(iodomethyl)dimethyl(phenyl)stannane | 33550-55-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (iodomethyl)dimethyl(phenyl)stannane
• CAS: 33550-55-9
• 化学式: C₉H₁₃ISn
• 分子量: 366.817
• InChiKey: FNRWZKPQOUDFCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (iodomethyl)dimethyl(phenyl)stannane 、 silver(I) chloride 生成 (chloromethyl)dimethyl(phenyl)stannane
  参考文献：
  名称：

  卤甲基金属化合物L.通过卤甲基锌卤化物制备锗，锡，铅和汞的单卤甲基衍生物

  摘要：

  Me 3 SnCH 2 I，Me 3 SnCH 2 Br，Me 2 Sn（CH 2 I）2，Me 2 Sn（ CH 2 Br）2，Me 2 PhSnCH 2 I，Ph 3 SnCH 2 I，Sn（CH 2 I）4，Ph 3 PbCH 2 I，Hg（CH 2 I）2和Hg（CH 2 Br）2。在大多数情况下，产品的产量非常好。碘代碘化锌锌与三甲基氯锗烷的反应均产生了低收率的Me 3 GeCH 2 I和Me 3 GeCH 2 GeMe 3。当使ICH 2 ZnI与四氯化锗反应并将反应产物用MeMgBr甲基化时，这些化合物的收率要好得多。碘甲基锡化合物与氯化银和溴在乙腈中的反应对于制备Me 3 SnCH 2 Cl，Me 3 SnCH 2 Br，Me 2 Sn（CH 2 Cl）2，Me2 Sn（CH 2 Br）2和Me 2 PhSnCH 2 Cl。

  DOI：

  10.1016/s0022-328x(00)90195-5
• 作为产物：
  描述：

  Dimethyl-phenyl-zinniodid 、 iodomethane,iodozinc(1+) 以 四氢呋喃 为溶剂， 以94%的产率得到(iodomethyl)dimethyl(phenyl)stannane
  参考文献：
  名称：

  卤甲基金属化合物L.通过卤甲基锌卤化物制备锗，锡，铅和汞的单卤甲基衍生物

  摘要：

  Me 3 SnCH 2 I，Me 3 SnCH 2 Br，Me 2 Sn（CH 2 I）2，Me 2 Sn（ CH 2 Br）2，Me 2 PhSnCH 2 I，Ph 3 SnCH 2 I，Sn（CH 2 I）4，Ph 3 PbCH 2 I，Hg（CH 2 I）2和Hg（CH 2 Br）2。在大多数情况下，产品的产量非常好。碘代碘化锌锌与三甲基氯锗烷的反应均产生了低收率的Me 3 GeCH 2 I和Me 3 GeCH 2 GeMe 3。当使ICH 2 ZnI与四氯化锗反应并将反应产物用MeMgBr甲基化时，这些化合物的收率要好得多。碘甲基锡化合物与氯化银和溴在乙腈中的反应对于制备Me 3 SnCH 2 Cl，Me 3 SnCH 2 Br，Me 2 Sn（CH 2 Cl）2，Me2 Sn（CH 2 Br）2和Me 2 PhSnCH 2 Cl。

  DOI：

  10.1016/s0022-328x(00)90195-5

文献信息

• Synthesis, solution and solid-state NMR spectra of methyl 4,6-O-benzylidene-2,3-bis-O-(organostannylmethyl)-α-d-glucopyranosides
  作者：Simon J Garden、William T.A Harrison、R.Alan Howie、Helena Rufino、James L Wardell

  DOI：10.1016/s0022-328x(00)00678-1

  日期：2001.1

  compound from the 119Sn- and 13C-NMR spectra. An X-ray structure determination of 5 indicated the presence of three slightly differing molecular arrangements, and the absence of any intermolecular contacts. Assignments of the individual Sn signals in the solution NMR spectra of 3 and 5 to their attached CH2 groups have been accomplished. The stannacyclic compound, methyl 4,6-O-benzylidene-2,3-bis-O-(2,

  甲基4,6 - O-亚苄基-2,3-双-O-（Ph n Me 3- n SnCH 2）-α-D-吡喃葡萄糖ef=https://www.molaid.com/MS_187149 target="_blank">吡喃葡萄糖苷，（3：n = 3; 4：n = 2; 5：n由甲基4，6 - O-亚苄基-α-d-吡喃吡喃糖苷（6）和Ph n Me 3- n SnCH 2 I制备的＝ 1）在溶液和固态中均含有四个配位锡中心。而溶液中的单个分子排列表示为3 – 5，从119 Sn-和13 C-NMR光谱中获得了每种化合物在固态下几种排列的证据。X射线结构测定值为5表示存在三个略有不同的分子排列，并且不存在任何分子间接触。已经完成了3和5溶液NMR光谱中各个Sn信号与它们相连的CH 2基团的分配。的stannacyclic化合物，甲基4,6- ø -亚苄基-2,3-双- Ö - （2,2-二苯基-2- stannapropylidene）-α-d-D-吡喃葡萄糖苷（7）进行类似制备自6，使用pH2 Sn（CH 2 I）2。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.4.1, page 75 - 86
  作者：

  DOI：——

  日期：——
• derivatives
  作者：Philip J. Cox、Simon J. Garden、R.Alan Howie、Olga A. Melvin、James L. Wardell

  DOI：10.1016/0022-328x(96)06141-4

  日期：1996.6

  A family of [6-O-(1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranosyl)methyl]tine species Ph(n)Sn(CH(2)OR)(4-n) (1n = 1-3), Ph(n)Me(3-n)Sn(CH(2)OR) (2n = 0-3) and Bu(3)SnCH(2)OR (3) have been prepared from 1,2:3,4-di-O-isopropylidene-alpha-D-galactopyranose (ROH) and the iodomethyltin compounds Ph(n)Sn(CH2I)(4-n) (n = 1-3), Ph(n)Me(3-n)SnCH(2)I (n = 1-3) and Bu(3)SnCH(2)I. The pyranose rings in these mono-, di- and trisaccharide derivatives, as well as in IPh(n)Sn(CH(2)OR)(3-n) (4n = 0-2) and IPh(n)Me(2-n)Sn(CH(2)OR) (5n = 0, 1), have similar twist-boat conformations in solution. The solution delta(119)Sn NMR values for the series (1n = 1-4) and (4n = 1-3) do not vary linearly with n, The X-ray diffraction study of (4n = 1) at 120 K revealed that only one of the sugar moieties acts as a C,O-bidentate ligand, via its pyranose ring oxygen. The tin centre in solid (4n = 1) is five-coordinate and has a trigonal bipyramidal geometry: the Sn-O and Sn-I bond lengths are 2.759(5) and 2.790(2) Angstrom respectively, with the I-Sn-O valency angle of 173.5(1)degrees. As indicated by the solid state and solution delta(119)Sn values (-177.8 and -130.7 ppm respectively), the solid state structure of (4n = 1) does not survive on dissolution. The two pyranose rings in solid (4n = 1) have similar conformations (intermediate between screw-boat degrees S-5 and the twist-boat forms degrees T-2, with deviations in the direction of the boat-form B-2,B-5). Compound (1n = 3) undergoes transmetallation with PhLi to give LiCH(2)OR, which was trapped as the triphenylgermanium derivative Ph(3)GeCH(2)OR.