1,2-dichlorotetramethyldistannane | 58529-40-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 金属烷基卤化物
• 英文名称: 1,2-dichlorotetramethyldistannane
• 英文别名: Dichlor-tetramethyl-distannan；1,2-Dichlor-tetramethyl-distannan
• CAS: 58529-40-1
• 化学式: C₄H₁₂Cl₂Sn₂
• 分子量: 368.465
• InChiKey: NNAXQWGLEMESPZ-UHFFFAOYSA-L

物化性质

• 熔点：
  80 °C (decomp)
• 沸点：
  195.8±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  8
• 可旋转键数：
  0
• 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：

  1,2-dichlorotetramethyldistannane 在 氧气 作用下， 以 环己烷 为溶剂， 生成 2-chloro-2,2,4,4-tetramethyl-1-oxa-3-chlora-2,4-distannacyclobutane dimer
  参考文献：
  名称：

  溶液中锡烷环戊-3-烯的光解直接检测，二聚化和化学捕集二甲基锡和二苯基锡

  摘要：

  Dimethyl- and diphenylstannylene (SnMe2 and SnPh2, respectively) have been successfully detected and characterized in solution. The stannylenes were generated by photolysis of 1,1,3trimethy1-4-phenyl- (2) and 3,4-dimethy1-1,1-diphenylstannacydopent-3-ene (3), respectively, which have been shown to extrude the species cleanly and in high (0.6 < Phi <0.8) quantum yields through trapping studies using dichlorodimethylstannane (Me2SnCl2) as the stannylene substrate. Laser flash photolysis of 2 and 3 in deoxygenated hexanes affords promptly formed transient absorptions assigned to SnMe2 (lambda(max) = 500 nm; epsilon(500) = 1800 +/- 600 M-1 cm(-1)) and SnPh2 (lambda(max) = 290, 505 nm; 8500 = 2500 +/- 600 M-1 cm(-1)), respectively, which decay with absolute second-order rate constants within a factor of 2 of the diffusional limit in both cases. The decay of the stannylenes is accompanied by the growth of new transient absorptions ascribable to the corresponding dimers, the structures of which are assigned with the aid of DFT and time-dependent (TD) DFT calculations at the (TD)omega B97XD/6-31+G(d,p)(C,H,O)-LANL2DZdp(sn) level of theory. Dimerization of SnMe2 affords a species exhibiting lambda(max) = 465 nm, which is assigned to the expected Sn=Sn doubly bonded dimer, tetramethyldistannene (Me2Sn=SnMe2, 16a), in agreement with earlier work. In contrast, the spectrum of the dimer formed from SnPh2 exhibits strong absorptions in the 280-380 nm range and a very weak absorption at 650 nm, on the basis of which it is assigned to phenyl(triphenylstanny)stannylene (17b). The calculations suggest that 17b is formed via ultrafast rearrangement of a novel phenyl-bridged stannylidenestannylene intermediate (20), which can be formed either directly by "endo" dimerization of SnPh2 or by isomerization of the "exo" dimer, tetraphenyldistannene (16b); the predicted barriers for these rearrangements are consistent with the experimental finding that the observed product is formed at close to the diffusion-controlled rate. Absolute rate and equilibrium constants are reported for the reactions of SnMe2 and SnPh2 with Me2SnCl2 and methanol (MeOH), respectively, in hexanes at 25 degrees C.

  DOI：

  10.1021/acs.organomet.5b00615
• 作为产物：
  描述：

  Trimethylgermyl-trimethylstannan 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 三甲基锗烷 、 1,2-dichlorotetramethyldistannane
  参考文献：
  名称：

  （CH 3）3 SnM（CH 3）3（M = Sn，Ge，Si，C）的原型

  摘要：

  关于氯化氢在与基片的甲醇溶液（CH反应产物和动力学研究3）3（CH SNM 3）3表明，无论SnM和SnCH;（Ge和Si M = Sn）的3个裂解反应发生，以相似的速率进行，然后进行其他反应，得到复杂但可解释的产物混合物。对于四氯化碳溶液中的三氟乙解，观察到类似的行为，并且可以观察到一些中间体。的Trifluoroacetolysis（CH 3）3的SnO（CH 3）3次的结果以独占SnCH 3分裂。据认为，在乙酸溶液中非常缓慢的表观溶剂分解涉及与溶解氧的反应。

