2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfanyl]ethanol | 34360-26-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfanyl]ethanol
• 英文别名: 2-(1H,1H,2H,2H-heptadecafluoro-decylsulfanyl)-ethanol；2-(Perfluoroctyl)-ethyl-2'-hydroxyethylsulfid；2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecylsulfanyl)ethanol；2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)ethanol
• CAS: 34360-26-4
• 化学式: C₁₂H₉F₁₇OS
• 分子量: 524.242
• InChiKey: JRAZKMMZJOPNMI-UHFFFAOYSA-N

物化性质

• 熔点：
  71-72 °C
• 沸点：
  280.7±40.0 °C(Predicted)
• 密度：
  1.583±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfanyl]ethanol 在 sodium periodate 、 三乙胺 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 11.0h， 生成 2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfinyl]ethyl methacrylate
  参考文献：
  名称：

  New perfluoroalkylated amphiphilic methacrylates bearing sulfinyl group as monomers for biomedical applications: water content and oxygen permeability of their copolymers with DEGMA

  摘要：

  Perfluoroalkylated methacrylates 7a-c bearing sulfinyl group within a straight-chain ester group, i.e. CH2=C(CH3)CO2CH2CH2S(O)CH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) were prepared by two alternative synthetic sequences from 2-[(polyfluoroalkyl)sulfanyl]ethanols HOCH2CH2SCH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) in overall yields of 88-91%. Copolymers of 7a-c with diethylene glycol methacrylate (DEGMA) prepared in bulk under radical conditions display high transparency, increased water content and good oxygen permeability properties, which are advantageous for their application in ophthalmology and as prosthetic materials. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.06.003
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 、 2-巯基乙醇 在 sodium hydroxide 作用下， 以 叔丁醇 为溶剂， 以91%的产率得到2-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)sulfanyl]ethanol
  参考文献：
  名称：

  新型，对碱不稳定的氟胺保护基：合成以及在合成肽的纯化中用作标签

  摘要：

  合成了一个新的，基于Msc胺保护基的对碱基不稳定的氟标签。证明了其在通过荧光HPLC或荧光SPE纯化合成肽中的用途。

  DOI：

  10.1016/j.tetlet.2003.09.220

文献信息

• Synthesis of fluoro-substituted acrylic monomers bearing a functionalized lateral chain
  作者：B. Pées、A. Cahuzac、M. Sindt、B. Ameduri、J.M. Paul、B. Boutevin、J.L. Mieloszynski

  DOI：10.1016/s0022-1139(01)00341-4

  日期：2001.5
• Nucleophilic displacements on .beta.-(perfluoroalkyl)ethyl iodides. Synthesis of acrylates containing heteroatoms
  作者：Christian S. Rondestvedt、Gordon L. Thayer

  DOI：10.1021/jo00436a005

  日期：1977.8
• New perfluoroalkylated amphiphilic methacrylates bearing sulfinyl group as monomers for biomedical applications: water content and oxygen permeability of their copolymers with DEGMA
  作者：Vladimír Církva、Jan Duchek、Robert Kaplánek、Oldřich Paleta、Jiří Michálek、Martin Přádný、Dana Chmelíková、Jana Wichterlová

  DOI：10.1016/j.ejmech.2006.06.003

  日期：2006.11

  Perfluoroalkylated methacrylates 7a-c bearing sulfinyl group within a straight-chain ester group, i.e. CH2=C(CH3)CO2CH2CH2S(O)CH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) were prepared by two alternative synthetic sequences from 2-[(polyfluoroalkyl)sulfanyl]ethanols HOCH2CH2SCH2CH2CF2(CF2CF2)(n)CF3 (n = 1-3) in overall yields of 88-91%. Copolymers of 7a-c with diethylene glycol methacrylate (DEGMA) prepared in bulk under radical conditions display high transparency, increased water content and good oxygen permeability properties, which are advantageous for their application in ophthalmology and as prosthetic materials. (c) 2006 Elsevier Masson SAS. All rights reserved.
• A novel, base-labile fluorous amine protecting group: synthesis and use as a tag in the purification of synthetic peptides
  作者：Peter C de Visser、Marcel van Helden、Dmitri V Filippov、Gijsbert A van der Marel、Jan W Drijfhout、Jacques H van Boom、Daan Noort、Herman S Overkleeft

  DOI：10.1016/j.tetlet.2003.09.220

  日期：2003.12

  A new, base-labile fluorous tag based on the Msc amine protecting group was synthesized. Its use in the purification of synthetic peptides by fluorous HPLC or fluorous SPE was demonstrated.

  合成了一个新的，基于Msc胺保护基的对碱基不稳定的氟标签。证明了其在通过荧光HPLC或荧光SPE纯化合成肽中的用途。