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(Z)-3-全氟戊基-3-癸氧基丙烯酰氯 | 1005346-35-9

中文名称
(Z)-3-全氟戊基-3-癸氧基丙烯酰氯
中文别名
——
英文名称
(Z)-3-perfluoropentyl-3-decyloxypropenoyl chloride
英文别名
(Z)-3-decoxy-4,4,5,5,6,6,7,7,8,8,8-undecafluorooct-2-enoyl chloride
(Z)-3-全氟戊基-3-癸氧基丙烯酰氯化学式
CAS
1005346-35-9
化学式
C18H22ClF11O2
mdl
——
分子量
514.807
InChiKey
KVWFFSNLVAHETN-QXMHVHEDSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    9.1
  • 重原子数:
    32
  • 可旋转键数:
    15
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.83
  • 拓扑面积:
    26.3
  • 氢给体数:
    0
  • 氢受体数:
    13

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    (Z)-3-全氟戊基-3-癸氧基丙烯酰氯二乙二醇单甲醚二氯甲烷 为溶剂, 反应 72.0h, 以0.24 g的产率得到2-(2-methoxyethoxy)ethyl (Z)-3-decoxy-4,4,5,5,6,6,7,7,8,8,8-undecafluorooct-2-enoate
    参考文献:
    名称:
    Synthesis of triphilic, Y-shaped molecular surfactants
    摘要:
    Novel multiphilic molecules comprising three chains with antagonistic affinities have been synthesized. These 'triphilic' surfactants (FnHmEOy) contain a perfluorinated arm (Fn=CnF2n+1), a hydrocarbon arm (Hm=CmH2m+1), and a methyl-caped, poly(ethylene glycol) arm (EOy=CH3(OC2H4)(y)O). These moieties have variable lengths (n=5 or 7, m=8, 10, or 14, and y=2-7) and are interconnected in a Y shape; hence, each unit is directly connected to the other two. The key intermediates in the synthetic route are 3-F-alkyl-3-alkyloxypropanoic acids, on which the polar EOy chain is subsequently grafted. Monodisperse methyl-caped diethylene glycol (EO2) and triethylene glycol (EO3) led to the corresponding monodisperse triaffine surfactants. In parallel, a library of five F5H10EOy triaffines (y=3-7) has been obtained simultaneously when starting from the polydisperse methyl-caped poly(ethylene glycol) MPEG 350. Separation of pure individual compounds was achieved through column chromatography on silica gel. The relative concentration of the Z and E isomers has been quantified in the reaction mixtures of the intermediates and final products by H-1 NMR (Z largely predominant). Several products have been obtained in their isomerically pure form. Chemical characterization (H-1, C-13, and F-19 NMR, elemental analysis) was consistent with the expected structures. (c) 2007 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.tet.2007.11.003
  • 作为产物:
    描述:
    (Z)-3-perfluoropentyl-3-decyloxypropenoic acid氯化亚砜 作用下, 反应 8.0h, 以60%的产率得到(Z)-3-全氟戊基-3-癸氧基丙烯酰氯
    参考文献:
    名称:
    Synthesis of triphilic, Y-shaped molecular surfactants
    摘要:
    Novel multiphilic molecules comprising three chains with antagonistic affinities have been synthesized. These 'triphilic' surfactants (FnHmEOy) contain a perfluorinated arm (Fn=CnF2n+1), a hydrocarbon arm (Hm=CmH2m+1), and a methyl-caped, poly(ethylene glycol) arm (EOy=CH3(OC2H4)(y)O). These moieties have variable lengths (n=5 or 7, m=8, 10, or 14, and y=2-7) and are interconnected in a Y shape; hence, each unit is directly connected to the other two. The key intermediates in the synthetic route are 3-F-alkyl-3-alkyloxypropanoic acids, on which the polar EOy chain is subsequently grafted. Monodisperse methyl-caped diethylene glycol (EO2) and triethylene glycol (EO3) led to the corresponding monodisperse triaffine surfactants. In parallel, a library of five F5H10EOy triaffines (y=3-7) has been obtained simultaneously when starting from the polydisperse methyl-caped poly(ethylene glycol) MPEG 350. Separation of pure individual compounds was achieved through column chromatography on silica gel. The relative concentration of the Z and E isomers has been quantified in the reaction mixtures of the intermediates and final products by H-1 NMR (Z largely predominant). Several products have been obtained in their isomerically pure form. Chemical characterization (H-1, C-13, and F-19 NMR, elemental analysis) was consistent with the expected structures. (c) 2007 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.tet.2007.11.003
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文献信息

  • Synthesis of triphilic, Y-shaped molecular surfactants
    作者:Margarita Sanchez-Dominguez、Nicole Benoit、Marie Pierre Krafft
    DOI:10.1016/j.tet.2007.11.003
    日期:2008.1
    Novel multiphilic molecules comprising three chains with antagonistic affinities have been synthesized. These 'triphilic' surfactants (FnHmEOy) contain a perfluorinated arm (Fn=CnF2n+1), a hydrocarbon arm (Hm=CmH2m+1), and a methyl-caped, poly(ethylene glycol) arm (EOy=CH3(OC2H4)(y)O). These moieties have variable lengths (n=5 or 7, m=8, 10, or 14, and y=2-7) and are interconnected in a Y shape; hence, each unit is directly connected to the other two. The key intermediates in the synthetic route are 3-F-alkyl-3-alkyloxypropanoic acids, on which the polar EOy chain is subsequently grafted. Monodisperse methyl-caped diethylene glycol (EO2) and triethylene glycol (EO3) led to the corresponding monodisperse triaffine surfactants. In parallel, a library of five F5H10EOy triaffines (y=3-7) has been obtained simultaneously when starting from the polydisperse methyl-caped poly(ethylene glycol) MPEG 350. Separation of pure individual compounds was achieved through column chromatography on silica gel. The relative concentration of the Z and E isomers has been quantified in the reaction mixtures of the intermediates and final products by H-1 NMR (Z largely predominant). Several products have been obtained in their isomerically pure form. Chemical characterization (H-1, C-13, and F-19 NMR, elemental analysis) was consistent with the expected structures. (c) 2007 Elsevier Ltd. All rights reserved.
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