砷雜乙炔

砷雜乙炔
英文名	methylidynearsine
識別
CAS號	93469-40-0
SMILES	C#As;
性質
化學式	HCAs
摩爾質量	87.94 g·mol⁻¹
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

砷雜乙炔是一種有機砷化合物，化學式為H-C≡As，它的化學性質很活潑，且動力學穩定性比同族的磷雜乙炔差。^[1]它在氣態的酸性弱於同族的氰化氫。^[2]

製備及結構

砷雜乙炔由三部反應製備，首先以三氯化砷和溶劑稀釋的二氯甲烷鋰鹽為原料，在低溫（−110 °C）下製備二氯甲基二氯化砷（CHCl₂AsCl₂），然後將上一步的氯化胂產物用四乙二醇二甲醚溶解，通過過量的三甲基氫化錫還原，得到二氯甲基胂（CHCl₂AsH₂），最後將得到的二氯甲基胂氣化，於碳酸鈉上加熱，進行真空氣固反應，先生成CHCl=AsH，之後得到產物H-C≡As。^[1]

在H-C≡As分子中，C≡As鍵長為1.649 A, C-H鍵長為1.075 A。^[3]

參考文獻

^ ^1.0 ^1.1 Jean-Claude Guillemin, Anna Chrostowska, Alain Dargelos, Thi Xuan Mai Nguyen, Alain Graciaa, Pierre Guenot. Methylidynearsine (HCAs): synthesis and direct characterization by UV-photoelectron spectroscopy and mass spectrometry. Chemical Communications. 2008, (35): 4204 [2019-11-01]. ISSN 1359-7345. doi:10.1039/b806771f （英語）.
^ Mó, O., Yáñez, M., Guillemin, J.-C., Riague, E. H., Gal, J.-F., Maria, P.-C., & Dubin Poliart, C. (2002). The Gas-Phase Acidity of HCP, CH₃CP, HCAs, and CH₃CAs: An Unexpected Enhanced Acidity of the Methyl Group. Chemistry - A European Journal, 8(21), 4919–4924. doi:10.1002/1521-3765(20021104)8:21<4919::aid-chem4919>3.0.co;2-j
^ Anna Chrostowska, Virginie Lemierre, Alain Dargelos, Jean-Marc Sotiropoulos, Jean-Claude Guillemin. Ionization potentials of heteroalkenes: a comparative study. Applied Organometallic Chemistry. 2004-12, 18 (12): 690–693 [2019-11-01]. ISSN 0268-2605. doi:10.1002/aoc.640 （英語）.

拓展閱讀

Alberto Luna, Manuel Alcamı́, Otilia Mó, Manuel Máñez. Cu+ reactivity trends in sp, sp2, and sp3 nitrogen, phosphorus, and arsenic containing bases. International Journal of Mass Spectrometry. 2000-07, 201 (1-3): 215–231 [2019-11-01]. doi:10.1016/S1387-3806(00)00228-1. （原始內容存檔於2018-06-18）（英語）.

[J-C-1] 1.0 ^1.1 Jean-Claude Guillemin, Anna Chrostowska, Alain Dargelos, Thi Xuan Mai Nguyen, Alain Graciaa, Pierre Guenot. Methylidynearsine (HCAs): synthesis and direct characterization by UV-photoelectron spectroscopy and mass spectrometry. Chemical Communications. 2008, (35): 4204 [2019-11-01]. ISSN 1359-7345. doi:10.1039/b806771f （英語）.

[2] Mó, O., Yáñez, M., Guillemin, J.-C., Riague, E. H., Gal, J.-F., Maria, P.-C., & Dubin Poliart, C. (2002). The Gas-Phase Acidity of HCP, CH₃CP, HCAs, and CH₃CAs: An Unexpected Enhanced Acidity of the Methyl Group. Chemistry - A European Journal, 8(21), 4919–4924. doi:10.1002/1521-3765(20021104)8:21<4919::aid-chem4919>3.0.co;2-j

[3] Anna Chrostowska, Virginie Lemierre, Alain Dargelos, Jean-Marc Sotiropoulos, Jean-Claude Guillemin. Ionization potentials of heteroalkenes: a comparative study. Applied Organometallic Chemistry. 2004-12, 18 (12): 690–693 [2019-11-01]. ISSN 0268-2605. doi:10.1002/aoc.640 （英語）.

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