3-fluorooct-1-ene

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 3-fluorooct-1-ene
• 化学式: C₈H₁₅F
• 分子量: 130.206
• InChiKey: JDAOXJSNUDEPNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-辛烯-3-醇 在 二乙胺基三氟化硫 、 1-octyl-3-methylimidazolium hexafluorophosphate 作用下， 反应 0.5h， 以75%的产率得到3-fluorooct-1-ene
  参考文献：
  名称：

  离子液体作为二乙基氨基三氟化硫（DAST）介导的醇和羰基化合物氟化的可循环溶剂

  摘要：

  据报道，第一种简单有效的方法是使用[C 8 mim] [PF 6 ]离子液体作为可循环利用的溶剂介质，以三氟二乙氨基硫醚（DAST）作为氟化试剂来合成单和宝石二氟化分子。

  DOI：

  10.1016/j.tetlet.2007.05.107

文献信息

• Late-Stage Deoxyfluorination of Alcohols with PhenoFluor
  作者：Filippo Sladojevich、Sophie I. Arlow、Pingping Tang、Tobias Ritter

  DOI：10.1021/ja3125405

  日期：2013.2.20

  An operationally simple protocol for the selective deoxyfluorination of structurally complex alcohols is presented. Several fluorinated derivatives of natural products and pharmaceuticals have been prepared to showcase the potential of the method for late-stage diversification and its functional group compatibility. A series of simple guidelines for predicting the selectivity in substrates with multiple alcohols is given.
• Synthesis of α-trifluoromethylated amides by Eschenmoser–Claisen-type rearrangement of allylic alcohols
  作者：Justyna Walkowiak、Magdalena Tomas-Szwaczyk、Günter Haufe、Henryk Koroniak

  DOI：10.1016/j.jfluchem.2012.07.011

  日期：2012.11

  A new, mild method to prepare alpha-trifluoromethylated amides bearing an additional trans-configured double bond in gamma-position is described. Treatment at room temperature of fluorinated and non-fluorinated allylic alcohols 1 and 2 with the 1,1,3,3,3-pentafluoropropene-diethylamine adduct (PFPDEA) in the presence of triethylamine as base gave the products of [3,3]-sigmatropic Eschenmoser-Claisen-type rearrangements with good yields and excellent diastereoselectivity due to chair-like conformations of transition states. Starting with enantiomerically enriched allylic alcohols chirality transfer from carbon 3 of the allylic system to carbon 2 of the final alpha-trifluoromethyl carboxamides was observed. This methodology was applied to both simple and more complex, including terpenic, allylic alcohols and might be developed to an alternative strategy to the well-known electrophilic alpha-trifluoromethylation of carbonyl compounds. (C) 2012 Elsevier B.V. All rights reserved.
• PREPARATION OF (THREO)-1-ARYL-2-ACYLAMIDO-3-FLUORO-1-PROPANOLS
  申请人：SCHERING CORPORATION

  公开号：EP0200739A1

  公开（公告）日：1986-11-12
• FLUORINE AND PHOSPHOROUS-CONTAINING AMPHIPHILIC MOLECULES WITH SURFACTANT PROPERTIES
  申请人：APPLICATIONS ET TRANSFERTS DE TECHNOLOGIES AVANCEES ATTA

  公开号：EP0478686A1

  公开（公告）日：1992-04-08
• 界面活性剤の性質を有するフッ素およびリン含有両親媒性分子
  申请人：ARAIANSU PHARM CORP

  公开号：JP2849471B2

  公开（公告）日：1999-01-20