Cyclooctanone is an organic compound with the formula (CH2)7CO. It is a waxy white solid.
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3D model (JSmol)
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| ECHA InfoCard | 100.007.219 |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C8H14O | |
| Molar mass | 126.199 g·mol−1 |
| Appearance | colorless solid |
| Density | 0.956 g/cm3 |
| Melting point | 29 °C (84 °F; 302 K) |
| Boiling point | 86 12 torr |
Refractive index (nD)
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0.959 |
| Hazards | |
| GHS labelling:[1] | |
 
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| Danger | |
| H315, H319, H335 | |
| P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis and reactions
editIt can be prepared by
- Jones oxidation or Dess-Martin oxidation of cyclooctanol.[2]
- ketonization reaction starting with azelaic acid.[3]
Among its many reactions, Baeyer-Villiger oxidation gives the nine-membered cyclic ester.[4]
See also
editReferences
edit- ^ "Cyclooctanone". pubchem.ncbi.nlm.nih.gov.
- ^ Dess, Daniel B.; Martin, J. C. (1991). "A useful 12-I-5 triacetoxyperiodinane (The Dess-Martin periodinane) for the selective oxidation of primary or secondary alcohols and a variety of related 12-I-5 species". Journal of the American Chemical Society. 113 (19): 7277–7287. doi:10.1021/ja00019a027.
- ^ E. J. Eisenbraun (1965). "Cycloöctanone". Organic Syntheses. 45: 28. doi:10.15227/orgsyn.045.0028.
- ^ Krow, Grant R. (1993). "TheBaeyer–VilligerOxidation of Ketones and Aldehydes". Organic Reactions. pp. 251–798. doi:10.1002/0471264180.or043.03. ISBN 978-0-471-26418-7.
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