View source for Cyclohexanone

{{Chembox new
|   Name = Cyclohexanone
|   ImageFile = Cyclohexanone-2D-skeletal.png
|   ImageName = Skeletal formula of cyclohexanone
|   ImageFile1 = Cyclohexanone-conformation-2D-skeletal.png
|   ImageName1 = Conformation of cyclohexanone
|   ImageFile2 = Cyclohexanone-3D-balls.png
|   ImageName2 = Ball-and-stick model of cyclohexanone
|   ImageFile3 = Cyclohexanone-3D-balls-side-on.png
|   ImageName3 = Side-on view of ball-and-stick model of cyclohexanone
| Section1 = {{Chembox Identifiers
|   SMILES = C1CCCCC1=O
|   CASNo = 108-94-1
  }}
| Section2 = {{Chembox Properties
|   Formula = C<sub>6</sub>H<sub>10</sub>O
|   MolarMass = 98.15 g mol<sup>−1</sup>
|   Appearance = Colorless, liquid
|   Density = 0.9478 g/ml, liquid
|   Solubility = Miscible
|   Solvent = [[ethanol]]
|   SolubleOther = Miscible
|   MeltingPt = −16.4 °C
|   BoilingPt = 155.65 °C
|   Viscosity = 0.898 [[Poise|cP]] at 25 °C
  }}
| Section4 = {{Chembox Thermochemistry
|   DeltaHf = −270.7 kJ mol<sup>−1</sup>
|   DeltaHc = −3519.3 kJ/mol<sup>−1</sup>
|   Entropy = +229.03 J.K<sup>−1</sup>.mol<sup>−1</sup>
  }}
| Section7 = {{Chembox Hazards
|   EUClass = Harmful ('''Xn''')
|   FlashPt = 44 C
|   NFPA-H = 1
|   NFPA-F = 2
|   NFPA-R =
|   RPhrases = {{R10}}, {{R20}}
|   SPhrases = {{S2}}, {{S25}}
  }}
| Section8 = {{Chembox Related
|   Function = [[ketone]]s
|   OtherFunctn = [[Cyclopentanone]]
|   OtherCpds = [[Cyclohexanol]]
  }}
}}
{{SI}}


==Overview==
'''Cyclohexanone''' (also known as oxocyclohexane, pimelic ketone, ketohexamethylene, cyclohexyl ketone or ketocyclohexane) is a six-carbon [[alicyclic compound|cyclic molecule]] with a [[ketone]] functional group. It is a colorless, oily liquid with an acetone-like smell. Over time, the color of the liquid changes to yellow. Cyclohexanone is slightly soluble in water (5-10 g/100 ml), but miscible with the most common organic solvents.

Cyclohexanone is employed as an industrial solvent and as activator in oxidation reactions. It is also used in the production of [[adipic acid]], cyclohexanone resins, [[caprolactam]] and [[nylon 6]].  Lube Control Distributors produces a cyclohexanone-based motor oil additive called LC20 (marketed for several years as Microlube).  In the engine environment, cyclohexanone has been found to perform well at reducing harmful acids and as a solvent.[http://www.google.com/patents?vid=USPAT2389608&id=5FZEAAAAEBAJ&printsec=abstract&zoom=4&dq=2389608#PPA80,M1]

==References==

<references/>

==External links==
*[http://www.ilo.org/public/english/protection/safework/cis/products/icsc/dtasht/_icsc04/icsc0425.htm International Chemical Safety Card 0425]
*[http://www.cdc.gov/niosh/npg/npgd0166.html NIOSH Pocket Guide to Chemical Hazards]
*[http://www-cie.iarc.fr/htdocs/monographs/vol47/47-04.htm IARC Monograph "Cyclohexanone"]

[[Category:Ketones]]
[[Category:IARC Group 3 carcinogens]]



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