(m-CH3C6H4)3SnCl | 59926-49-7

• 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: (m-CH3C6H4)3SnCl
• 英文别名: Sn(C6H4Me-m)3Cl；tris(m-tolyl)tin chloride；[SnCl(m-CH3C6H4)3]；tri-m-tolyl tin (1+); chloride；Tri-m-tolyl-zinn(1+); Chlorid；Tris(3-methylphenyl)stannanylium;chloride；tris(3-methylphenyl)stannanylium;chloride
• CAS: 59926-49-7
• 化学式: C₂₁H₂₁ClSn
• 分子量: 427.561
• InChiKey: CTBDSNCNMRAGPM-UHFFFAOYSA-M

物化性质

• 熔点：
  108-109 °C
• 沸点：
  465.5±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  (m-CH3C6H4)3SnCl 在 氯化铵 、 锌 作用下， 以 四氢呋喃 、 水 为溶剂， 以27%的产率得到1,1,1,2,2,2-hexa-m-tolyldistannane
  参考文献：
  名称：

  Wurtz-Type Reductive Coupling Reaction of Allyl Bromides and Haloorganotins in Cosolvent/H2O(NH4Cl)/Zn Media as a Route to Allylstannanes and Hexaaryldistannanes

  摘要：

  Twenty-one allylstannanes have been prepared via a simple Wurtz-type coupling reaction of allyl bromides and R3SnX compounds (R = Me, Et, Pr, Bu, Ph; X = Cl, I, OH), Bu2SnCl2, and (BU2SnCl)20 in cosolvent/H2O (NH4Cl saturated) media under the mediation of zinc powder. Also R3SnSnR3 compounds (R = Ph, p- and m-Tol) have been prepared via coupling of triaryltin chlorides. The stereochemical course of the reaction between R3SnCl and (C4H7)Br (C4H7 = alpha-methylallyl, trans- and cis-crotyl) has been extensively studied. Two distinct reactions are involved in the overall process: (i) the coupling reaction, which gives rise stereoselectively to the sole R3SnCH(CH3)CH=CH2 (alpha-isomer), and (ii) the subsequent isomerization of the alpha-isomer furnishing mixtures of (alpha, trans, cis)-isomers. The occurrence of reaction ii depends upon the nature either of the R group or the employed cosolvent. In cyclohexane, the alpha-isomer is exclusively obtained with R = Bu, while with R = Me, Et, and Pr it is found as a major component in the ternary isomeric mixture. In tetrahydrofuran, 2-propanol, acetonitrile, and pyridine, the isomerization occurs to an extent which depends on the polarity and the coordinating ability of the cosolvent itself. The observed stereoselection has been hypothesized to occur through one-electron transfer from the zinc metal to the (C4H7)Br to form stereoselectively an adsorbed CH2=CHCH(CH3)Br.-Zn.+ radical ion which is trapped by the R3SnCl reactant to form the alpha-isomer. Similarly, ditin compounds are thought to be formed by interaction of R3SnCl.-Zn.+ radical ions with R3SnCl molecules.

  DOI：

  10.1021/om00015a025
• 作为产物：
  描述：

  甲基苯锂 以 乙醚 、 苯 为溶剂， 生成 (m-CH3C6H4)3SnCl
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.1, 1.1.1.16.3, page 165 - 165

  摘要：

  DOI：

文献信息

• Oxidative addition of triorganotin halides to platinum(0) complexes
  作者：Colin Eaborn、Alan Pidcock、Barry R. Steele

  DOI：10.1039/dt9760000767

  日期：——

  Triorganotin chlorides react with complexes of Pt0 to give products of insertion into the Sn–C rather than the Sn–Cl bond as reported previously. Products of the type cis-[PtR(PPh3)2(SnR′2X)](R = Ph, R′2X = Ph2Cl, MePhCl, Me2Cl, BrPh2, Ph2I, Ph2(OH), Ph2(ONO2), or Ph3) have been obtained from [Pt(C2H4)(PPh3)2] and SnPhR′2X, cis-[PtMe(PPh3)2(SnMe2Cl)] from [Pt(C2H4)(PPh3)2] and SnMe3Cl, and cis-[PtMe(PEt3)2(SnMe3)]

  三有机锡氯化物与Pt 0的配合物反应，生成插入到Sn–C中的产物，而不是先前报道的Sn–Cl键。类型的产品顺- [PTR（PPH 3）2（SNR' 2 X）]（R =苯基，R' 2 X =苯基2氯，MePhCl中，Me 2氯，BrPh 2中，Ph 2我中，Ph 2（ OH）中，Ph 2（ONO 2），或PH 3）已经从[PT（C获得的2 ħ 4）（PPH 3）2 ]和SnPhR' 2 X，顺-[ Pt（C 2 H 4）（PPh 3）2 ]和SnMe 3 Cl的-[PtMe（PPh 3）2（SnMe 2 Cl）]]和顺式-[PtMe（PEt 3）2（SnMe 3）] [Pt（PEt 3）4 ]和SnMe 4。已经重新研究了报道的给出具有Cl和SnR 3配体的配合物的各种反应，并显示了给出具有R和SnR 2的Cl配体的配合物或衍生自它们的配合物。已报道SnPh 3配体转变为Ph配体和Snph2
• Kipping, Journal of the Chemical Society, 1928, p. 2370
  作者：Kipping

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.4, 1.2.1.1.8, page 87 - 88
  作者：

  DOI：——

  日期：——
• Synthesis of Triaryltin Hydrides^1,2
  作者：Alfred Stern、Ernest I. Becker

  DOI：10.1021/jo01034a023

  日期：1964.11
• Stern, A., Dissertation abstracts, Diss. Polytech. Inst. of Brooklyn, Brooklyn, N. Y. 1964, 83S., 1964, vol. 25, p. 2768 - 2769
  作者：Stern, A.

  DOI：——

  日期：——