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二苯基膦基鋰

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二苯基膦基鋰
別名 二苯基磷化鋰
識別
CAS號 4541-02-0  checkY
PubChem 3478053
ChemSpider 2719164
SMILES
 
  • [Li+].C1=CC=C(C=C1)[P-]C2=CC=CC=C2
性質
化學式 C12H10LiP
摩爾質量 192.12 g·mol−1
外觀 淺黃色固體
溶解性 醚類
危險性
GHS危險性符號
《全球化學品統一分類和標籤制度》(簡稱「GHS」)中腐蝕性物質的標籤圖案《全球化學品統一分類和標籤制度》(簡稱「GHS」)中有害物質的標籤圖案《全球化學品統一分類和標籤制度》(簡稱「GHS」)中對環境有害物質的標籤圖案
GHS提示詞 危險
H-術語 H302, H312, H314, H332, H400, H410
P-術語 P260, P261, P264, P270, P271, P273, P280, P301+312, P301+330+331, P302+352, P303+361+353, P304+312, P304+340, P305+351+338
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

二苯基膦基鋰是一種化合物,化學式為(C6H5)2PLi,它是對空氣敏感的固體,可用於製備其它含二苯基膦基團的化合物。其乙醚配合物是紅色的。

LiPPh2(Et2O)的部分聚合結構[1]

合成

二苯基膦基鋰可由二苯基氯化膦[2]三苯基膦[3][4]四苯基二膦被金屬鈉還原得到:

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

它也可由二苯基膦脫氫得到。

反應

二苯基膦基鋰可以在水中水解,生成二苯基膦:[4]

(C6H5)2PLi + H2O → (C6H5)2PH + LiOH

它和鹵代烴反應,生成叔膦:[5]

(C6H5)2PLi + RX → (C6H5)2PR + LiX

例如,它和1,6-二氯己烷四氫呋喃中反應,可以得到1,6-雙(二苯基膦基)己烷。[6]

它可用作甲基季銨鹽的脫甲基試劑。[7]它和金屬鹵化物(或有機金屬鹵化物[8][9])反應,生成過渡金屬膦配合物[10]

參考文獻

  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.