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Cyclopentanemethanol is a chemical compound with a cyclopentane ring and a hydroxyl group attached to a methyl group. It is an organic compound that has potential applications in various industries due to its unique chemical structure and properties.

3637-61-4

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3637-61-4 Usage

Uses

Used in Chemical Research:
Cyclopentanemethanol is used as a substrate in chemical reactions for studying catalytic reduction processes. In one specific study, it was used to investigate the catalytic reduction of 6-bromo-1-hexene by nickel (I) salen electrogenerated at a glassy carbon electrode in acetonitrile containing tetramethylammonium tetrafluoroborate. This research was conducted using cyclic voltammetry and controlled-potential electrolysis, which are techniques employed to understand the reaction mechanisms and optimize the reaction conditions.
While the provided materials do not explicitly mention other industries or applications for Cyclopentanemethanol, it is worth noting that compounds with similar structures are often used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. Therefore, it is possible that Cyclopentanemethanol could have potential uses in these areas as well, pending further research and development.

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 3643, 1985 DOI: 10.1016/S0040-4039(00)89212-6

Check Digit Verification of cas no

The CAS Registry Mumber 3637-61-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,3 and 7 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3637-61:
(6*3)+(5*6)+(4*3)+(3*7)+(2*6)+(1*1)=94
94 % 10 = 4
So 3637-61-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H12O/c7-5-6-3-1-2-4-6/h6-7H,1-5H2

3637-61-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Cyclopentanemethanol

1.2 Other means of identification

Product number -
Other names CyclopentaneMethanol

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:3637-61-4 SDS

3637-61-4Relevant academic research and scientific papers

Titania-supported molybdenum oxide combined with Au nanoparticles as a hydrogen-driven deoxydehydration catalyst of diol compounds

Cao, Ji,Gan, Jianxing,Hacatrjan, Schanth,Liu, Lujie,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi,Yabushita, Mizuho

, p. 2146 - 2161 (2022/04/28)

A heterogenous catalyst for the deoxydehydration (DODH) reaction was developed using less expensive Mo than Re as the active center. The combination of Mo with anatase-rich TiO2 and Au as the support and promoter for H2 activation, respectively, can selectively convert 1,4-anhydroerythritol to 2,5-dihydrofuran, which is a typical DODH model reaction, with H2 as a reducing agent. Loading of Au on TiO2 by the deposition-precipitation method gave the more active MoOx-Au/TiO2 catalyst (MoOx-dpAu/TiO2) than that obtained by the impregnation method (MoOx-impAu/TiO2), and the activity difference is derived from the smaller size of Au particles in MoOx-dpAu/TiO2 (3-5 nm) than that in MoOx-impAu/TiO2 (>25 nm). The MoOx-dpAu/TiO2 catalyst could be applied to the DODH reaction of linear alkyl vicinal diols and cis-1,2-cyclohexanediol. The characterization with XRD, STEM, H2-TPR, XAFS and XPS revealed that the MoIV oxide cluster species on the surface of anatase TiO2 particles are responsible for the DODH reaction.

Highly Selective Hydrodeoxygenation of Lignin to Naphthenes over Three-Dimensional Flower-like Ni2P Derived from Hydrotalcite

Chen, Guanyi,Diao, Xinyong,Ji, Na,Jia, Zhichao,Li, Changzhi,Li, Xinxin,Liu, Caixia,Liu, Qingling,Lu, Xuebin,Ma, Longlong,Song, Chunfeng,Wang, Shurong,Zhao, Yujun

, p. 1338 - 1356 (2022/02/07)

A strategy for low-temperature synthesis of hydrotalcite-based nickel phosphide catalysts (Ni2P-Al2O3) with flower-like porous structures was proposed. The in situ reduction of red phosphorus at 500 °C enables Ni2P catalysts with small particle size and abundant active and acidic sites, which facilitate the activation of substrates and H2. In the hydrodeoxygenation of guaiacol, a 100% conversion and 94.5% yield of cyclohexane were obtained over the Ni2P-Al2O3 catalyst under 5 MPa H2 at 250 °C for 3 h. Other lignin-derived phenolic compounds could also afford the corresponding alkanes with yields higher than 85%. Moreover, Ni2P-Al2O3 exhibited high hydrodeoxygenation activity in the deconstruction of more complex wood structures, including lignin oil and real lignin. Among the two different types of Ni sites of Ni(1) and Ni(2) in Ni2P, density functional theory (DFT) calculations showed that the Ni(2) site, highly exposed on the Ni2P-Al2O3 surface, possesses a stronger ability to break C-OH bonds during the hydrodeoxygenation of guaiacol in comparison with the Ni(1) site.

