Check Digit Verification of cas no

The CAS Registry Mumber 2866-71-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,6 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2866-71:
(6*2)+(5*8)+(4*6)+(3*6)+(2*7)+(1*1)=109
109 % 10 = 9
So 2866-71-9 is a valid CAS Registry Number.

2866-71-9SDS

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 2-cyclopentyl-cyclopentanone

1.2 Other means of identification

Product number -
Other names (1,1'-bicyclopentyl)-2-one

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:2866-71-9 SDS

2866-71-9Relevant articles and documents

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

Iio, Takuya,Nagai, Kohei,Kozuka, Tomoki,Sammi, Akhtar Mst,Sato, Kohei,Narumi, Tetsuo,Mase, Nobuyuki

, p. 1919 - 1924 (2020/11/09)

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

Oliver-Tomas, Borja,Renz, Michael,Corma, Avelino

, p. 1 - 8 (2016/02/05)

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

Arnold, Nicola,Beattie, David,Bradley, Michelle,Brearley, Andrew,Brown, Lyndon,Charlton, Steven J.,Fairhurst, Robin A.,Farr, David,Fozard, John,Fullerton, Joe,Gosling, Martin,Hatto, Julia,Janus, Diana,Jones, Darryl,Jordan, Lynne,Lewis, Christine,Maas, Janet,McCarthy, Clive,Mercer, Mark,Oakman, Helen,Press, Neil,Profit, Rachel,Schuerch, Friedrich,Sykes, David,Taylor, Roger J.,Trifilieff, Alexandre,Tuffnell, Andrew

, p. 4341 - 4347 (2014/10/15)

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

Glebov,Zaikin,Mikaya,Kliger

, p. 296 - 308 (2014/08/05)

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.

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

Yang, Jinfan,Li, Ning,Li, Guangyi,Wang, Wentao,Wang, Aiqin,Wang, Xiaodong,Cong, Yu,Zhang, Tao

supporting information, p. 2572 - 2574 (2014/03/21)

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.

Self-coupling of secondary alcohols by Ni/CeO2 catalyst

Shimura, Katsuya,Kon, Kenichi,Hakim Siddiki,Shimizu, Ken-Ichi

, p. 137 - 142 (2013/07/26)

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

Climent, Maria J.,Corma, Avelino,Iborra, Sara,Mifsud, Maria,Velty, Alexandra

experimental part, p. 99 - 107 (2010/05/18)

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

Mitsudome, Takato,Mikami, Yusuke,Ebata, Kaori,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi

supporting information; experimental part, p. 4804 - 4806 (2009/03/12)

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.

Catalytic oxidation of alkyl- and cycloalkylcyclanones into lactones

Abbasov,Alimardanov,Suleimanova

, p. 621 - 626 (2007/10/03)

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.

Classical Organic Reactions in Pure Superheated Water

Kuhlmann, Barbara,Arnett, Edward M.,Siskin, Michael

, p. 3098 - 3101 (2007/10/02)

At high temperatures and pressures, pure liquid water becomes a surprisingly effective medium for the reactions of organic compounds.It may function simultaneously as a convenient solvent, catalyst, and reagent for reactions which are typically acid- or base-catalyzed.Rapid and highly selective conversion are observed for the majority of the compounds in this study.

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