Bis--dichlorstannan | 19101-07-6

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: Bis--dichlorstannan
• 英文别名: Bis-(chlormethyl)-dichlorstannan；Dichlor-bis-chlormethyl-stannan
• CAS: 19101-07-6
• 化学式: C₂H₄Cl₄Sn
• 分子量: 288.576
• InChiKey: WTQJRIJKYANAJP-UHFFFAOYSA-L

物化性质

• 熔点：
  89.5-90 °C
• 沸点：
  226.8±25.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  重氮乙烷 、 Bis--dichlorstannan 以 苯 为溶剂， 生成 bis-(1-chloro-ethyl)-bis-chloromethyl stannane
  参考文献：
  名称：

  Yakubovich, A. Ya.; Makarov, S. P.; Gavrilov, G. I., Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1788 - 1793

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基-N-亚硝基对甲苯磺酰胺 、 四氯化锡 在 KOH 作用下， 以 甲苯 为溶剂， 以85.4%的产率得到Bis--dichlorstannan
  参考文献：
  名称：

  New synthetic approach and structural characterization of the chloroalkylstannanes (ClCH2)n SnCl4−n (n=2, 4) and the hydrolysis product [(ClCH2)2Sn(Cl)OSn(Cl)(CH2Cl)2]2

  摘要：

  The chloroalkylstannanes Cl-2,Sn(CH2Cl)(2) (1) and Sn(CH2Cl4) (3) have been prepared in high yields by the treatment of tin tetrachloride with diazomethane under the elimination dinitrogen. The established synthetic process was modified in such a way, that the yields were considerably upgraded and the isolation of the products simplified: instead of using CH2N2 in solution, CH2N2 was transported by a nitrogen gas flow in a special apparatus. The compounds 1 and 3 were crystallized and their crystal and molecular structures were obtained (for I this was a redetermination) by X-ray diffraction [1: orthorhombic; space group: Pmmn; a = 7.760(2), b = 10. 190(2), c = 4.840(1) Angstrom; V = 382.7 Angstrom(3); Z = 2. 3: monoclinic; space group: C2 /c; a = 9.849(2), b = 9.872(2), c = 10.611(2) Angstrom, beta = 96.30(3)degrees; V= 988.3 Angstrom(3); Z = 4]. Both molecular compounds are connected in the solid state by either intermolecular Sn...Cl interactions (1) or weak (HCl)-Cl-... bridges (3). In the crystal structure of 1 the molecules adopt almost perfect C-2v symmetry (the twofold axis bisecting the Cl-Sn-Cl angle) and stack together in such a way, that all chlorine atoms are oriented in one direction. The two tin bonded chlorine atoms form an SnCl2 scissor which chelates the neighboring molecule via the two (SnCl)-Cl-... contacts (3.76 Angstrom) upgrading the coordination number at tin from 4 to 6. This feature can best be seen from the increase of the C-Sn-C bond angle to 135.4degrees (instead of tetrahedral) and from the simultaneous decrease of Cl-Sn-Cl to 98.9degrees. In the crystal of 3 the central tin atom is almost tetrahedrally coordinated by four carbon atoms, but there are still weak intermolecular interactions caused by (HCl)-Cl-... bridges (3.01 Angstrom). Treatment of compound 1 with moisture converts it to the chlorostannoxane (ClCH2)(2)ClSn-O-SnCl(CH2Cl)(2) (2) which turns out to crystallize as a distinct centrosymmetric dimer. Compound 2 crystallizes in the monoclinic space group P2(1)/n (a = 8.842(2), b = 18.704(4), c = 8.693(2) Angstrom, beta = 109.48(3)degrees, V = 1352.3 Angstrom(3), Z = 2) and the dimeric molecule deviates from the typical ladder like structure of chlorostamoxanes with the three adjacent four-membered cycles (SnClOSn, Sn2O2, SnClOSn) by further (SnCl)-Cl-... interaction (3.450 Angstrom). Through this interaction all tin, tin bonded chlorines and oxygen atoms become assembled within a common plane which is wrapped up by eight CH2Cl-groups above and below this plane (overall point symmetry almost C-2h,). The ten atoms (4Sn, 4Cl, 2O) can also be described as two oxygen centered interpenetrating Cl2Sn3O distorted hexagons. The tin atoms are either in trigonal bipyramidal or octahedral distorted coordination spheres, while the oxygen atoms are trigonal planarly coordinated by three tin atoms. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01099-3

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.3.7, page 68 - 74
  作者：

  DOI：——

  日期：——
• Yakubovich, A. Ya.; Makarov, S. P.; Ginsburg, V. A., Doklady Akademii Nauk SSSR, 1950, vol. 72, p. 69 - 72
  作者：Yakubovich, A. Ya.、Makarov, S. P.、Ginsburg, V. A.、Gavrilov, G. I.、Merkulova, E. N.

