2-[2-[2-[2-(Bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate | 724785-17-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[2-[2-[2-(Bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate
• 英文别名: 2-[2-[2-[2-(bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate
• CAS: 724785-17-5
• 化学式: C₂₄H₃₈O₉
• 分子量: 470.56
• InChiKey: HUYCHDASTCVUKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[2-[2-[2-(Bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate 在 DOWEX 50X₂-400 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以85%的产率得到2-[2-[2-[2-[3-Hydroxy-2-(hydroxymethyl)-2-methylpropanoyl]oxyethoxy]ethoxy]ethoxy]ethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate
  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：

  5-降冰片烯-2-羧酸 在 4-二甲氨基吡啶 、 草酰氯 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 2-[2-[2-[2-(Bicyclo[2.2.1]hept-5-ene-2-carbonyloxy)ethoxy]ethoxy]ethoxy]ethyl 2,2,5-trimethyl-1,3-dioxane-5-carboxylate
  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

文献信息

• Synthesis of Ultralarge Molecular Weight Bottlebrush Polymers Using Grubbs' Catalysts
  作者：Sheuli Jha、Samrat Dutta、Ned B. Bowden

  DOI：10.1021/ma049647k

  日期：2004.6.1

  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.