ATF6 MODULATORS AND USES THEREOF

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Paragraph 249, (2021/04/17)

Compounds (1-2) as modulators of Activating Transcription Factor 6 (ATF6) are provided. The compounds may find use as therapeutic agents for the treatment of diseases or disorders mediated by ATF6 and may find particular use in the treatment of viral infections, neurodegenerative diseases, vascular diseases, or cancer. (Formula (1-2))

The Effect of Sulfonate Groups in the Structure of Porous Aromatic Frameworks on the Activity of Platinum Catalysts Towards Hydrodeoxygenation of Biofuel Components

Kalinina,Kulikov,Cherednichenko,Maximov,Karakhanov

, p. 1061 - 1070 (2021/09/06)

Abstract: Platinum catalysts based on porous aromatic frameworks (PAF-30 and PAF-30–SO3H) have been synthesized. Properties of the obtained catalysts have been assessed via hydrogenation of guaiacol, veratrole, and pyrocatechol at 250°С and hydrogen pressure 3.0 MPa in isopropanol medium. It has been shown that the presence of acidic sites in the catalyst significantly increases the yield of deoxygenation products. The effect of the substrate structure on the rate of its hydrodeoxygenation and the mechanism of the occurring processes have been studied. [Figure not available: see fulltext.]

Me3SI-promoted chemoselective deacetylation: a general and mild protocol

Gurawa, Aakanksha,Kashyap, Sudhir,Kumar, Manoj

, p. 19310 - 19315 (2021/06/03)

A Me3SI-mediated simple and efficient protocol for the chemoselective deprotection of acetyl groups has been developedviaemploying KMnO4as an additive. This chemoselective deacetylation is amenable to a wide range of substrates, tolerating diverse and sensitive functional groups in carbohydrates, amino acids, natural products, heterocycles, and general scaffolds. The protocol is attractive because it uses an environmentally benign reagent system to perform quantitative and clean transformations under ambient conditions.

Metal complex catalysts and method for catalytically reducing carboxylic acids

-

Paragraph 0156; 0163; 0164; 0178-0179, (2020/06/20)

The invention relates to a metal complex catalyst, which contains at least one of metal complexes with a chemical formula comprising a structural unit represented by a formula I. According to the invention, the center metal of the metal complex catalyst is iridium, and the metal complex catalyst is composed of pentamethylcyclopentadienyl, a bitetrahydropyrimidine ligand and proper coordination anions; the metal complex catalyst has activity on a carboxylic acid reduction reaction, and a carboxylic acid compound is reduced into an alcohol compound in the presence of hydrogen; and the method ismild in reaction condition, can be carried out at room temperature, and is good in catalytic performance and high in reduction product yield.

Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols

Aleku, Godwin A.,Leys, David,Roberts, George W.

, p. 3927 - 3939 (2020/07/09)

