2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid | 870451-10-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid
• 英文别名: 2-((((2-carboxyethyl)thio)carbonothioyl)thio)-2-methylpropanoic acid；Propanoic acid, 2-[[[(2-carboxyethyl)thio]thioxomethyl]thio]-2-methyl-；2-(2-carboxyethylsulfanylcarbothioylsulfanyl)-2-methylpropanoic acid
• CAS: 870451-10-8
• 化学式: C₈H₁₂O₄S₃
• 分子量: 268.379
• InChiKey: CIPGDJZFSPBIBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(adamantan-1-yl)-6-hydroxyhexanamide 、 2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到6-(adamantan-1-ylamino)-6-oxohexyl-2-((((3-((6-(-adamantan-1-ylamino)-6-oxohexyl)oxy)-3-oxopropyl)-thio)carbonothioyl)thio)-2-methylpropanoate
  参考文献：
  名称：

  UV Light and Temperature Responsive Supramolecular ABA Triblock Copolymers via Reversible Cyclodextrin Complexation

  摘要：

  A novel triblock macromolecular architecture based on cyclodextrin (CD) complexation is presented. A CD-functionalized biocompatible poly(N-(2-hydroxypropyI)methacrylamide) (PHPMA) building block (3800 <= M-n <= 10 600 g mol(-1) 1.29 <= D-M <= 1.46) and doubly guest-containing poly(N,N-dimethylacrylamide) (PDMAAm) (6400 <= Mn <= 15 700 g mol(-1) 1.06 <= D-M <= 1.15) and poly(N,N-diethylacrylamide) (PDEAAm) (5400 <= M-n <= 12 100 g mol(-1) 1.11 <= D-M <= 1.33) segments were prepared via reversible addition fragmentation chain transfer (RAFT) polymerization and subsequently utilized for the formation of a well-defined supramolecular ABA triblock copolymer. The block formation was evidenced via dynamic light scattering (DLS), nuclear Overhauser effect spectroscopy (NOESY), and turbidity measurements. Furthermore, the connection of the blocks was proven to be temperature responsive and in the case of azobenzene guests responsive to the irradiation with UV light. The application of these stimuli leads to the disassembly of the triblock copolymer, which was shown to be reversible. In the case of PDEAAm containing triblock copolymers, the temperature-induced aggregation was investigated as well.

  DOI：

  10.1021/ma302386w
• 作为产物：
  描述：

  二硫化碳 、 氯仿 、 丙酮 、 3-巯基丙酸 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以40%的产率得到2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid
  参考文献：
  名称：

  Synthesis and Evaluation of New Dicarboxylic Acid Functional Trithiocarbonates:  RAFT Synthesis of Telechelic Poly(n-butyl acrylate)s

  摘要：

  We report herein the synthesis of three new diacid functional trithiocarbonates (TTCs) in which the substitution pattern about the TTC functionality is varied and compare their effectiveness alongside examples of previously reported trithiocarbonates as mediating agents in the RAFT polymerization of n-butyl acrylate. For direct comparative purposes we show that at an initial TTC concentration: initial AIBN concentration ([TTC](0):[AIBN](0)) of 20 2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)propionic acid (TTC5) and 2-(2-carboxyethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid (TTC6) perform as well as 3-benzylsulfanylthiocarbonylsulfanylpropionic acid (TTC3) with respect to kinetics and molecular weight control. In contrast, 2-(1-carboxy-1-methylethylsulfanylthiocarbonylsulfanyl)-2-methylpropionic acid (TTC1)-mediated homopolymerization deviates from "ideal" behavior due, we speculate, to steric crowding of the central TTC core. Additionally, 3-(2-carboxyethylsulfanylthiocarbonylsulfanyl)propionic acid (TTC4) fails to confer any control on the homopolymerization of nBA with the polymerization exhibiting complex characteristics, as evidenced in the resulting molecular weight distribution, which may be indicative of hybrid behavior. Subsequently, we examine the effect of [TTC](0):[AIBN](0) for TTC5 and TTC6 and show that lower ratios result in faster polymerizations, consistent with previous reports. Finally, we demonstrate the ability to form block copolymers with high reinitiating efficiency. These new TTCs thus offer access to the direct synthesis of AB diblock dicarboxylic acid telechelic (co)polymers.

  DOI：

  10.1021/ma050669w

文献信息

• US9244196B2
  申请人：——

  公开号：US9244196B2

  公开（公告）日：2016-01-26
• US9726906B2
  申请人：——

  公开号：US9726906B2

  公开（公告）日：2017-08-08