Cyclohexylmethanol
{{Chembox
| ImageFile = Cyclohexylmethanol.svg
| ImageSize = 150px
| ImageAlt =
| PIN = Cyclohexylmethanol
| OtherNames = Cyclohexanemethanol
| Section1 = {{Chembox Identifiers
| CASNo = 100-49-2
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 4VDR6634UG
| PubChem = 7507
| SMILES = C1CCC(CC1)CO
| ChemSpiderID = 7226
| InChI = 1/C7H14O/c8-6-7-4-2-1-3-5-7/h7-8H,1-6H2
| InChIKey = VSSAZBXXNIABDN-UHFFFAOYAW
| StdInChI = 1S/C7H14O/c8-6-7-4-2-1-3-5-7/h7-8H,1-6H2
| StdInChIKey = VSSAZBXXNIABDN-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| Formula = C7H14O
| MolarMass = 114,19 g·mol−1
| Appearance = colorless liquid with a smell of alcohol
| Density = 0,9339 g·cm−3{{cite journal |last1=Prey |first1=Vinzenz |last2=Bartsch |first2=Jürgen |title=Dipolmessungen an Pyranose- und Furanose-Modellsubstanzen |journal=Justus Liebigs Annalen der Chemie |date=1968 |volume=712 |issue=1 |pages=201–207 |doi=10.1002/jlac.19687120124 |publisher=Wiley-VCH |language=de}}
| MeltingPt = {{convert|19|C|F}}{{GESTIS|ZVG=101394 |CAS=100-49-2 |Name=Cyclohexylmethanol |Date=4 October 2014. }}
| BoilingPt = {{convert|187-188|C|F}}{{cite journal |last1=Rickborn |first1=Bruce |last2=Wood |first2=Stanley E. |title=Cleavage of cyclopropanes by diborane |journal=Journal of the American Chemical Society |date=1971 |volume=93 |issue=16 |pages=3940–3946 |doi=10.1021/ja00745a021 |publisher=American Chemical Society}}
| Solubility = small in water{{cite journal |last1=Ruelle |first1=Paul |last2=Kesselring |first2=Ulrich W. |title=The Hydrophobic Propensity of Water toward Amphiprotic Solutes: Predicton and Molecular Origin of the Aqueous Solubility of Aliphatic Alcohols |journal=Journal of Pharmaceutical Sciences |date=February 1997 |volume=86 |issue=2 |pages=179–186 |doi=10.1021/js9603109 |publisher=American Pharmacists Association, Elsevier |issn=0022-3549}}
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt = {{convert|71|C|F}}.
| AutoignitionPt =
}}
}}
Cyclohexylmethanol is an organic compound with the formula {{chem2|C6H11\sCH2\sOH}}. It is a cyclohexane ring functionalized with an alcohol, specifically a hydroxymethyl group. The compound is a colorless liquid, although commercial samples can appear yellow.
Production
Cyclohexylmethanol can be produced in two step starting with the hydroformylation of cyclohexene. This process also give cyclohexane, resulting from hydrogenation. The resulting cyclohexanecarboxaldehyde is then hydrogenated to give the alcohol.{{ cite patent | country = EP | number = 2000453 | status = patent | title = Method for Producing Alcohol by Using Carbon Dioxide as Raw MaterialL | pubdate = 2008-12-10. | gdate = | fdate = | pridate = | inventor = | invent1 = Tominaga Kenichi | invent2 = | assign1 = | assign2 = | class = }}{{cite journal |last1=Feng |first1=Jinhai |last2=Garland |first2=Marc |title=The Unmodified Homogeneous Rhodium-Catalyzed Hydroformylation of Cyclohexene and the Search for Monometallic Catalytic Binuclear Elimination |journal=Organometallics |date=1999 |volume=18 |issue=8 |pages=1542–1546 |doi=10.1021/om980531k |publisher=American Chemical Society |issn=1520-6041}}