pentaerythritol tetrakis(bromoacetate) | 238754-03-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: pentaerythritol tetrakis(bromoacetate)
• 英文别名: pentaerythrityl tetrabromoacetate；pentaerythritol tetrakis(2-bromoacetate)；[3-(2-Bromoacetyl)oxy-2,2-bis[(2-bromoacetyl)oxymethyl]propyl] 2-bromoacetate
• CAS: 238754-03-5
• 化学式: C₁₃H₁₆Br₄O₈
• 分子量: 619.881
• InChiKey: LOQIHFQFOVZLMO-UHFFFAOYSA-N

物化性质

• 沸点：
  586.3±45.0 °C(Predicted)
• 密度：
  2.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  十二烷基二甲基叔胺 、 pentaerythritol tetrakis(bromoacetate) 以 氯仿 为溶剂， 反应 3.0h， 以51%的产率得到pentaerythritol tetrakis(dimethyloctylammonioacetate), tetrabromide
  参考文献：
  名称：

  Synthesis and Properties of Multiarmed Geminis

  摘要：

  Three families of multiarmed and multicationic gemini surfactants, having pentaerythritol, dipentaerythritol, or adamantane cores, were synthesized and examined for their colloidal properties in water. Geminis with four or six six-carbon chains are highly water-soluble and do not self-assemble. But surface tension and conductivity measurements show that the geminis with four or six eight-carbon chains form micelles in the 3-6 mM range (compared to 0.5 M for a corresponding surfactant with a single chain). According to dynamic light scattering, these micelles are small (<30 Angstrom diameter); no evidence of dendritic growth below 25 mM is evident. Geminis with four or six 12-carbon chains are too water-insoluble to examine for micelle formation. It is concluded the outward projection of the hydrocarbon chains in water greatly enhances the propensity of the surfactants to self-assemble. Micellar growth is seemingly restricted by chain pairing, chain looping, and associative ring formation. Since;the aggregates have, despite these effects, greater residual water-hydrocarbon contact than found in typical micelles, water solubility of surfactants having longer chains is impaired.

  DOI：

  10.1021/jo9912350
• 作为产物：
  描述：

  季戊四醇 、 溴乙酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以86.5%的产率得到pentaerythritol tetrakis(bromoacetate)
  参考文献：
  名称：

  Uedaira, Takahiro; Koide, Naoyuki, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 365, p. 23 - 32

  摘要：

  DOI：

文献信息

• Small cyclic agonists of iron regulatory hormone hepcidin
  作者：Kristine Chua、Eileen Fung、Ewa D. Micewicz、Tomas Ganz、Elizabeta Nemeth、Piotr Ruchala

  DOI：10.1016/j.bmcl.2015.03.012

  日期：2015.11

  Minihepcidins are in vitro and in vivo active mimetics of iron-regulatory hormone hepcidin. They contain various unusual amino acids including: N-substituted, beta-homo-, and D-amino acids with their combination depending on particular minihepcidin. In the current study, we sought to limit the use of unusual/more expensive amino acids derivatives by peptide cyclization. Novel cyclic mimetics of hepcidin were synthesized and tested in vitro and showed activity at low nanomolar concentration. Nonetheless, the most active cyclic compound (mHS17) is approximately ten times less active than the parental minihepcidin PR73. Collectively, our findings suggest that cyclization is viable approach in the synthesis of hepcidin mimetics. (C) 2015 Elsevier Ltd. All rights reserved.
• Uedaira, Takahiro; Koide, Naoyuki, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001, vol. 365, p. 23 - 32
  作者：Uedaira, Takahiro、Koide, Naoyuki

  DOI：——

  日期：——
• Synthesis and Properties of Multiarmed Geminis
  作者：Fredric M. Menger、Vasily A. Migulin

  DOI：10.1021/jo9912350

  日期：1999.11.1

  Three families of multiarmed and multicationic gemini surfactants, having pentaerythritol, dipentaerythritol, or adamantane cores, were synthesized and examined for their colloidal properties in water. Geminis with four or six six-carbon chains are highly water-soluble and do not self-assemble. But surface tension and conductivity measurements show that the geminis with four or six eight-carbon chains form micelles in the 3-6 mM range (compared to 0.5 M for a corresponding surfactant with a single chain). According to dynamic light scattering, these micelles are small (<30 Angstrom diameter); no evidence of dendritic growth below 25 mM is evident. Geminis with four or six 12-carbon chains are too water-insoluble to examine for micelle formation. It is concluded the outward projection of the hydrocarbon chains in water greatly enhances the propensity of the surfactants to self-assemble. Micellar growth is seemingly restricted by chain pairing, chain looping, and associative ring formation. Since;the aggregates have, despite these effects, greater residual water-hydrocarbon contact than found in typical micelles, water solubility of surfactants having longer chains is impaired.