1-乙炔基环己醇

1-乙炔基环己醇
识别
CAS号	78-27-3
SMILES	C#Cc1(O)ccccc1;
性质
化学式	C8H12O
摩尔质量	124.18 g·mol−1
密度	0.9809 g·cm−3（20 °C）
熔点	30 °C（303 K）; 31—32 °C（304—305 K）
沸点	179 °C（452 K）
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

1-乙炔基环己醇是一种有机化合物，化学式为C₈H₁₂O，它可由乙炔和环己酮在氢氧化钾的存在下于DMSO中反应制得。^[4]它和乙酸酐反应，生成乙酸-1-乙炔基环己酯。^[5]它和有机叠氮化物反应，乙炔基转化为三唑。^[6]

参考文献

^ Levina, R. Ya.; Vinogradova, E. I. Action of sodium acetylide on cyclic ketones. I. Synthesis of 1-ethynylcyclohexanol. Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1936. 9: 1299-1302. ISSN: 0044-4618.
^ Verkruijsse, Hermann D.; Graaf, Wim de; Brandsma, Lambert. An Efficient and Quick Laboratory Scale Method for the Ethynylation of Some Aliphatic and Cycloaliphatic Carbonyl Compounds. Synthetic Communications. 1988, 18 (2): 131–134. ISSN 0039-7911. doi:10.1080/00397918808077336.
^ ^3.0 ^3.1 Nazarov, I. N.; Kotlyarevskii, I. L.; Ryabchenko, V. F. Acetylene derivatives. CLX. Condensation of aldehydes and ketones with acetylene under pressure. New method of synthesis of acetylenic alcohols. Zhurnal Obshchei Khimii, 1953. 23: 1900-1904. ISSN: 0044-460X.
^ Trofimov, B. A.; Sobenina, L. N.; Korostova, S. E.; Mikhaleva, A. I.; Shishov, N. I.; Fel'dman, V. D.; Shevchenko, S. G.; Vasil'ev, A. N. Synthesis of tertiary acetylenic alcohols and their ethers in a potassium hydroxide-dimethyl sulfoxide system. Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1987. 60 (6): 1366-1370. ISSN: 0044-4618.
^ D'Elia, Valerio; Liu, Yinghao; Zipse, Hendrik. Immobilized DMAP Derivatives Rivaling Homogeneous DMAP. European Journal of Organic Chemistry. 2011, 2011 (8): 1527–1533. ISSN 1434-193X. doi:10.1002/ejoc.201001507.
^ Heriberto Díaz Velázquez, Yara Ruiz García, Matthias Vandichel, Annemieke Madder, Francis Verpoort. Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis. Org. Biomol. Chem. 2014, 12 (46): 9350–9356 [2020-08-31]. ISSN 1477-0520. doi:10.1039/C4OB01350F （英语）.

[1] Levina, R. Ya.; Vinogradova, E. I. Action of sodium acetylide on cyclic ketones. I. Synthesis of 1-ethynylcyclohexanol. Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1936. 9: 1299-1302. ISSN: 0044-4618.

[2] Verkruijsse, Hermann D.; Graaf, Wim de; Brandsma, Lambert. An Efficient and Quick Laboratory Scale Method for the Ethynylation of Some Aliphatic and Cycloaliphatic Carbonyl Compounds. Synthetic Communications. 1988, 18 (2): 131–134. ISSN 0039-7911. doi:10.1080/00397918808077336.

[Nazarov-3] 3.0 ^3.1 Nazarov, I. N.; Kotlyarevskii, I. L.; Ryabchenko, V. F. Acetylene derivatives. CLX. Condensation of aldehydes and ketones with acetylene under pressure. New method of synthesis of acetylenic alcohols. Zhurnal Obshchei Khimii, 1953. 23: 1900-1904. ISSN: 0044-460X.

[4] Trofimov, B. A.; Sobenina, L. N.; Korostova, S. E.; Mikhaleva, A. I.; Shishov, N. I.; Fel'dman, V. D.; Shevchenko, S. G.; Vasil'ev, A. N. Synthesis of tertiary acetylenic alcohols and their ethers in a potassium hydroxide-dimethyl sulfoxide system. Zhurnal Prikladnoi Khimii (Sankt-Peterburg, Russian Federation), 1987. 60 (6): 1366-1370. ISSN: 0044-4618.

[5] D'Elia, Valerio; Liu, Yinghao; Zipse, Hendrik. Immobilized DMAP Derivatives Rivaling Homogeneous DMAP. European Journal of Organic Chemistry. 2011, 2011 (8): 1527–1533. ISSN 1434-193X. doi:10.1002/ejoc.201001507.

[6] Heriberto Díaz Velázquez, Yara Ruiz García, Matthias Vandichel, Annemieke Madder, Francis Verpoort. Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis. Org. Biomol. Chem. 2014, 12 (46): 9350–9356 [2020-08-31]. ISSN 1477-0520. doi:10.1039/C4OB01350F （英语）.

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1-乙炔基环己醇

识别
CAS号	78-27-3 ^Y
SMILES	C#Cc1(O)ccccc1
性质
化学式	C₈H₁₂O
摩尔质量	124.18 g·mol⁻¹
密度	0.9809 g·cm⁻³（20 °C）^[1]
熔点	30 °C（303 K）^[2] 31—32 °C（304—305 K）^[3]
沸点	179 °C（452 K）^[3]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。