:Cyclopentanol
{{chembox
| Watchedfields = changed
| verifiedrevid = 443548655
| Reference = [http://www.sigmaaldrich.com/catalog/search/ProductDetail/sial/29740 Cyclopentanol] at Sigma-Aldrich
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Cyclopentanol.png
| ImageSize = 100px
| PIN = Cyclopentanol
| OtherNames = Cyclopentyl alcohol
Hydroxycyclopentane
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7026
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C02020
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 288998
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C5H10O/c6-5-3-1-2-4-5/h5-6H,1-4H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XCIXKGXIYUWCLL-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 96-41-3
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 1L43Q07TBU
| PubChem = 7298
| EINECS = 202-504-8
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 16133
| SMILES = C1CCC(C1)O
}}
|Section2={{Chembox Properties
| C=5 | H=10 | O=1
| MolarMass = 86.1323 g/mol
| Appearance = Colorless liquid
| Density = 0.949 g/mL
| MeltingPtC = -19
| BoilingPtC = 139 to 140
| BoilingPt_notes =
| Solubility =
| MagSus = −64.0·10−6 cm3/mol
}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
|Section4={{Chembox Related
|OtherCompounds= Cyclopentane
Cyclopentene
Cyclopentanone
}}
}}
Cyclopentanol or cyclopentyl alcohol is the organic compound with the formula {{chem2|(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.{{citation|author=N. Pino, G. Hincapié, D. López|date=2018|doi=10.1021/acs.energyfuels.7b03256|issue=1|pages=561–573|periodical=Energy & Fuels|title=Selective Catalytic Route for the Synthesis of High-Density Biofuel Using Biomass-Derived Compounds|volume=32}} or a nickelcobalt catalyst.{{citation|author=Q. Guo, X. Hou, W. Xiu, J. Liu|date=2022|doi=10.1039/D2RA00016D|pages=11843–11852|periodical=RSC Adv.|title=Efficient conversion of furfural to cyclopentanol over lignin activated carbon supported Ni–Co catalyst|volume=12|issue=19 |doi-access=free|pmid=35481064 |pmc=9016743|bibcode=2022RSCAd..1211843G }}
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.{{cite book |doi=10.1002/14356007.a08_227.pub2 |chapter=Cyclopentadiene and Cyclopentene |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2016 |last1=Claus |first1=Martin |last2=Claus |first2=Evelyn |last3=Claus |first3=Peter |last4=Hönicke |first4=Dieter |last5=Födisch |first5=Ringo |last6=Olson |first6=Michael |pages=1–16 |isbn=978-3-527-30673-2 }}