1,1-dibromo-1-stannacyclohexane | 53561-81-2

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 1,1-dibromo-1-stannacyclohexane
• 英文别名: 1,1-Dibromstannacyclohexan；Cyclopentamethylendibromstannan；Dibromstannacyclohexan；1,1-Dibromostanninane
• CAS: 53561-81-2
• 化学式: C₅H₁₀Br₂Sn
• 分子量: 348.652
• InChiKey: HGUJQZUPVMCQGV-UHFFFAOYSA-L

物化性质

• 沸点：
  166 °C(Press: 0.40-0.45 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• 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：

  1,1-dibromo-1-stannacyclohexane 以 四氢呋喃 、 氘代甲苯 为溶剂， 生成 2'-bora-3'-isobutyl-2'-n-butoxy-4'-trimethylstannyl-1-stannaspiro[hexene-1,5'-tricyclo[6.3.3.0(3',7')]tetradec-6'-ene]
  参考文献：
  名称：

  Stannacyclohexanes and spiro-tin compounds with s stannole or a stannolene group

  摘要：

  1,1-Diethynyl-1-stannacyclohexane (5) was prepared, and its reaction with triethylborane or 9-isobutyl-9-borabicyclo[3.3.1]nonane gave the corresponding spiro-tin compounds 6 and 7 with a stannole fragment, The molecular structure of the derivative 7 was determined by X-ray analysis (triclinic, space group P (1) over bar; a = 835.2(7), b = 1117.5(2), c = 1165.6(2) pm; alpha = 72.05(3), beta = 74.32(3), gamma = 50.61(3)degrees). Treatment of 6 with trimethyltin ethoxide gave at first quantitatively the spiro-tin compound 8 with a 2-stannolene unit which rearranges upon heating into the spiro-tin compound 9 with a 3-stannolene unit, The reaction of 7 with trimethyltin butoxide gave quantitatively another tetracyclic compound 10, analogous to 8, All compounds were characterised by H-1, B-11, C-13 and Sn-119 NMR data. Numerous coupling signs (n)J((SnH)-Sn-119-H-1) and (n)J((SnC)-Sn-119-C-13) and (2)J((SnSn)-Sn-119-Sn-117) were determined by 2D(13)C/H-1 and Sn-119/H-1 heteronuclear shift correlations. Compound 7 was studied by solid-state C-13 and Sn-119 CPMAS NMR. This revealed the presence of a second crystalline phase in the bulk of the solid material, as confirmed by powder X-ray diffraction data. Sn-119 CPMAS NMR spectra of 7 show resolved scalar Sn-119-B-11 coupling ((3)J((SnB)-Sn-119-B-11) = 68 +/- 5 and 65 +/- 5 Hz).

  DOI：

  10.1016/0022-328x(96)06162-1
• 作为产物：
  描述：

  bromo-[5-(bromomagnesio)pentyl]magnesium 以 四氢呋喃 、 四氯化碳 为溶剂， 生成 1,1-dibromo-1-stannacyclohexane
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.6.1.3, page 105 - 108

  摘要：

  DOI：

文献信息

• Selective Synthesis of Stannoles by 1,1‐Carboboration of Bis(trimethylsilylethynyl)tin Compounds Using Weakly and Strongly Electrophilic Triorganoboranes: Characterization of a Zwitterionic Intermediate
  作者：Bernd Wrackmeyer、Peter Thoma、Simone Marx、Tobias Bauer、Rhett Kempe

  DOI：10.1002/ejic.201400028

  日期：2014.4

  one case, using the strongly electrophilic B(C6F5)3, a zwitterionic intermediate was isolated and structurally characterized by X-ray diffraction analysis. The question of reversibility of the 1,1-carboboration is addressed. Multinuclear magnetic resonance spectroscopy (1H, 11B, 13C, 19F, 29Si, 119Sn NMR) was used to characterize the intermediates and the stannoles as the final products. Some of the NMR

  三有机硼烷 BEt3、BPh3 和 B(C6F5)3 可以与双（三甲基甲硅烷基乙炔基）二有机锡化合物 [R12Sn(C≡C–SiMe3)2; R12 = –(CH2)5– (a), R1 = nBu (b), nOct (c), Ph (d)] 以选择性和定量地给出锡醇。反应在两个连续步骤（分子间和分子内）中通过 1,1-碳硼化进行，中间体通过 NMR 光谱检测。在一种情况下，使用强亲电性 B(C6F5)3，分离出两性离子中间体，并通过 X 射线衍射分析对其进行结构表征。解决了 1,1-碳硼化的可逆性问题。多核磁共振波谱（1H、11B、13C、19F、29Si、119Sn NMR）用于表征中间体和作为最终产物的锡醇。一些核磁共振参数（11B、13C、
• Devaud, Marguerite; Lepousez, Patrice, Journal of Chemical Research - Part S
  作者：Devaud, Marguerite、Lepousez, Patrice

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.6.1.3, page 105 - 108
  作者：

  DOI：——

  日期：——
• Studies in Organosilicon Chemistry. XLIV. Synthesis and Infrared Studies of Analogous Heterocyclic Compounds of Periodic Column IV-B
  作者：FRANCIS J. BAJER、HOWARD W. POST

  DOI：10.1021/jo01051a072

  日期：1962.4
• Studies in organosilicon chemistry XLVII. The synthesis and infrared study of heterocyclic compounds of silicon, germanium and tin
  作者：Francis J. Bajer、Howard W. Post

  DOI：10.1016/0022-328x(68)80037-3

  日期：——