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]
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| Names | |
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| Preferred IUPAC name
Cyclobutanol | |
| Other names
Cyclobutyl alcohol, Hydroxycyclobutane
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| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.018.963 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C4H8O | |
| Molar mass | 72.107 g·mol−1 |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H225 | |
| P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, P501 | |
| Related compounds | |
Related
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cyclobutane; cyclobutanone; cyclobutene |
Related compounds
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cyclopropanol; cyclopentanol; cyclohexanol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 edit
- ^ "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. 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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