二碘乙炔

二碘乙炔
	IUPAC名; Diiodoethyne
識別
CAS編號	624-74-8
PubChem	61170
ChemSpider	55116
SMILES	C(#CI)I;
性質
化學式	C2I2
莫耳質量	277.83 g·mol−1
外觀	白色固體
密度	3.43 g/cm3
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

二碘乙炔（英語：Diiodoethyne或diiodoacetylene）是一種有機碘化合物，化學式為C₂I₂。它是一種白色、易揮發的固體，可溶於有機溶劑。它可由三甲基甲矽烷基乙炔經碘化反應製得。^[1]雖然樣品在80°C以上會爆炸，但二碘乙炔是二鹵代乙炔中最容易處理的。例如，二氯乙炔更易揮發且更易爆。^[2]X射線晶體學證實，二碘乙炔是線性分子。^[3]然而，它是一種對衝擊、熱和摩擦敏感的化合物。與其他鹵炔一樣，二碘乙炔是一種強鹵鍵供體。^[4]

參見

參考資料

^ 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 (編). 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 (編). 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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