環丙醇

環丙醇（英語：Cyclopropanol）化學式C₃H₆O，包含一個環丙基和一個羥基。它可以由乙基溴化鎂和環氧氯丙烷的反應合成^[1]，而其衍生物則能通過庫林科維奇反應製備。^[3]環丙醇由於三元環的張力很不穩定，易開環生成丙醛。^[4][5]因此環丙醇可作為烯醇化丙醛的合成子。環丙醇還被用來在分子中引入環丙基，合成環丙基酯、磺酸酯和胺。含環丙基的化合物作為潛在抗病毒藥物，^[6]亦用於蛋白質運輸的控制研究。^[7]

環丙醇
IUPAC名 Cyclopropanol
別名	Cyclopropyl alcohol, Hydroxycyclopropane
識別
CAS號	16545-68-9  Y
PubChem	123361
ChemSpider	109961
SMILES	OC1CC1
性質
化學式	C3H6O
摩爾質量	58.08 g·mol−1
密度	0.917 g/mL[1]
沸點	101–102 °C[2]
若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

參考資料

1. Roberts, J. D.; Chambers, V. C. Small-Ring Compounds. VI. Cyclopropanol, Cyclopropyl Bromide and Cyclopropylamine. J. Am. Chem. Soc. 1951, 73 (7): 3176–3179. doi:10.1021/ja01151a053.
2. Jongejan, J. A.; Duine, J. A. Enzymatic hydrolysis of cyclopropyl acetate. A facile method for medium- and large-scale preparations of cyclopropanol. Tetrahedron Lett. 1987, 28 (24): 2767–2768. doi:10.1016/S0040-4039(00)96204-X.
3. Eisch, John J.; Adeosun, Adetenu A.; Gitua, John N. Mechanism of the Kulinkovich Cyclopropanol Synthesis: Transfer-Epititanation of the Alkene in Generating the Key Titanacyclopropane Intermediate. European Journal of Organic Chemistry (Wiley). 2003, 2003 (24): 4721–4727. ISSN 1434-193X. doi:10.1002/ejoc.200300588.
4. Magrane, J. K.; Cottle, D. L. The Reaction of Epichlorohydrin with the Grignard Reagent. J. Am. Chem. Soc. 1942, 64 (3): 484–487. doi:10.1021/ja01255a004.
5. Stahl, G. W.; Cottle, D. L. The Reaction of Epichlorohydrin with the Grignard Reagent. Some Derivatives of Cyclopropanol. J. Am. Chem. Soc. 1943, 65 (9): 1782–1783. doi:10.1021/ja01249a507.
6. WO application 2009005677,Cottell, J. J.; Link, J. O. Schroeder, S. D.; Taylor, J.; Tse, W.; Vivian, R. W.; Yang, Z.-Y.,「Antiviral compounds」,發表於2009-01-08
7. WO application 2009062118,Bulawa, C. E.; Devit, M.; Elbaum, D.,「Modulators of protein trafficking」,發表於2009-05-14