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二苯基膦基锂

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二苯基膦基锂
别名 二苯基磷化锂
识别
CAS号 4541-02-0  checkY
PubChem 3478053
ChemSpider 2719164
SMILES
 
  • [Li+].C1=CC=C(C=C1)[P-]C2=CC=CC=C2
性质
化学式 C12H10LiP
摩尔质量 192.12 g·mol−1
外观 浅黄色固体
溶解性 醚类
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中腐蚀性物质的标签图案《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案《全球化学品统一分类和标签制度》(简称“GHS”)中对环境有害物质的标签图案
GHS提示词 危险
H-术语 H302, H312, H314, H332, H400, H410
P-术语 P260, P261, P264, P270, P271, P273, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+312, P304+340, P305+351+338
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

二苯基膦基锂是一种化合物,化学式为(C6H5)2PLi,它是对空气敏感的固体,可用于制备其它含二苯基膦基团的化合物。其乙醚配合物是红色的。

LiPPh2(Et2O)的部分聚合结构[1]

合成

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二苯基膦基锂可由二苯基氯化膦[2]三苯基膦[3][4]四苯基二膦被金属钠还原得到:

(C6H5)2PCl + 2 Li → (C6H5)2PLi + LiCl
(C6H5)3P + 2 Li → (C6H5)2PLi + LiC6H5
(C6H5)4P2 + 2 Li → 2 (C6H5)2PLi

它也可由二苯基膦脱氢得到。

反应

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二苯基膦基锂可以在水中水解,生成二苯基膦:[4]

(C6H5)2PLi + H2O → (C6H5)2PH + LiOH

它和卤代烃反应,生成叔膦:[5]

(C6H5)2PLi + RX → (C6H5)2PR + LiX

例如,它和1,6-二氯己烷四氢呋喃中反应,可以得到1,6-双(二苯基膦基)己烷。[6]

它可用作甲基季铵盐的脱甲基试剂。[7]它和金属卤化物(或有机金属卤化物[8][9])反应,生成过渡金属膦配合物[10]

参考文献

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  1. ^ Ruth A. Bartlett, Marilyn M. Olmstead, Philip P. Power. Structural Characterization of the Solvate Complexes of the Lithium Diorganophosphides [{Li(Et2O)PPh2}], [{Li(THF)2PPh2}], and [{Li(THF)P(C6H11)2}]. Inorg. Chem. 1986, 25: 1243–1247. doi:10.1021/ic00228a034. 
  2. ^ R. Goldsberry Kim Cohn. Diphenyl(trimethylsilyl)phosphine and Dimethyl(trimethylsilyl)‐phosphine. Inorganic Syntheses. 1972, 13: 26–32. doi:10.1002/9780470132449.ch7. 
  3. ^ George W. Luther, III, Gordon Beyerle. Lithium Diphenylphosphide and Diphenyl(Trimethylsilyl)Phosphine. Inorganic Syntheses. 1977, 17: 186–188. doi:10.1002/9780470132487.ch51. 
  4. ^ 4.0 4.1 V. D. Bianco, S. Doronzo. Diphenylphosphine. Inorganic Syntheses. 1976, 16: 161–188. doi:10.1002/9780470132470.ch43. 
  5. ^ W. Levason, C. A. Mcauliffe. Cis‐2‐Diphenylarsinovinyldiphenylphosphine and 2‐Diphenylarsinoethyldiphenylphosphine. Inorganic Syntheses. 1976, 16: 188–192. doi:10.1002/9780470132470.ch50. 
  6. ^ Cao, Guangxiu; Ma, Huailing; Li, Guanliang; Li, Jiqin. Study on synthesis of 1,6-bis(diphenylphosphinel)​hexane. Huaxue Yanjiu Yu Yingyong, 2006. 18 (12): 1464-1468.
  7. ^ Plenat, Francoise; Cahyono, Bambang; Cristau, Henri-Jean. Lithium diphenylphosphide: a new demethylation reagent for methylammonium salts. Comptes Rendus de l'Academie des Sciences, Serie IIb: Mecanique,Physique, Chimie, Astronomie, 1995. 320 (10): 539-543. ISSN: 1251-8069.
  8. ^ Alcalde, Maria Isabel; de la Mata, Javier; Gómez, Manuel; Royo, pascual; Sánchez, Fernando. Half-sandwich isocyanide, phosphine, methyl and phosphanido pentamethylcyclopentadienylniobium (V) complexes. Journal of Organometallic Chemistry. 1995, 492 (2): 151–155. ISSN 0022-328X. doi:10.1016/0022-328X(94)05289-N. 
  9. ^ Cano, Ana; Cuenca, Tomás; Galakhov, Mikhail; Rodríguez, Gema M.; Royo, Pascual; Cardin, Christine J.; Convery, Maire A. Fulvalene titanium and zirconium complexes: synthesis and NMR study of phosphanido-, alkyl-, and alkynyl-derivatives. X-ray crystal structures of [{Ti(η5−C5H5)(μ−PPH2)}2{μ−(η5−C5H4−η5−C5H4)}] and [{Zr(η5−C5H5)(μ−C≡CSiMe3)}2{μ−(η5−C5H4−η5−C5H4)}]. Journal of Organometallic Chemistry. 1995, 493 (1-2): 17–25. ISSN 0022-328X. doi:10.1016/0022-328X(94)05288-M. 
  10. ^ Issleib, Kurt; Froehlich, Hans Otto. Alkali metal-phosphorus compounds and their reactive behavior. XIII. Preparation and properties of zinc and cuprous diphenylphosphide. Chemische Berichte, 1962. 95: 375-380. ISSN: 0009-2940.