bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 12-(tert-butyldimethylsilyloxy)dodecyl ester | 724785-14-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 12-(tert-butyldimethylsilyloxy)dodecyl ester
• CAS: 724785-14-2
• 化学式: C₂₆H₄₈O₃Si
• 分子量: 436.751
• InChiKey: AIEFGMCPALIZIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.66
• 重原子数：
  30.0
• 可旋转键数：
  15.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 12-(tert-butyldimethylsilyloxy)dodecyl ester 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 以96%的产率得到bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 12-hydroxydodecyl ester
  参考文献：
  名称：

  Synthesis of Ultralarge Molecular Weight Bottlebrush Polymers Using Grubbs' Catalysts

  摘要：

  This paper describes two methods to synthesize bottlebrush polymers with molecular weights from 1 million to over 60 million g mol(-1) using Grubbs' first and second generation catalysts. In the first method, macromonomers of poly(L-lactide) were synthesized using tin(II) 2-ethylhexanoate and terminated on one end with a norbornyl group. Grubbs' first generation catalyst polymerized macromonomers with one poly(L-lactide) chain per norbornene, and Grubbs' second generation catalyst polymerized macromonomers with two poly(L-lactide) chains per norbornene. The predicted and measured molecular weights closely matched each other, and the polydispersities of the bottlebrush polymers were between 1.05 and 1.39. These examples are the first where Grubbs' second generation catalyst can be considered living for ROMP. In the second method, the backbone was polymerized first, and polylactide arms with molecular weights from 15 000 to 50 000 g mol(-1) were polymerized from the backbone. Polymers that were shaped as spheres or rigid rods were synthesized. The polymers were analyzed by GPC, MALLS, QELS, and H-1 NMR.

  DOI：

  10.1021/ma049647k
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 12-(tert-butyldimethylsilyloxy)dodecyl ester
  参考文献：
  名称：

  Synthesis of Ultralarge Molecular Weight Bottlebrush Polymers Using Grubbs' Catalysts

  摘要：

  This paper describes two methods to synthesize bottlebrush polymers with molecular weights from 1 million to over 60 million g mol(-1) using Grubbs' first and second generation catalysts. In the first method, macromonomers of poly(L-lactide) were synthesized using tin(II) 2-ethylhexanoate and terminated on one end with a norbornyl group. Grubbs' first generation catalyst polymerized macromonomers with one poly(L-lactide) chain per norbornene, and Grubbs' second generation catalyst polymerized macromonomers with two poly(L-lactide) chains per norbornene. The predicted and measured molecular weights closely matched each other, and the polydispersities of the bottlebrush polymers were between 1.05 and 1.39. These examples are the first where Grubbs' second generation catalyst can be considered living for ROMP. In the second method, the backbone was polymerized first, and polylactide arms with molecular weights from 15 000 to 50 000 g mol(-1) were polymerized from the backbone. Polymers that were shaped as spheres or rigid rods were synthesized. The polymers were analyzed by GPC, MALLS, QELS, and H-1 NMR.

  DOI：

  10.1021/ma049647k