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// Workers AI · dad joke modeIs cyclopentanol a good drink? Pent it's an alcohol.

From Wikipedia, the free encyclopedia
Cyclopentanol[1]
Names
Preferred IUPAC name
Cyclopentanol
Other names
Cyclopentyl alcohol
Hydroxycyclopentane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.278 Edit this at Wikidata
EC Number
  • 202-504-8
KEGG
UNII
  • InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2 checkY
    Key: XCIXKGXIYUWCLL-UHFFFAOYSA-N checkY
  • C1CCC(C1)O
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkYX markN ?)

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]
  1. Cyclopentanol at Sigma-Aldrich
  2. 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{{citation}}: CS1 maint: multiple names: authors list (link)
  3. 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{{citation}}: CS1 maint: multiple names: authors list (link)
  4. 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.