二甲基锡 | 2067-76-7

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 中文名称: 二甲基锡
• 英文名称: dimethylstannylene
• 英文别名: Dimethylzinn；Dimethyltin
• CAS: 2067-76-7；23120-99-2
• 化学式: C₂H₆Sn
• 分子量: 148.78
• InChiKey: PWEVMPIIOJUPRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  3
• 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

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  二甲基锡 以 正己烷 为溶剂， 生成 二锡烯,四甲基-
  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：

  三甲基锡 以 neat (no solvent, gas phase) 为溶剂， 生成 二甲基锡
  参考文献：
  名称：

  二甲基锡林的首次气相检测及其部分反应的时间分辨研究

  摘要：

  使用激光闪光光解/激光探针技术，我们报告了在 450-520 nm 波长区域（最高强度为 514.5 nm）的强吸收信号的观察结果，该信号来自于 193 nm 紫外线下的二甲基锡烯的四种潜在前体 SnMe(2)脉冲。从气态产物的 GC 分析，结合量子化学激发态 CIS 和 TD 计算，我们可以将这些吸收主要归因于 SnMe(2)，其中 SnMe(4) 作为该物种的最清洁来源。动力学研究已通过时间分辨监测 SnMe(2) 进行。已测量其与 1,3-C(4)H(6)、MeC[三键]CMe、MeOH、1-C(4)H(9)Br、HCl 和 SO(2) 反应的速率常数. 没有发现 SnMe(2) 与 C(2)H(4)、C(3)H(8)、Me(3)SiH、GeH(4)、Me(2)GeH(2) 反应的证据，或 N(2)O。为后面这些反应的速率常数设置了小于 10(-13) cm(3) 分子 (-1) s(-1)

  DOI：

  10.1021/ja012691k
• 作为试剂：
  描述：

  季戊四醇 、 在 二甲基锡 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  一种抗氧剂的合成方法

  摘要：

  本发明公开了一种抗氧剂的合成方法,通过将三聚氯氰通过温度控制依次与中间体8和中间体11进行反应，制得中间体12，将中间体12进行水解，接枝在纳米二氧化硅上，制得抗氧剂，该抗氧剂与纳米二氧化硅接枝，使得抗氧剂在与聚合物混合时能够充分分散，并且不会随着使用时间的增长而出现迁移，含有受阻酚和亚磷酸酯结构，能够提供氢原子阻止链自由基的形成，并与链自由基反应达到抑制氧化的目的，同时能够将不稳定的过氧化氢分解成稳定的化合物，进而阻止聚新的自由基形成，已达到终止链式反应的目的。

  公开号：

  CN113004331A

文献信息

• On the role of the solid–gas interface in the thermolysis of trimethylgermane and trimethylstannane
  作者：Philip G. Harrison、James McManus、David M. Podesta

  DOI：10.1039/c39920000291

  日期：——

  Metal film surfaces have a profound effect on the thermal decomposition of Me3MH (M = Ge and Sn), both of which unusually decompose by half-order kinetics at elevated temperature.

  金属薄膜表面对于Me3MH（M = Ge 和 Sn）的热分解具有深远的影响，这两种物质在高温下都异常地通过半阶动力学进行分解。
• 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 and related species with trimethyltin chloride
  作者：Dennis P. Arnold、Matthew J. Cuthbertson、Peter R. Wells

  DOI：10.1016/s0022-328x(00)94361-4

  日期：1980.1

  Despite unsuccessful attempts to trap it, evidence is presented that the polymeric “dimethyltin” obtained from hexamethyltin by reaction with trimethyltin chloride arises from monomeric dimethyltin as a reactive intermediate. Polymerisation proceeds either by insertion into SnSn or into SnCl bonds to yield mixtures of products of the type (CH3)2n+2Snn and perhaps (CH3)2nSnn with n ⩾ 8 as judged by

  尽管没有成功捕获它的尝试，但有证据表明，通过与三甲基氯化锡反应从六甲基锡获得的聚合“二甲基锡”是由单体二甲基锡作为反应性中间体而产生的。通过插入SnSn或SnCl键来进行聚合，以生成（CH 3）2n + 2 Sn n以及（CH 3）2n Sn n类型的产物，其混合物中有n as 8（通过质谱法判断） 。
• Probe of iodine-123 marker thymidine (FLT)analogue [123I]-IaraU
  申请人：Atomic Energy Council-Institute of Nuclear Research

  公开号：US08691789B2

  公开（公告）日：2014-04-08

  A tumor radiation probe of iodine-123 marker thymidine (FLT) analogue [123I]-IaraU is disclosed. Commercial available uridine is used as the raw material for the synthesis of the precursor. A radioactive iodine-123 is marked on an alkaline group of uridine to obtain [123I]-IaraU, which is distinguishable from [18F]-FLT marking 18F on a glycosyl group to obtain a novel tumor radiation probe. The marking procedures include mixing the marker precursor with Na [123I] solution, acetic acid and hydrogen peroxide solution, and the solution of chloroform and sodium hydroxide. The sonication time increases from 1 minute to 10 minutes, so that [123I]-IaraU has radiologically chemical purity of higher than 98% and radiological specific activity of not less than 0.196 GBq/umole, and the yield can increase from 8% to 40%. Its radioactive specific activity, yield and purity reach to the degree for the use in biological experiments, while reducing production cost.

  本文介绍了一种以碘-123标记胸腺嘧啶（FLT）类似物[123I]-IaraU的肿瘤放射探针。商业可用的尿嘧啶作为前体合成的原料。将放射性碘-123标记在尿嘧啶的碱性基团上，得到[123I]-IaraU，与将18F标记在糖基上的[18F]-FLT有所区别，从而获得一种新的肿瘤放射探针。标记过程包括将标记前体与Na [123I]溶液、乙酸和过氧化氢溶液以及氯仿和氢氧化钠溶液混合。超声时间由1分钟增加到10分钟，使[123I]-IaraU具有放射化学纯度高于98％和放射特异活度不低于0.196 GBq / umole，产率可从8％提高到40％。其放射性特异活度、产率和纯度达到了用于生物实验的要求，同时降低了生产成本。
• Synthesis of 1-Stannacyclopent-3-enes and Their Pyrolysis to Stannylenes
  作者：Dong Zhou、Clemens Reiche、Mrinmoy Nag、John A. Soderquist、Peter P. Gaspar

  DOI：10.1021/om800541f

  日期：2009.4.27

  1,1-Diorgano-1-stannacyclopent-3-enes have been synthesized by condensation in THF of magnesium complexes of 1,3-dienes and dichlorodiorganostannanes. 1, 1-Dimethyl-, 1, 1-di-n-butyl-,1, 1-di-tert-butyl-, and 1,1-diphenyl-1-stannacyclopent-3-enes and 1,1,3,4-tetramethyl-, 1,1-di-tert-butyl-3,4-dimethyl-, and 3,4-dimethyl-1,1-diphenyl-1-stannacyclopent-3-enes were prepared. Kinetic studies of the pyrolysis. at temperatures as low as 75 degrees C of several of these stannacyclopent-3-enes resulted in their first-order disappearance, consistent with a unimolecular dissociation to the corresponding stannylene and diene. Activation parameters are reported. Trapping of dimethylstannylene by dienes was overwhelmed by oligomerization of Me2Sn::, but for t-Bu2Sn: a high yield of diene adduct was obtained. The dimethylstannylene oligomer(s) functioned as stannylenoids and were responsible for several reactions previously attributed to free Me2Sn:. cyclo-(t-Bu2Sn)(4) may also function as a stannylenoid.

表征谱图