tert-Butyl(4,4-dibromobut-3-en-1-yn-1-yl)dimethylsilane | 920283-01-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-Butyl(4,4-dibromobut-3-en-1-yn-1-yl)dimethylsilane
• 英文别名: tert-butyl-(4,4-dibromobut-3-en-1-ynyl)-dimethylsilane
• CAS: 920283-01-8
• 化学式: C₁₀H₁₆Br₂Si
• 分子量: 324.131
• InChiKey: YXTQZAZJIGSQLV-UHFFFAOYSA-N

物化性质

• 沸点：
  244.6±33.0 °C(Predicted)
• 密度：
  1.394±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  tert-Butyl(4,4-dibromobut-3-en-1-yn-1-yl)dimethylsilane 在 potassium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 1.0h， 生成 1-(tert-butyldimethylsilyl)butadiyne
  参考文献：
  名称：

  Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide

  摘要：

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.

  DOI：

  10.1021/ol062522a
• 作为产物：
  描述：

  四溴化碳 、 3-(tert-butyldimethylsilyl)-2-propynal 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以94%的产率得到tert-Butyl(4,4-dibromobut-3-en-1-yn-1-yl)dimethylsilane
  参考文献：
  名称：

  Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide

  摘要：

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.

  DOI：

  10.1021/ol062522a

文献信息

• Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide
  作者：Thanh Luu、Robert McDonald、Rik R. Tykwinski

  DOI：10.1021/ol062522a

  日期：2006.12.1

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.