氯乙炔

氯乙炔是一种有机化合物，化学式为HC≡CCl。它可在氯乙酰氯和三氯化铝的共热中产生。^[3]它也可以由氯乙炔汞（Hg(C≡CCl)₂）和氰化钾的氢氧化钾溶液反应得到。^[4]氯乙炔接触空气自燃^[4]或者爆炸^[5]。它和银氨溶液反应，生成具有高爆炸性的氯乙炔银。^[6]

氯乙炔
英文名	Chloroacetylene
别名	一氯乙炔 氯代乙炔
识别
CAS号	593-63-5 ^Y
SMILES	ClC#C
性质
化学式	C2HCl
摩尔质量	60.48 g·mol⁻¹
密度	1.066±0.06 g·cm^−3（20 °C）^[1]
熔点	−126 °C（147 K）^[2]
沸点	−30 °C（243 K）^[2]
溶解性（水）	0.34 g（25 °）^[1]
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

参考文献

1. Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (© 1994-2019 ACD/Labs). Retrieved from SciFinder. [2019-12-5]
2. "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2019-12-6]
3. Pomerantseva, E. G.; Kulikova, A. E.; Zil'berman, E. N. Decarbonylation of chloroacetic acid chlorides in the presence of aluminum chloride（俄文）. Zhurnal Organicheskoi Khimii, 1969. 5 (1): 187. ISSN: 0514-7492.
4. William E. Truce, Max M. Boudakian, Richard F. Heine, Robert J. McManimie. Stereospecific Reactions of Nucleophilic Agents with Acetylenes and Vinyl-type Halides. I. The Mechanism of the Base-catalyzed Reaction of cis-Dichloroethylene with Thiols 1. Journal of the American Chemical Society. 1956-06, 78 (12): 2743–2748 [2019-12-06]. ISSN 0002-7863. doi:10.1021/ja01593a026. （原始内容于2020-02-02） （英语）. 
5. Mei-Lee Hwang, Wei-Liang Hsu. An infrared study of the reaction of acetylene halides: HCCCl with O2. Journal of Molecular Structure. 1998-08, 449 (1): 29–37 [2019-12-06]. doi:10.1016/S0022-2860(98)00361-5. （原始内容于2020-02-02） （英语）. 
6. K. A. Hofmann, H. Kirmreuther. Metallsalze von Monochlor- und Monobrom-acetylen. Berichte der deutschen chemischen Gesellschaft. 1909-11, 42 (4): 4232–4238 [2019-12-06]. doi:10.1002/cber.19090420404 （德语）. 

拓展阅读

• Cheng Zhu, Markku Räsänen, Leonid Khriachtchev. Matrix-isolation and ab initio study of HKrCCCl and HXeCCCl. The Journal of Chemical Physics. 2015-12-28, 143 (24): 244319 [2019-12-06]. ISSN 0021-9606. doi:10.1063/1.4938426. （原始内容于2020-02-02） （英语）. 
• Е. P. Levanova, V. S. Nikonova, V. А. Grabel’nykh, N. V. Russavskaya, A. I. Albanov, I. B. Rozentsveig, N. А. Korchevin. Reactions of Dichloroethenes with Sulfur in the System Hydrazine Hydrate–KОН. Russian Journal of General Chemistry. 2018-03, 88 (3): 383–388 [2019-12-06]. ISSN 1070-3632. doi:10.1134/S1070363218030015 （英语）. 
• William A. Arnold, A. Lynn Roberts. Pathways and Kinetics of Chlorinated Ethylene and Chlorinated Acetylene Reaction with Fe(0) Particles. Environmental Science & Technology. 2000-05, 34 (9): 1794–1805 [2019-12-06]. ISSN 0013-936X. doi:10.1021/es990884q. （原始内容于2020-02-02） （英语）. 
• William A. Arnold, A. Lynn Roberts. Pathways of Chlorinated Ethylene and Chlorinated Acetylene Reaction with Zn(0). Environmental Science & Technology. 1998-10, 32 (19): 3017–3025 [2019-12-06]. ISSN 0013-936X. doi:10.1021/es980252o. （原始内容于2020-02-02） （英语）. 
• Jian-Wei Zou, Yong-Jun Jiang, Ming Guo, Gui-Xiang Hu, Bing Zhang, Hai-Chun Liu, Qing-Sen Yu. Ab Initio Study of the Complexes of Halogen-Containing Molecules RX (X=Cl, Br, and I) and NH3: Towards Understanding the Nature of Halogen Bonding and the Electron-Accepting Propensities of Covalently Bonded Halogen Atoms. Chemistry - A European Journal. 2005-01-07, 11 (2): 740–751 [2019-12-06]. ISSN 0947-6539. doi:10.1002/chem.200400504 （英语）.