Cyclopentanol

Cyclopentanol^[1]
Names
	Preferred IUPAC name Cyclopentanol
	Other names Cyclopentyl alcohol; Hydroxycyclopentane
Identifiers
CAS Number	96-41-3 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16133 ;
ChEMBL	ChEMBL288998 ;
ChemSpider	7026 ;
ECHA InfoCard	100.002.278
EC Number	202-504-8;
KEGG	C02020 ;
PubChem CID	7298;
UNII	1L43Q07TBU ;
CompTox Dashboard (EPA)	DTXSID1033371 ;
	InChI InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2 Key: XCIXKGXIYUWCLL-UHFFFAOYSA-N ;
	SMILES C1CCC(C1)O;
Properties
Chemical formula	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)
Magnetic susceptibility (χ)	−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). verify (what is ?) Infobox references

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 nickel cobalt 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]

^ 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{{citation}}: 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{{citation}}: 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.

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Names

Preferred IUPAC name Cyclopentanol
Other names Cyclopentyl alcohol Hydroxycyclopentane
Identifiers
CAS Number	96-41-3^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16133^Y
ChEMBL	ChEMBL288998^Y
ChemSpider	7026^Y
ECHA InfoCard	100.002.278
EC Number	202-504-8
KEGG	C02020^Y
PubChem CID	7298
UNII	1L43Q07TBU^Y
CompTox Dashboard (EPA)	DTXSID1033371
InChI InChI=1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2^Y Key: XCIXKGXIYUWCLL-UHFFFAOYSA-N^Y
SMILES C1CCC(C1)O
Properties
Chemical formula	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)
Magnetic susceptibility (χ)	−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). Y verify (what is ^YN ?) Infobox references