三苯基砷

三苯基砷
IUPAC名
Triphenylarsane
别名 三苯基胂
识别
CAS号 603-32-7  checkY
PubChem 11773
ChemSpider 11280
SMILES
 
  • C1=CC=C(C=C1)[As](C1=CC=CC=C1)C1=CC=CC=C1
InChI
 
  • 1/C18H15As/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
InChIKey BPLUKJNHPBNVQL-UHFFFAOYAO
UN编号 3465
EINECS 210-032-9
RTECS CH8942500
性质
化学式 As(C6H5)3
摩尔质量 306.240 g·mol⁻¹
外观 无色液体
密度 1.395 g cm−3
熔点 58-61 °C(331-334 K)
沸点 373 °C(646 K)(760 mmHg)
溶解性 难溶
溶解性 可溶于乙醚、苯,微溶于乙醇
结构
晶体结构 三斜晶系
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”)中有毒物质的标签图案《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 Danger
H-术语 H301, H331, H410
P-术语 P261, P264, P270, P271, P273, P301+310, P304+340, P311, P321, P330, P391, P403+233, P405, P501
相关物质
相关烃基砷化合物 三甲基砷
二氯苯基胂
相关化学品 三苯胺
三苯基膦
三苯基锑
三苯基铋
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

三苯基砷是一种有机砷化合物化学式为As(C6H5)3,或简写为AsPh3。有毒。它是一种白色晶体,在配位化学有机合成中用作配体和试剂。这个分子是锥形的, As-C 键长为 1.942–1.956 Å ,C-As-C 键角为 99.6–100.5°,[1]

制备

三苯基砷可通过格氏试剂和砷化合物的反应来制备:[2]

As(OEt)3 + 3 PhMgBr —Et2O→ Ph3As

它也可以由三氯化砷氯苯反应而成:[3]

AsCl3 + 3 PhCl + 6 Na → AsPh3 + 6 NaCl

反应

和锂反应形成二苯基砷化锂:[4]

AsPh3 + 2 Li → LiAsPh2 + LiPh

三苯基砷是四苯基氯化砷 [AsPh4]Cl,一种著名的沉淀剂的前体。[3]

AsPh3 和金属反应,形成配合物。大部分的三苯基砷配合物都有对应的三苯基磷配合物。例子包括 [[IrCl(CO)(AsPh3)]]2、 [[RhCl(AsPh3)3]]和 [[Fe(CO)4(AsPh3)]]。[5]

参考资料

  1. ^ Mazhar-ul-Haque, Hasan A. Tayim, Jamil Ahmed, and William Horne "Crystal and molecular structure of triphenylarsine" Journal of Chemical Crystallography Volume 15, Number 6 / 1985. doi: 10.1007/BF01164771
  2. ^ 《无机化学丛书》. 第四卷 氮 磷 砷 分族. 科学出版社. P325. 2.8.2 配位数为3的有机砷化合物
  3. ^ 3.0 3.1 Shriner, R. L.; Wolf, C. N. (1963). "Tetraphenylarsonium Chloride Hydrochloride". Org. Synth.; Coll. Vol. 4: 910.  article页面存档备份,存于互联网档案馆
  4. ^ W. Levason, C. A. Mcauliffe. Cis -2-Diphenylarsinovinyldiphenylphosphine and 2-Diphenylarsinoethyldiphenylphosphine. cis‐2‐Diphenylarsinovinyldiphenylphosphine and 2‐Diphenylarsinoethyldiphenylphosphine. Inorganic Syntheses 16. 1976: 188–192. ISBN 9780470132470. doi:10.1002/9780470132470.ch50. 
  5. ^ C. A. McAuliffe (编). Transition Metal Complexes of Phosphorus, Arsenic, and Antimony Ligands. J. Wiley. 1973. ISBN 0-470-58117-4. 

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