Cyclobutanol Explained

Cyclobutanol is an organic compound with the chemical formula C4H8O; it is defined as a cyclobutyl group with a hydroxyl group pendant and thus a cycloalkanol. Physically, it is a yellowish clear liquid that crystallizes orthorhombically at low-temperatures.

Cyclobutylamine's Demjanov rearrangement with nitrous acid gives cyclobutanol, and cyclopropylmethanol rearranges in strong acid to the same. Metal hydrides reduce cyclobutanone to cyclobutanol; conversely, cyclobutanol oxidation is a salt-free route to cyclobutanone.

References

[1] [2] [3] [4] [5]

Notes and References

  1. US6958421B2. Salt-free preparation of cyclobutanone. 2005-10-25. Bodmann. Imig. Köhler. Brühl. Kerstin. Manuela. Günther. Karl-Heinz.
  2. Book: Breitmaier . Eberhard . Organische Chemie: Grundlagen, Stoffklassen, Reaktionen, Konzepte, Molekülstrukturen . Jung . Günther . 2005 . Georg Thieme Verlag . 978-3-13-541505-5 . 116 . de.
  3. McGregor . Pamela A. . Allan . David R. . Parsons . Simon . Pulham . Colin R. . 2005-08-01 . The low-temperature and high-pressure crystal structures of cyclobutanol (C4H7OH) . Acta Crystallographica Section B Structural Science . 61 . 4 . 449–454 . 10.1107/S0108768105019191 . 0108-7681 . free. 20.500.11820/d33aabb3-f547-4233-8af2-976630e51d81 . free .
  4. Web site: 2 Oct 2022 . Safety Data Sheet . live . https://web.archive.org/web/20231104230526/https://www.sigmaaldrich.com/US/en/sds/ALDRICH/156434 . 4 Nov 2023 . 4 Nov 2023 . Sigma-Aldrich . Millipore Sigma.
  5. Book: Vollhardt . Kurt Peter C. . Organische Chemie . Schore . Neil Eric . 2011 . John Wiley & Sons . 978-3-527-32754-6 . 329 . de.

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