Propargyl-PEG14-alcohol | 32199-97-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Propargyl-PEG14-alcohol
• 英文别名: 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol
• CAS: 32199-97-6
• 化学式: C₂₉H₅₆O₁₄
• 分子量: 628.755
• InChiKey: YDQVNIRDMQKBEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  43
• 可旋转键数：
  39
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  140
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  Propargyl-PEG14-alcohol 、 酞菁二氯化硅 在 sodium hydride 作用下， 以 甲苯 、 mineral oil 为溶剂， 反应 20.0h， 以64%的产率得到
  参考文献：
  名称：

  Synthesis of water soluble axially disubstituted silicon (IV) phthalocyanines with alkyne & azide functionality

  摘要：

  Phthalocyanines (Pcs) are a class of photosensitizers (PSs) with a strong tendency to aggregate in aqueous solutions, which has a negative influence on their photosensitizing ability for photodynamic therapy. Four new axially disubstituted, non-aggregated silicon phthalocyanines (SiPcs), containing azide or alkyne functional groups have been synthesized and characterized. The method of synthesis is based on the reaction of silicon phthalocyanine dichloride with variable length poly(ethylene glycol) (PEG) chains in the presence of NaH. All synthesized dyes are highly soluble in alcohols, THF, CH2 Cl-2, acetone, DMF and other common polar organic solvents, with the PEGylated silicon phthalocyanines (SiPcs) also being soluble in water. Photophysical and electrochemical properties of the dyes have been investigated. The presence of alkyne or azide groups in the phthalocyanine dyes, coupled with their high aqueous solubility, make these compounds useful as building blocks in copper catalyzed Huigsen azide-alkyne cycloaddition reactions (i.e. click chemistry). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.10.007
• 作为产物：
  描述：

  3,6,9,12,15,18,21,24,27,30,33,36-十二氧杂三十八烷-1,38-二醇 、 3-溴丙炔 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 、 甲苯 为溶剂， 反应 6.5h， 生成 Propargyl-PEG14-alcohol
  参考文献：
  名称：

  Synthesis of water soluble axially disubstituted silicon (IV) phthalocyanines with alkyne & azide functionality

  摘要：

  Phthalocyanines (Pcs) are a class of photosensitizers (PSs) with a strong tendency to aggregate in aqueous solutions, which has a negative influence on their photosensitizing ability for photodynamic therapy. Four new axially disubstituted, non-aggregated silicon phthalocyanines (SiPcs), containing azide or alkyne functional groups have been synthesized and characterized. The method of synthesis is based on the reaction of silicon phthalocyanine dichloride with variable length poly(ethylene glycol) (PEG) chains in the presence of NaH. All synthesized dyes are highly soluble in alcohols, THF, CH2 Cl-2, acetone, DMF and other common polar organic solvents, with the PEGylated silicon phthalocyanines (SiPcs) also being soluble in water. Photophysical and electrochemical properties of the dyes have been investigated. The presence of alkyne or azide groups in the phthalocyanine dyes, coupled with their high aqueous solubility, make these compounds useful as building blocks in copper catalyzed Huigsen azide-alkyne cycloaddition reactions (i.e. click chemistry). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.10.007