  DOI：——

  日期：——
• New synthetic approach and structural characterization of the chloroalkylstannanes (ClCH2)n SnCl4−n (n=2, 4) and the hydrolysis product [(ClCH2)2Sn(Cl)OSn(Cl)(CH2Cl)2]2
  作者：Michael Veith、Dominique Agustin、Volker Huch

  DOI：10.1016/s0022-328x(01)01099-3

  日期：2002.3

  The chloroalkylstannanes Cl-2,Sn(CH2Cl)(2) (1) and Sn(CH2Cl4) (3) have been prepared in high yields by the treatment of tin tetrachloride with diazomethane under the elimination dinitrogen. The established synthetic process was modified in such a way, that the yields were considerably upgraded and the isolation of the products simplified: instead of using CH2N2 in solution, CH2N2 was transported by a nitrogen gas flow in a special apparatus. The compounds 1 and 3 were crystallized and their crystal and molecular structures were obtained (for I this was a redetermination) by X-ray diffraction [1: orthorhombic; space group: Pmmn; a = 7.760(2), b = 10. 190(2), c = 4.840(1) Angstrom; V = 382.7 Angstrom(3); Z = 2. 3: monoclinic; space group: C2 /c; a = 9.849(2), b = 9.872(2), c = 10.611(2) Angstrom, beta = 96.30(3)degrees; V= 988.3 Angstrom(3); Z = 4]. Both molecular compounds are connected in the solid state by either intermolecular Sn...Cl interactions (1) or weak (HCl)-Cl-... bridges (3). In the crystal structure of 1 the molecules adopt almost perfect C-2v symmetry (the twofold axis bisecting the Cl-Sn-Cl angle) and stack together in such a way, that all chlorine atoms are oriented in one direction. The two tin bonded chlorine atoms form an SnCl2 scissor which chelates the neighboring molecule via the two (SnCl)-Cl-... contacts (3.76 Angstrom) upgrading the coordination number at tin from 4 to 6. This feature can best be seen from the increase of the C-Sn-C bond angle to 135.4degrees (instead of tetrahedral) and from the simultaneous decrease of Cl-Sn-Cl to 98.9degrees. In the crystal of 3 the central tin atom is almost tetrahedrally coordinated by four carbon atoms, but there are still weak intermolecular interactions caused by (HCl)-Cl-... bridges (3.01 Angstrom). Treatment of compound 1 with moisture converts it to the chlorostannoxane (ClCH2)(2)ClSn-O-SnCl(CH2Cl)(2) (2) which turns out to crystallize as a distinct centrosymmetric dimer. Compound 2 crystallizes in the monoclinic space group P2(1)/n (a = 8.842(2), b = 18.704(4), c = 8.693(2) Angstrom, beta = 109.48(3)degrees, V = 1352.3 Angstrom(3), Z = 2) and the dimeric molecule deviates from the typical ladder like structure of chlorostamoxanes with the three adjacent four-membered cycles (SnClOSn, Sn2O2, SnClOSn) by further (SnCl)-Cl-... interaction (3.450 Angstrom). Through this interaction all tin, tin bonded chlorines and oxygen atoms become assembled within a common plane which is wrapped up by eight CH2Cl-groups above and below this plane (overall point symmetry almost C-2h,). The ten atoms (4Sn, 4Cl, 2O) can also be described as two oxygen centered interpenetrating Cl2Sn3O distorted hexagons. The tin atoms are either in trigonal bipyramidal or octahedral distorted coordination spheres, while the oxygen atoms are trigonal planarly coordinated by three tin atoms. (C) 2002 Elsevier Science B.V. All rights reserved.
• Yakubovich, A. Ya.; Makarov, S. P.; Gavrilov, G. I., Zhurnal Obshchei Khimii, 1952, vol. 22, p. 1788 - 1793
  作者：Yakubovich, A. Ya.、Makarov, S. P.、Gavrilov, G. I.

  DOI：——

  日期：——