五氟溴苯

五氟溴苯
	IUPAC名; 1-溴-2,3,4,5,6-五氟苯
英文名	Bromoperfluorobenzene;Bromopentafluorobenzene
别名	溴五氟苯
识别
CAS号	344-04-7
PubChem	9578
ChemSpider	21168727
SMILES	C1(=C(C(=C(C(=C1F)F)Br)F)F)F;
性质
化学式	C6BrF5
摩尔质量	246.96 g·mol−1
外观	无色液体
密度	1.9503 g/cm3
熔点	-31 °C（242 K）
沸点	137 °C（410 K）
溶解性（水）	低
危险性
	GHS危险性符号;
GHS提示词	警告
H-术语	H315, H319, H335
P-术语	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

五氟溴苯是一具分子式C₆F₅Br之有机氟化合物。其在常温常压下为一可制备五氟苯基化合物的无色液体。这些五氟苯基化合物合成方式通常由将五氟溴苯转换为五氟苯基锂(实验式：C₆F₅Li)或是五氟苯基的对应格氏试剂。 ^[1] 下方即为以五氟苯基的对应格氏试剂合成三(五氟苯基)硼烷的化学反应式:^[2] ${\ce {3C6F5MgBr + BCl3 -> (C6F5)3B +3MgBrCl}}$

其他五氟溴苯的衍生物包括LiB(C₆F₅)₄、^[3][CuC₆F₅]₄,^[1]和Ni(C₆F₅)₂(dioxane)₂。^[4]

参考资料

^ ^1.0 ^1.1 Allan Cairncross, William A. Sheppard, Edward Wonchoba. Pentafluorophenylcopper Tetramer, A Reagent for Synthesis of Fluorinated Aromatic Compounds. Org. Synth. 1979, 59: 122. doi:10.15227/orgsyn.059.0122.
^ Piers, W. E.; Chivers, T. “Pentafluorophenylboranes: from Obscurity to Applications”, Chemical Society Reviews, 1997, 26, 345-354. doi:10.1039/cs9972600345
^ Tanaka, Katsunori; Fukase, Koichi. Lithium tetra(pentafluorophenyl)borate. e-EROS Encyclopedia of Reagents for Organic Synthesis. 2007. doi:10.1002/047084289X.rn00752.
^ Sanchez, G.; Momblona, F.; Sanchez, M.; Perez, J.; Lopez, G.; Casabo, J.; Molins, E.; Miravitlles, C. Synthesis of Homo- and Heterobimetallic Complexes Containing the Ni(C6F5)2 Moiety. Crystal Structure of [(C₆F₅)₂Ni(μ-SPh)₂Pd(dppe)]. Eur. J. Inorg. Chem. 1998: 1199–1204. doi:10.1002/(SICI)1099-0682(199808)1998:8<1199::AID-EJIC1199>3.0.CO;2-K.

[OS-1] 1.0 ^1.1 Allan Cairncross, William A. Sheppard, Edward Wonchoba. Pentafluorophenylcopper Tetramer, A Reagent for Synthesis of Fluorinated Aromatic Compounds. Org. Synth. 1979, 59: 122. doi:10.15227/orgsyn.059.0122.

[2] Piers, W. E.; Chivers, T. “Pentafluorophenylboranes: from Obscurity to Applications”, Chemical Society Reviews, 1997, 26, 345-354. doi:10.1039/cs9972600345

[3] Tanaka, Katsunori; Fukase, Koichi. Lithium tetra(pentafluorophenyl)borate. e-EROS Encyclopedia of Reagents for Organic Synthesis. 2007. doi:10.1002/047084289X.rn00752.

[4] Sanchez, G.; Momblona, F.; Sanchez, M.; Perez, J.; Lopez, G.; Casabo, J.; Molins, E.; Miravitlles, C. Synthesis of Homo- and Heterobimetallic Complexes Containing the Ni(C6F5)2 Moiety. Crystal Structure of [(C₆F₅)₂Ni(μ-SPh)₂Pd(dppe)]. Eur. J. Inorg. Chem. 1998: 1199–1204. doi:10.1002/(SICI)1099-0682(199808)1998:8<1199::AID-EJIC1199>3.0.CO;2-K.

[1]

[2]

[3]

[4]