We have developed robust in vivo and in vitro biocatalytic systems that enable reduction of α,β-unsaturated carboxylic acids to allylic alcohols and their saturated analogues. These compounds are prevalent scaffolds in many industrial chemicals and pharmaceuticals. A substrate profiling study of a carboxylic acid reductase (CAR) investigating unexplored substrate space, such as benzo-fused (hetero)aromatic carboxylic acids and α,β-unsaturated carboxylic acids, revealed broad substrate tolerance and provided information on the reactivity patterns of these substrates. E. coli cells expressing a heterologous CAR were employed as a multi-step hydrogenation catalyst to convert a variety of α,β-unsaturated carboxylic acids to the corresponding saturated primary alcohols, affording up to >99percent conversion. This was supported by the broad substrate scope of E. coli endogenous alcohol dehydrogenase (ADH), as well as the unexpected CC bond reducing activity of E. coli cells. In addition, a broad range of benzofused (hetero)aromatic carboxylic acids were converted to the corresponding primary alcohols by the recombinant E. coli cells. An alternative one-pot in vitro two-enzyme system, consisting of CAR and glucose dehydrogenase (GDH), demonstrates promiscuous carbonyl reductase activity of GDH towards a wide range of unsaturated aldehydes. Hence, coupling CAR with a GDH-driven NADP(H) recycling system provides access to a variety of (hetero)aromatic primary alcohols and allylic alcohols from the parent carboxylates, in up to >99percent conversion. To demonstrate the applicability of these systems in preparative synthesis, we performed 100 mg scale biotransformations for the preparation of indole-3-aldehyde and 3-(naphthalen-1-yl)propan-1-ol using the whole-cell system, and cinnamyl alcohol using the in vitro system, affording up to 85percent isolated yield.

Production of oxygen-containing alicyclic compounds (by machine translation)

-

Paragraph 0027-0032; 0034, (2020/04/24)

[Problem] to provide, in a one-step reaction synthesizes an alicyclic compound containing oxygen, high yield production of oxygen-containing compound is a cycloaliphatic. [Solution] one or more hydroxy or carbonyl group 2, or a hydroxyl group having the carbon number of 5 or more aliphatic carbonyl group 2 in accordance with one or more oxygen-containing compound, a basic catalyst is brought into contact with an oxygen-containing alicyclic compound by cyclodehydration reaction, oxygen-containing alicyclic compound. [Drawing] no (by machine translation)

Bridged bicyclic 2,3-dioxabicyclo[3.3.1]nonanes as antiplasmodial agents: Synthesis, structure-activity relationships and studies on their biomimetic reaction with Fe(II)

D'Alessandro, Sarah,Alfano, Gloria,Di Cerbo, Luisa,Brogi, Simone,Chemi, Giulia,Relitti, Nicola,Brindisi, Margherita,Lamponi, Stefania,Novellino, Ettore,Campiani, Giuseppe,Gemma, Sandra,Basilico, Nicoletta,Taramelli, Donatella,Baratto, Maria Camilla,Pogni, Rebecca,Butini, Stefania

supporting information, (2019/06/13)

Despite recent advancements in its control, malaria is still a deadly parasitic disease killing millions of people each year. Progresses in combating the infection have been made by using the so-called artemisinin combination therapies (ACTs). Natural and synthetic peroxides are an important class of antimalarials. Here we describe a new series of peroxides synthesized through a new elaboration of the scaffold of bicyclic-fused/bridged synthetic endoperoxides previously developed by us. These peroxides are produced by a straightforward synthetic protocol and are characterized by submicromolar potency when tested against both chloroquine-sensitive and chloroquine-resistant Plasmodium falciparum strains. To investigate their mode of action, the biomimetic reaction of the representative compound 6w with Fe(II) was studied by EPR and the reaction products were characterized by NMR. Rationalization of the observed structure-activity relationship studies was performed by molecular docking. Taken together, our data robustly support the hypothesized mode of activation of peroxides 6a-cc and led to the definition of the key structural requirements responsible for the antiplasmodial potency. These data will pave the way in future to the rational design of novel optimized antimalarials suitable for in vivo investigation.

Iridium-promoted conversion of terminal epoxides to primary alcohols under acidic conditions using hydrogen

Rainsberry, Alena N.,Sage, Jarrod G.,Scheuermann, Margaret L.

, p. 3020 - 3022 (2019/06/27)

A strategy for the conversion of terminal epoxides to primary alcohols is presented. The reaction uses hydrogen as the only stoichiometric reagent and is promoted by an iridium precatalyst under acidic conditions. Selectivity for the formation of a terminal alcohol over an internal alcohol is observed for both alkyl- and aryl-substituted terminal epoxides in isolated yields of up to 50% and 72% respectively.

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