  DOI：

  10.1016/0022-328x(85)80064-4

文献信息

• Reactions of (CH3)3SnM(CH3)3 (M = Si; Ge) with chlorotrimethylstannane and dichlorodimethylstannane in methanol solution
  作者：Matthew J. Cuthbertson、Peter R. Wells

  DOI：10.1016/0022-328x(85)80065-6

  日期：1985.5

  The reactions of (CH3)3SnM(CH3)3 for M = Si and Ge with (CH3)3SnCl or (CH3)2SnCl2 in methanol follow the same path as the corresponding reactions of (CH3)6Sn2, and involve SnCH3 cleavage at essentially the same rate. Complications arise from reaction of HCl generated by (CH3)3MCl solvolysis with the intermediate dimethylstannylene, but not through its reaction with the substrates.

  M = Si和Ge的（CH 3）3 SnM（CH 3）3与（CH 3）3 SnCl或（CH 3）2 SnCl 2在甲醇中的反应遵循与（CH 3）相应反应相同的路径6 Sn 2和Sn 3 CH 3的裂解基本相同。复杂性是由（CH 3）3 MCl溶剂分解生成的HCl与中间体二甲基亚锡的反应引起的，而不是由其与底物的反应引起的。
• Reaction of hexamethylditin with dimethyltin dichloride
  作者：Matthew J. Cuthbertson、Peter R. Wells

  DOI：10.1016/s0022-328x(00)85816-7

  日期：1981.8

  Rate data for the concurrent reaction of hexamethylditin with dimethyltin dichloride and with two of the products of this reaction in methanol solution at 30°C have been analysed in terms of individual steps. Line-broadening phenomena in the system have been studied, providing evidence of the intermediacy of dimethyltin and its insertion into tin—chlorine bonds. A general mechanism for this and related

  在各个步骤中分析了六甲基二锡与二氯化二甲基锡的同时反应以及该反应的两种产物在甲醇溶液中在30°C下的反应速率数据。已经研究了系统中的扩线现象，为二甲基锡的中介作用及其插入到锡氯键中提供了证据。提出了用于该反应和相关反应的一般机制。
• Tetramethylditin complexes: A general method for the preparation of a class of compounds with an unusual tintin bond
  作者：B. Mathiasch、T.N. Mitchell

  DOI：10.1016/s0022-328x(00)83506-8

  日期：1980.2

  The preparation and physical and spectroscopic properties of eight compounds of the type Me4Sn2X2 (X  O2CR, S2CNR2, S2P(OR)2) are described, starting from Me4Sn2Cl2. The spectroscopic data indicate that X functions as an isobidentate ligand. The tintin coupling constants are extremely large (ca. 11–15 kHz), and can be correlated with the pKa values of the corresponding acids HX.

  从Me 4 Sn 2 Cl 2出发，描述了8种Me 4 Sn 2 X 2（X = O 2 CR，S 2 CNR 2，S 2 P（OR）2）类型化合物的制备，物理和光谱性质。。光谱数据表明X起着等规配体的作用。锡锡耦合常数非常大（大约11–15 kHz），并且可以与相应酸HX的p K a值相关。
• Draeger, Martin; Mathiasch, Bernd, Angewandte Chemie, 1981, vol. 93, p. 1079 - 1080
  作者：Draeger, Martin、Mathiasch, Bernd

  DOI：——

  日期：——
• Organotin compounds. 31. Dodecamethylcyclohexastannane and dodecaperdeuteriomethylcyclohexastannane
  作者：Baerbel Watta、Wilhelm P. Neumann、Josef Sauer

  DOI：10.1021/om00130a006

  日期：1985.11