1,1-二氟-1,3-二碘庚烷 | 87970-48-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 中文名称: 1,1-二氟-1,3-二碘庚烷
• 英文名称: 1,1-difluoro-1,3-diiodoheptane
• 英文别名: Heptane, 1,1-difluoro-1,3-diiodo-
• CAS: 87970-48-7
• 化学式: C₇H₁₂F₂I₂
• 分子量: 387.978
• InChiKey: JTNLSTRLIRLCJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙基烯丙基醚 、 1,1-二氟-1,3-二碘庚烷 在 sodium dithionite 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以73%的产率得到4,4-difluoro-2,6-diiododecanyl ethyl ether
  参考文献：
  名称：

  The Addition Reaction of Iododifluoromethylated Compounds with Alkenes or Alkynes: A General Method of Synthesizing Functionalized gem-Difluoroalkanes

  摘要：

  1,1-二氟-1,3-二碘庚烷(1)和4,4-二氟-4-碘丁腈(4)由二氟二碘甲烷与烯烃或炔烃在连二亚硫酸钠和碳酸氢钠存在下在室温下反应得到各种含CF2化合物均具有良好的收率。

  DOI：

  10.1055/s-1997-1184
• 作为产物：
  描述：

  1-己烯 、 二碘二氟甲烷 在 铁粉 作用下， 反应 4.0h， 以73%的产率得到1,1-二氟-1,3-二碘庚烷
  参考文献：
  名称：

  The Addition Reaction of Iododifluoromethylated Compounds with Alkenes or Alkynes: A General Method of Synthesizing Functionalized gem-Difluoroalkanes

  摘要：

  1,1-二氟-1,3-二碘庚烷(1)和4,4-二氟-4-碘丁腈(4)由二氟二碘甲烷与烯烃或炔烃在连二亚硫酸钠和碳酸氢钠存在下在室温下反应得到各种含CF2化合物均具有良好的收率。

  DOI：

  10.1055/s-1997-1184

文献信息

• One-pot synthesis of dialkyldifluoromethane and alkyldifluoromethyl iodides from the reaction of difluorodiiodomethane with alkenes in sulphinatodehalogenation systems
  作者：An-Rong Li、Qing-Yun Chen

  DOI：10.1016/s0022-1139(96)03545-2

  日期：1997.5

  The reaction of difluorodiiodomethane (CF2I2) with alkenes (RCH=CH2), initiated by Na2S2O4/NaHCO3, is described. W is carried out at low temperature (5–8 °C), the monoadducts RCHICH2CF2I are produced, whereas at 20 °C bis-adducts (RCH2CH2)CF2 are the only products. The results are rationalized in terms of a single electron transfer mechanism.

  描述了由Na 2 S 2 O 4 / NaHCO 3引发的二氟二碘甲烷（CF 2 I 2）与烯烃（RCH = CH 2）的反应。W在低温（5–8°C）下进行，生成了单加合物RCHICH 2 CF 2 I，而在20°C下，双加合物（RCH 2 CH 2）CF 2是唯一的产物。根据单一的电子转移机理对结果进行了合理化。
• Lead Tetraacetate Induced Addition Reaction of Difluorodiiodomethane to Alkenes and Alkynes. Synthesis of Fluorinated Telechelic Compounds
  作者：An-Rong Li、Qing-Yun Chen

  DOI：10.1055/s-1997-1378

  日期：1997.12

  Lead tetraacetate (LTA) can smoothly induce the addition reaction of difluorodiiodomethane (1) with electron-rich alkenes at 60°C in diglyme to give monoadducts (RCHICH2CF2I) and diadducts (RCHICH2)2. The similar, clean reaction of fluoroolefins, such as tetrafluoroethene, hexafluoropropene, with 1 occurs only in acetic acid. However, non-fluorinated β-iodo-α,β-unsaturated carboxylic esters are obtained when 1 reacts with alkynes in alcohol. The iododifluoromethyl radical generated by possible pathways from 1 with LTA is discussed.

  在 60°C 的二甘醇中，四乙酸铅（LTA）可以顺利地诱导二氟二碘甲烷（1）与富电子烯烃发生加成反应，生成单加成物（RCHICH2CF2I）和二加成物（RCHICH2）2。氟烯烃（如四氟乙烯、六氟丙烯）与 1 的类似清洁反应只发生在乙酸中。然而，当 1 与炔烃在醇中反应时，会得到非氟化的 δ-碘-δ±，δ-不饱和羧酸酯。本文讨论了 1 与 LTA 通过可能的途径生成的碘氟甲基自由基。
• Iododifluoromethyl alkenes [ICF2CHCHR]: a labile system generated from 1,1-difluoro-1,3-diiodoalkanes and its trapping with nucleophiles
  作者：Yong Guo、Qing-Yun Chen

  DOI：10.1016/s0022-1139(00)00341-9

  日期：2001.1

  Treatment of 1,1-difluoro- 1,3-diiodoalkanes (ICF2CH2CHIR1. 1) with NEt3 in various solvents or with KF/Al2O3/CH3CN gave no alkenes (ICF2CH=CHR1, 2), whereas with NaOH afforded alpha,beta -unsaturated carboxylic acids, although a signal of 2 in F-19 NMR spectroscopy could be observed momentarily sometimes. However, the labile 2 can be trapped either with thiolate or phenoxide ions. The former reaction gives a mixture of CF2=CHCH(SR)R-1 and RSCF2CH=CHR1, whereas the latter affords only ArOCF2CH=CHR1. The nucleophilic substitution of the bromoanalogues, BrCF2CH,CHBrR1 and BrCF2CH=CHR1, has also been investigated. A mechanism involving S(N)2' and an allene intermediate is proposed. (C) 2001 Elsevier Science B.V. All rights reserved.
• Iron and zinc-induced electron-transfer reaction of difluorodiiodomethane with alkenes
  作者：Li An-Rong、Chen Qing-Yun

  DOI：10.1016/s0022-1139(96)03510-5

  日期：1997.3
• Difluorodiiodomethane: its preparation, properties and free-radical reactions
  作者：Seth Elsheimer、William R. Dolbier、Mark Murla、Konrad Seppelt

  DOI：10.1021/jo00175a054

  日期：1984.1