Cyclobutanol
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| Names | |
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| Preferred IUPAC name Cyclobutanol | |
| Other names Cyclobutyl alcohol, Hydroxycyclobutane | |
| Identifiers | |
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| ECHA InfoCard | 100.018.963  |
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| Properties | |
Chemical formula | C4H8O |
| Molar mass | 72.107 g·mol−1 |
| Hazards | |
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| Danger | |
Hazard statements | H225 |
Precautionary statements | P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501 |
| Related compounds | |
Related | cyclobutane; cyclobutanone; cyclobutene |
Related compounds | cyclopropanol; cyclopentanol; cyclohexanol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).  Y verify (what is  Y N ?) Infobox references | |
Chemical compound
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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[1] that crystallizes orthorhombically at low-temperatures.[2]
Cyclobutylamine's Demjanov rearrangement with nitrous acid gives cyclobutanol,[3] and cyclopropylmethanol rearranges in strong acid to the same.[4] Metal hydrides reduce cyclobutanone to cyclobutanol;[5] conversely, cyclobutanol oxidation is a salt-free route to cyclobutanone.[4]
References
- ^ "Safety Data Sheet". Sigma-Aldrich. Millipore Sigma. 2 Oct 2022. Archived from the original on 4 Nov 2023. Retrieved 4 Nov 2023.
- ^ 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. doi:10.1107/S0108768105019191. hdl:20.500.11820/d33aabb3-f547-4233-8af2-976630e51d81. ISSN 0108-7681.
- ^ Breitmaier, Eberhard; Jung, Günther (2005). Organische Chemie: Grundlagen, Stoffklassen, Reaktionen, Konzepte, Molekülstrukturen (in German). Georg Thieme Verlag. p. 116. ISBN 978-3-13-541505-5.
- ^ a b US6958421B2, Bodmann, Kerstin; Imig, Manuela & Köhler, Günther et al., "Salt-free preparation of cyclobutanone", issued 2005-10-25
- ^ Vollhardt, Kurt Peter C.; Schore, Neil Eric (2011). Organische Chemie (in German). John Wiley & Sons. p. 329. ISBN 978-3-527-32754-6.
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