Cyclopentanol

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Wikipedia

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
 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

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

  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.