Cyclohexanone is an organic compound with the formula (CH2)5CO. The molecule consists of six-carbon cyclic molecules with a ketone functional group. This colorless oil has an odor reminiscent of pear drop sweets as well as acetone. Over time, samples assume a yellow color due to oxidation. Cyclohexanone is slightly soluble in water (5-10 g/100 mL) but miscible with common organic solvents. Billions of kilograms are produced annually, mainly as a precursor to nylon.
Cyclohexanone is a compound of the ketone family. It is a clear oily liquid with an acetone-like odor; slightly soluble in water but completely miscible with common solvents. It is used as an industrial solvent and activator in oxidation reactions. It is used in the production of adipic acid, cyclohexanone resins, cyclohexanone oxime, caprolactam, and nylon 6. Cyclohexanone having two alpha-carbons in the ring provides four alpha-hydrogens which can be substituted depending on the reaction conditions with the remaining six hydrogens unreacted.
108-94-1
C6H10O
98.14
Item | Index |
---|---|
Appearance | Clear oily liquid |
Content | 99.5% Min. |
Color, APHA | 20 Max. |
Water | 0.05% Max. |
The great majority of cyclohexanone is consumed in the production of precursors to Nylon 6,6 and Nylon 6. About half of the world’s supply is converted to adipic acid, one of two precursors for nylon 6,6. For this application, the KA oil (see above) is oxidized with nitric acid. The other half of the cyclohexanone supply is converted to oxime. In the presence of a sulfuric acid catalyst, the oxime rearranges to caprolactam, a precursor to nylon 6.
Like cyclohexanol, cyclohexanone is not carcinogenic and is only moderately toxic, with a TLV of 25 ppm for the vapor. It is an irritant.
A recent study of plastic tubing used in medical procedures that circulate blood outside the body suggests a link between this compound and decreased heart function, swelling, loss of taste, and short-term memory loss.
Packed in 190kgs metal drum or ISO-TANK.
oxocyclohexane, pimelic ketone, ketohexamethylene, cyclohexyl ketone, ketocyclohexane.
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