二碘乙炔

二碘乙炔
	IUPAC名; Diiodoethyne
识别
CAS号	624-74-8
PubChem	61170
ChemSpider	55116
SMILES	C(#CI)I;
性质
化学式	C2I2
摩尔质量	277.83 g·mol−1
外观	白色固体
密度	3.43 g/cm3
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

二碘乙炔（英语：Diiodoethyne或diiodoacetylene）是一种有机碘化合物，化学式为C₂I₂。它是一种白色、易挥发的固体，可溶于有机溶剂。它可由三甲基甲硅烷基乙炔经碘化反应制得。^[1]虽然样品在80°C以上会爆炸，但二碘乙炔是二卤代乙炔中最容易处理的。例如，二氯乙炔更易挥发且更易爆。^[2]X射线晶体学证实，二碘乙炔是线性分子。^[3]然而，它是一种对冲击、热和摩擦敏感的化合物。与其他卤代炔烃一样，二碘乙炔是一种强卤键供体。^[4]

参见

参考资料

^ Perkins, Catherine; Libri, Stefano; Adams, Harry; Brammer, Lee. Diiodoacetylene: Compact, Strong Ditopic Halogen Bond Donor. CrystEngComm. 2012, 14 (9): 3033. doi:10.1039/c2ce00029f.
^ Henning Hopf; Bernhard Witulski. Functionalized Acetylenes in Organic Synthesis ‐ The Case of the 1‐Cyano‐ and the 1‐Halogenoacetylenes. Stang, Peter J.; Diederich, François (编). Modern Acetylene Chemistry. Weinheim: VCH. 1995: 33–66. ISBN 9783527615261. doi:10.1002/9783527615278.ch02.
^ Dunitz, J. D.; Gehrer, H.; Britton, D. The Crystal Structure of Diiodacetylene: An Example of Pseudosymmetry. Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 1972, 28 (7): 1989–1994. doi:10.1107/S0567740872005400. .
^ Cavallo, G.; Metrangolo, P.; Milani, R.; Pilati, T.; Priimagi, A.; Resnati, G.; Terraneo, G. The Halogen Bond. Chem. Rev. 2016, 116 (4): 2478–2601. PMC 4768247 . PMID 26812185. doi:10.1021/acs.chemrev.5b00484.

[1] Perkins, Catherine; Libri, Stefano; Adams, Harry; Brammer, Lee. Diiodoacetylene: Compact, Strong Ditopic Halogen Bond Donor. CrystEngComm. 2012, 14 (9): 3033. doi:10.1039/c2ce00029f.

[alkyne-2] Henning Hopf; Bernhard Witulski. Functionalized Acetylenes in Organic Synthesis ‐ The Case of the 1‐Cyano‐ and the 1‐Halogenoacetylenes. Stang, Peter J.; Diederich, François (编). Modern Acetylene Chemistry. Weinheim: VCH. 1995: 33–66. ISBN 9783527615261. doi:10.1002/9783527615278.ch02.

[3] Dunitz, J. D.; Gehrer, H.; Britton, D. The Crystal Structure of Diiodacetylene: An Example of Pseudosymmetry. Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 1972, 28 (7): 1989–1994. doi:10.1107/S0567740872005400. .

[4] Cavallo, G.; Metrangolo, P.; Milani, R.; Pilati, T.; Priimagi, A.; Resnati, G.; Terraneo, G. The Halogen Bond. Chem. Rev. 2016, 116 (4): 2478–2601. PMC 4768247 . PMID 26812185. doi:10.1021/acs.chemrev.5b00484.

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