(氯甲基)三苯基锡烷 | 107557-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (氯甲基)三苯基锡烷
• 英文名称: (chloromethyl)(triphenyl)stannane
• 英文别名: (chloromethyl)triphenylstannane；Chloromethyl(triphenyl)stannane
• CAS: 107557-50-6
• 化学式: C₁₉H₁₇ClSn
• 分子量: 399.507
• InChiKey: UFBWJWPCHIDYMK-UHFFFAOYSA-N

物化性质

• 沸点：
  422.3±47.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  (氯甲基)三苯基锡烷 、 三苯基氯化锡 在 二硫化碳 、 lithium 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 以27%的产率得到triphenylstannylmethyl triphenylstannanedithiocarboxylate
  参考文献：
  名称：

  Kunze, Udo; Tischer, Reinhard, Chemische Berichte, 1987, vol. 120, p. 1099 - 1104

  摘要：

  DOI：
• 作为产物：
  描述：

  溴氯甲烷 、 三苯基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以65%的产率得到(氯甲基)三苯基锡烷
  参考文献：
  名称：

  通过氯硅烷的低温反应合成四氯呋喃并原位生成的（氯甲基）锂

  摘要：

  The reaction between chlorosilanes and (chloromethyl)lithium, generated in situ from bromochloromethane and n-butyllithium, was used to synthesize (chloromethyl)silanes. The method is applicable to a wide variety of chlorosilanes and is particularly useful for silanes that contain such reactive bonds as Si-Si, Si-H, Si-vinyl, and Si-allyl. The corresponding (chloromethyl)silanes are generally prepared in high yield. The method may be extended successfully to bromomethylation and iodomethylation of chlorosilanes, and also to the chloromethylation of the other group 14 element (Ge, Sn, and Pb) halides.

  DOI：

  10.1021/om00052a049

文献信息

• Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents
  作者：Saad Touqeer、Laura Castoldi、Thierry Langer、Wolfgang Holzer、Vittorio Pace

  DOI：10.1039/c8cc04786c

  日期：——

  A direct, single synthetic homologative transformation of halostannanes into mono- or di-substituted methyl analogues is documented. Critical for the success of the operation is the excellent nucleophilicity of carbenoid-like methyllithium reagents (LiCHXY, X, Y = halogen, OR, and CN): by simply individuating the reagents’ substitution pattern, the desired functionalized fragment is delivered to the

  文献记载了卤代烷烃直接，单一的合成同源性转化为单取代或二取代的甲基类似物。操作成功的关键是类胡萝卜素样甲基锂试剂（LiCHXY，X，Y =卤素，OR和CN）的优异亲核性：通过简单地区分试剂的取代方式，所需的官能化片段将被递送至亲电子试剂。在类似的卤代compounds化合物的情况下，也证明了该方案的广泛范围。还讨论了亲核试剂的串联同源猝灭和α-氯烯丙基锂的使用。
• Kunze, Udo; Tischer, Reinhard, Chemische Berichte, 1987, vol. 120, p. 1099 - 1104
  作者：Kunze, Udo、Tischer, Reinhard

  DOI：——

  日期：——
• Synthesis of (chloromethyl)silanes by the low-temperature reaction of chlorosilanes and in situ generated (chloromethyl)lithium in tetrahydrofuran
  作者：Toshiaki Kobayashi、Keith H. Pannell

  DOI：10.1021/om00052a049

  日期：1991.6

  The reaction between chlorosilanes and (chloromethyl)lithium, generated in situ from bromochloromethane and n-butyllithium, was used to synthesize (chloromethyl)silanes. The method is applicable to a wide variety of chlorosilanes and is particularly useful for silanes that contain such reactive bonds as Si-Si, Si-H, Si-vinyl, and Si-allyl. The corresponding (chloromethyl)silanes are generally prepared in high yield. The method may be extended successfully to bromomethylation and iodomethylation of chlorosilanes, and also to the chloromethylation of the other group 14 element (Ge, Sn, and Pb) halides.