Cyclopentanol
Appearance
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Names | |
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Preferred IUPAC name
Cyclopentanol | |
Other names
Cyclopentyl alcohol
Hydroxycyclopentane | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.278 |
EC Number |
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KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C5H10O | |
Molar mass | 86.1323 g/mol |
Appearance | Colorless liquid |
Density | 0.949 g/mL |
Melting point | −19 °C (−2 °F; 254 K) |
Boiling point | 139 to 140 °C (282 to 284 °F; 412 to 413 K) |
−64.0·10−6 cm3/mol | |
Related compounds | |
Related compounds
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Cyclopentane Cyclopentene Cyclopentanone |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cyclopentanol or cyclopentyl alcohol is the organic compound with the formula (CH2)4CHOH. It is classified as a cyclic alcohol.
Synthesis and reactions
[edit]The bio-derived "platform chemical" furfural can be efficiently converted to cyclopentanol by hydrodeoxygenation using a copper catalyst.[2] or a nickelcobalt catalyst.[3]
Cyclopentanol can then be easily dehydrated to cyclopentene, which in turn can be converted to cyclopentyl methyl ether.
Cyclopentanol is an intermediate in the oxidation of cyclopentene to cyclopentanone.[4]
References
[edit]- ^ Cyclopentanol at Sigma-Aldrich
- ^ N. Pino, G. Hincapié, D. López (2018), "Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds", Energy & Fuels, vol. 32, no. 1, pp. 561–573, doi:10.1021/acs.energyfuels.7b03256
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: CS1 maint: multiple names: authors list (link) - ^ Q. Guo, X. Hou, W. Xiu, J. Liu (2022), "Efficient conversion of furfural to cyclopentanol over lignin activated carbon supported Ni–Co catalyst", RSC Adv., vol. 12, no. 19, pp. 11843–11852, Bibcode:2022RSCAd..1211843G, doi:10.1039/D2RA00016D, PMC 9016743, PMID 35481064
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: CS1 maint: multiple names: authors list (link) - ^ Claus, Martin; Claus, Evelyn; Claus, Peter; Hönicke, Dieter; Födisch, Ringo; Olson, Michael (2016). "Cyclopentadiene and Cyclopentene". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–16. doi:10.1002/14356007.a08_227.pub2. ISBN 978-3-527-30673-2.