叔丁基磷杂乙炔

叔丁基磷杂乙炔
英文名	tert-Butylphosphaethyne; (2,2-Dimethylpropylidyne)phosphine
识别
CAS号	78129-68-7
性质
化学式	C5H9P
摩尔质量	100.10 g·mol⁻¹
外观	液体
密度	1.03 g·cm−3（108 K）
熔点	−80 °C（193 K）
沸点	55—60 °C（328—333 K）
相关物质
相关化学品	磷杂乙炔
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

叔丁基磷杂乙炔，即2,2-二甲基磷杂丁炔，是一种有机化合物，化学式为C₅H₉P。

制备

在正戊烷溶剂中，将2,2-二甲基丙酰氯加入至三(三甲基硅基)膦，于室温反应，蒸去溶剂后再与氢氧化钠反应，可以得到产物。^[2]

性质

叔丁基磷杂乙炔在108 K时为正交晶系晶体，晶胞参数a= 8.662(2)，b=7.072(7)，c=10.569(1) A，空间群Cmc2₁。^[1]

它在室温和叠氮化苄通过[3+2]环加成反应，得到5-叔丁基-3-苄基-3H-1,2,3,4-三氮杂磷杂环戊二烯。^[3]它和一些金属化合物反应，可以得到有机金属杂环化合物。^[4]^[5]

参考文献

^ ^1.0 ^1.1 Alexander N. Chernega, Mikhail Yu. Antipin, Yuri T. Struchkov, Mohamed F. Meidine, John F. Nixon. Molecular and crystal structure oftert-butylphosphaethyne. Heteroatom Chemistry. 1991-12, 2 (6): 665–667 [2019-11-20]. ISSN 1042-7163. doi:10.1002/hc.520020610 （英语）.
^ ^2.0 ^2.1 Mutasem Z. Bani-Fwaz, Ahmed E. Fazary, Gerd Becker. Synthesis and crystal structures of dialkyl[1,1-bis(alkylchloroalanyl)organylmethyl]phosphine · dialkylchloroalane(1/1) complexes. Journal of Coordination Chemistry. 2017-07-03, 70 (13): 2224–2248 (SI 1–38) [2019-11-20]. ISSN 0095-8972. doi:10.1080/00958972.2017.1346248 （英语）.
^ Martin Papke, Lea Dettling, Julian A. W. Sklorz, Dénes Szieberth, László Nyulászi, Christian Müller. Triazaphospholenium Tetrafluoroborate: A Phosphorus Analogue of a 1,2,3-Triazole-Derived Carbene. Angewandte Chemie International Edition. 2017-12-22, 56 (52): 16484–16489 [2019-11-20]. doi:10.1002/anie.201709802 （英语）.
^ Tabellion, Frank; Peters, Christoph; Fischbeck, Uwe; Regitz, Manfred; Preuss, Fritz. Imidovanadium(V) Complexes as Reaction Partners for Kinetically Stabilized Phosphaalkynes: Synthesis of 1,2,4-Azaphosphavanada(V)-cyclobutenes, 1,3,5-Triphosphabenzenes, and 1H-1,2,4-Azadiphospholes. Chemistry. 2000, 6 (24): 4558–4566. ISSN 0947-6539. doi:10.1002/1521-3765(20001215)6:24<4558::AID-CHEM4558>3.0.CO;2-6.
^ F. Geoffrey N. Cloke, Jennifer C. Green, Nilay Hazari, Peter B. Hitchcock, Philip Mountford, John F. Nixon, D. James Wilson. Reactions of t BuC⋮P with Cyclooctatetraene-Supported Titanium Imido Complexes. Organometallics. 2006-07, 25 (15): 3688–3700 [2019-11-20]. ISSN 0276-7333. doi:10.1021/om060273o （英语）.

[Alexander-1] 1.0 ^1.1 Alexander N. Chernega, Mikhail Yu. Antipin, Yuri T. Struchkov, Mohamed F. Meidine, John F. Nixon. Molecular and crystal structure oftert-butylphosphaethyne. Heteroatom Chemistry. 1991-12, 2 (6): 665–667 [2019-11-20]. ISSN 1042-7163. doi:10.1002/hc.520020610 （英语）.

[Mutasem-2] 2.0 ^2.1 Mutasem Z. Bani-Fwaz, Ahmed E. Fazary, Gerd Becker. Synthesis and crystal structures of dialkyl[1,1-bis(alkylchloroalanyl)organylmethyl]phosphine · dialkylchloroalane(1/1) complexes. Journal of Coordination Chemistry. 2017-07-03, 70 (13): 2224–2248 (SI 1–38) [2019-11-20]. ISSN 0095-8972. doi:10.1080/00958972.2017.1346248 （英语）.

[3] Martin Papke, Lea Dettling, Julian A. W. Sklorz, Dénes Szieberth, László Nyulászi, Christian Müller. Triazaphospholenium Tetrafluoroborate: A Phosphorus Analogue of a 1,2,3-Triazole-Derived Carbene. Angewandte Chemie International Edition. 2017-12-22, 56 (52): 16484–16489 [2019-11-20]. doi:10.1002/anie.201709802 （英语）.

[4] Tabellion, Frank; Peters, Christoph; Fischbeck, Uwe; Regitz, Manfred; Preuss, Fritz. Imidovanadium(V) Complexes as Reaction Partners for Kinetically Stabilized Phosphaalkynes: Synthesis of 1,2,4-Azaphosphavanada(V)-cyclobutenes, 1,3,5-Triphosphabenzenes, and 1H-1,2,4-Azadiphospholes. Chemistry. 2000, 6 (24): 4558–4566. ISSN 0947-6539. doi:10.1002/1521-3765(20001215)6:24<4558::AID-CHEM4558>3.0.CO;2-6.

[5] F. Geoffrey N. Cloke, Jennifer C. Green, Nilay Hazari, Peter B. Hitchcock, Philip Mountford, John F. Nixon, D. James Wilson. Reactions of t BuC⋮P with Cyclooctatetraene-Supported Titanium Imido Complexes. Organometallics. 2006-07, 25 (15): 3688–3700 [2019-11-20]. ISSN 0276-7333. doi:10.1021/om060273o （英语）.

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