1,5-bis(perfluorohexyl)-3-methylpentan-3-ol | 350716-22-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-bis(perfluorohexyl)-3-methylpentan-3-ol
• 英文别名: 1,1,1,2,2,3,3,4,4,5,5,6,6,12,12,13,13,14,14,15,15,16,16,17,17,17-Hexacosafluoro-9-methylheptadecane-9-ol；1,1,1,2,2,3,3,4,4,5,5,6,6,12,12,13,13,14,14,15,15,16,16,17,17,17-hexacosafluoro-9-methylheptadecan-9-ol
• CAS: 350716-22-2
• 化学式: C₁₈H₁₂F₂₆O
• 分子量: 738.251
• InChiKey: WFQDBLKXKUPRQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  27

反应信息

• 作为反应物：
  描述：

  苯乙酸 、 1,5-bis(perfluorohexyl)-3-methylpentan-3-ol 在 4-二甲氨基吡啶 、 达卡巴嗪 作用下， 以 various solvent(s) 为溶剂， 以75%的产率得到1,5-bis(perfluorohexyl)-3-methylpentan-3-yl phenylacetate
  参考文献：
  名称：

  Fluorinated Analogues of tert-Butyl Alcohol as Novel Protecting Groups for Use in Fluorous Synthesis

  摘要：

  [GRAPHICS]A series of fluorous derivatives of tert-butyl alcohol were prepared and evaluated as reagents for the protection of carboxylic acids for use in fluorous synthesis. Alcohol 3b can be employed efficiently to protect and immobilize medium-size nonpolar carboxylic acids in a fluorous phase.

  DOI：

  10.1021/ol0166505
• 作为产物：
  描述：

  乙酸乙酯 、 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl magnesium iodide 以 乙醚 为溶剂， 以70%的产率得到1,5-bis(perfluorohexyl)-3-methylpentan-3-ol
  参考文献：
  名称：

  Fluorinated Analogues of tert-Butyl Alcohol as Novel Protecting Groups for Use in Fluorous Synthesis

  摘要：

  [GRAPHICS]A series of fluorous derivatives of tert-butyl alcohol were prepared and evaluated as reagents for the protection of carboxylic acids for use in fluorous synthesis. Alcohol 3b can be employed efficiently to protect and immobilize medium-size nonpolar carboxylic acids in a fluorous phase.

  DOI：

  10.1021/ol0166505

文献信息

• Fluorous Boc (^FBoc) Carbamates:  New Amine Protecting Groups for Use in Fluorous Synthesis
  作者：Zhiyong Luo、John Williams、Roger W. Read、Dennis P. Curran

  DOI：10.1021/jo010111w

  日期：2001.6.1

  fluorous variants of the Boc (tert-butyloxycarbonyl) group have been prepared and tested for their suitability as nitrogen protecting groups. A group with two fluorous chains and an ethylene spacer, (RfCH2CH2)2(CH3)COC(O)-, was readily attached to a representative amine but was difficult to cleave. In contrast, groups with two fluorous chains and a propylene spacer, (RfCH2CH2CH2)2(CH3)COC(O)-, or one fluorous

  已经制备了Boc（叔丁氧基羰基）基团的第一个氟代变体，并测试了它们作为氮保护基的适用性。具有两个氟链和一个乙烯间隔基的基团（RfCH2CH2）2（CH3）COC（O）-易于连接到代表性的胺上，但难以裂解。相反，容易形成具有两个氟链和一个丙烯间隔基（RfCH2CH2CH2）2（CH3）COC（O）-的基团，或一个氟链和一个乙烯间隔基（RfCH2CH2）（CH3）2COC（O）-的基团。并分裂。（F）Boc基团的氟代醇组分可以通过蒸发除去，并且可以回收和再利用。在16和96种化合物库合成练习中证明了新的（F）Boc基团（C8F17CH2CH2）（CH3）2COC（O）-的实用性。分离可以通过手动，并行氟固相萃取或自动，串联荧光色谱。结果进一步证实了“轻型”氟合成技术的价值，新的氟Boc基团将氟合成技术的应用范围扩展到了许多类别的含氮有机化合物。
• Fluorous tagging compounds and methods of increasing the fluorous nature of compounds
  申请人：Curran P. Dennis

  公开号：US20050096478A1

  公开（公告）日：2005-05-05

  A method of increasing the fluorous nature of a compound includes the step of reacting the compound with at least one second compound having the formula: wherein Rf is a fluorous group, Rs is a spacer group, d is 1 or 0, m is 1, 2 or 3, Ra is an alkyl group and X is a suitable leaving group. A compound has the formula: wherein Rf is a fluorous group, n is an integer between 0 and 6, m is 1, 2 or 3, Ra is an alkyl group and X is a leaving group.

  一种增加化合物氟性的方法包括以下步骤：将化合物与至少一个具有以下公式的第二化合物反应：其中Rf是氟性基团，Rs是间隔基团，d为1或0，m为1、2或3，Ra是烷基基团，X是合适的离去基团。化合物的公式为：其中Rf是氟性基团，n是介于0和6之间的整数，m为1、2或3，Ra是烷基基团，X是离去基团。
• US6825043B1
  申请人：——

  公开号：US6825043B1

  公开（公告）日：2004-11-30
• US7700794B2
  申请人：——

  公开号：US7700794B2

  公开（公告）日：2010-04-20
• Fluorinated Analogues of <i>tert</i>-Butyl Alcohol as Novel Protecting Groups for Use in Fluorous Synthesis
  作者：Juan Pardo、Agustín Cobas、Enrique Guitián、Luis Castedo

  DOI：10.1021/ol0166505

  日期：2001.11.1

  [GRAPHICS]A series of fluorous derivatives of tert-butyl alcohol were prepared and evaluated as reagents for the protection of carboxylic acids for use in fluorous synthesis. Alcohol 3b can be employed efficiently to protect and immobilize medium-size nonpolar carboxylic acids in a fluorous phase.