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Cyclooctanone

From Wikipedia, the free encyclopedia
Cyclooctanone
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.219 Edit this at Wikidata
EC Number
  • 207-940-2
UNII
  • InChI=1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-7H2
    Key: IIRFCWANHMSDCG-UHFFFAOYSA-N
  • C1CCCC(=O)CCC1
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
0.959
Hazards
GHS labelling:[1]
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H315, H319, H335
P260, 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
Related compounds
Related compounds
cyclooctanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyclooctanone is an organic compound with the formula (CH2)7CO. It is a waxy white solid.

Synthesis and reactions

[edit]

It can be prepared by

Among its many reactions, Baeyer-Villiger oxidation gives the nine-membered cyclic ester.[4]

See also

[edit]

References

[edit]
  1. "Cyclooctanone". pubchem.ncbi.nlm.nih.gov.
  2. 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.
  3. E. J. Eisenbraun (1965). "Cycloöctanone". Organic Syntheses. 45: 28. doi:10.15227/orgsyn.045.0028.
  4. 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.