茂醇

茂醇
别名	羟基环戊二烯; 羟基茂
识别
CAS号	103905-54-0（1,4-环戊二烯-1-醇）
SMILES	OC=1C=CCC1;
InChI	InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3-4,6H,2H2;
InChIKey	BFAIMMGBWGSCPF-UHFFFAOYSA-N
性质
化学式	C5H5OH
摩尔质量	82.101 g·mol⁻¹
密度	1.168±0.06 g·cm−3（20 °C）
沸点	159.5±33.0 °C
pKa	11.29±0.20（25 °C）
结构
分子构型	茂為平面型，醇則會凸出一個氫
相关物质
相关化合物	茂
相关化学品	二聚环戊二烯
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

茂醇是一種烯醇類的有機化合物，化学式为C₅H₆O。尽管作为一种烯醇，它是不稳定的^[3]，但在可能的异构体中，1,4-环戊二烯-1-醇相比1,3-环戊二烯-1-醇和和2,4-环戊二烯-1-醇，它是最稳定的。^[4]它與金屬配位可以生成稳定的配合物，如羟基二茂铁。^[5]它也可以與乙烯等親雙烯體發生狄爾斯-阿爾德反應。^[6]

异构体

参考资料

^ ^1.0 ^1.1 ^1.2 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2021 ACD/Labs). Retrieved from SciFinderⁿ. [2021-11-30].
^ Valery I. Faustov, Mikhail P. Egorov, Oleg M. Nefedov and Yuri N. Molin. Ab initio G2 and DFT calculations on electron affinity of cyclopentadiene, silole, germole and their 2,3,4,5-tetraphenyl substituted analogs : structure, stability and EPR parameters of the radical anions. Phys. Chem. Chem. Phys. 2000, 2: 4293–4297. doi:10.1039/b005247g.
^ Frantisek Turecek, Zdenek Havlas. Thermochemistry of unstable enols: the O-(Cd)(H) group equivalent. The Journal of Organic Chemistry. 1986-10, 51 (21): 4066–4067 [2021-11-30]. ISSN 0022-3263. doi:10.1021/jo00371a028. （原始内容存档于2021-11-30）（英语）.
^ Marcela Hurtado, Al-Mokhtar Lamsabhi, Otilia Mó, Manuel Yáñez, Jean-Claude Guillemin. Stability trends and tautomerization of chalcocyclopentadienes. The role of aromaticity. New Journal of Chemistry. 2011, 35 (11): 2713 [2021-11-30]. ISSN 1144-0546. doi:10.1039/c1nj20604d （英语）.
^ A.N. Nesmeyanov, V.A. Sazonova, V.N. Drozd. Hydroxyferrocene. Tetrahedron Letters. 1959-01, 1 (17): 13–15 [2021-11-30]. doi:10.1016/S0040-4039(00)91032-3. （原始内容存档于2018-06-16）（英语）.
^ Luke A. Burke. Synchronism in the Diels-Alder reaction. International Journal of Quantum Chemistry. 1986-03, 29 (3): 511–518 [2021-11-30]. ISSN 0020-7608. doi:10.1002/qua.560290323. （原始内容存档于2021-11-30）（英语）.

这是一篇关于醇類的小作品。您可以通过编辑或修订扩充其内容。

[acd-1] 1.0 ^1.1 ^1.2 Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2021 ACD/Labs). Retrieved from SciFinderⁿ. [2021-11-30].

[2] Valery I. Faustov, Mikhail P. Egorov, Oleg M. Nefedov and Yuri N. Molin. Ab initio G2 and DFT calculations on electron affinity of cyclopentadiene, silole, germole and their 2,3,4,5-tetraphenyl substituted analogs : structure, stability and EPR parameters of the radical anions. Phys. Chem. Chem. Phys. 2000, 2: 4293–4297. doi:10.1039/b005247g.

[3] Frantisek Turecek, Zdenek Havlas. Thermochemistry of unstable enols: the O-(Cd)(H) group equivalent. The Journal of Organic Chemistry. 1986-10, 51 (21): 4066–4067 [2021-11-30]. ISSN 0022-3263. doi:10.1021/jo00371a028. （原始内容存档于2021-11-30）（英语）.

[4] Marcela Hurtado, Al-Mokhtar Lamsabhi, Otilia Mó, Manuel Yáñez, Jean-Claude Guillemin. Stability trends and tautomerization of chalcocyclopentadienes. The role of aromaticity. New Journal of Chemistry. 2011, 35 (11): 2713 [2021-11-30]. ISSN 1144-0546. doi:10.1039/c1nj20604d （英语）.

[5] A.N. Nesmeyanov, V.A. Sazonova, V.N. Drozd. Hydroxyferrocene. Tetrahedron Letters. 1959-01, 1 (17): 13–15 [2021-11-30]. doi:10.1016/S0040-4039(00)91032-3. （原始内容存档于2018-06-16）（英语）.

[6] Luke A. Burke. Synchronism in the Diels-Alder reaction. International Journal of Quantum Chemistry. 1986-03, 29 (3): 511–518 [2021-11-30]. ISSN 0020-7608. doi:10.1002/qua.560290323. （原始内容存档于2021-11-30）（英语）.

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