trans-2-fluoro-1-methoxyindan | 106268-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: trans-2-fluoro-1-methoxyindan
• 英文别名: trans-1-methoxy-2-fluoroindane
• CAS: 106268-83-1；82936-90-1；82936-91-2；106268-82-0
• 化学式: C₁₀H₁₁FO
• 分子量: 166.195
• InChiKey: GWANOPVBGLVKRU-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  甲醇 、 茚 在 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2,2,2]octane-1,4-bis(tetrafluoroborate) 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 cis-2-fluoro-1-methoxyindan 、 trans-2-fluoro-1-methoxyindan
  参考文献：
  名称：

  1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) as a new, effective reagent for selective fluorofunctionalisation of alkenes under mild reaction conditions

  摘要：

  1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor(TM) NFTh) is confirmed as a highly effective reagent for introducing a fluorine atom into organic molecules across a phenyl-substituted carbon-carbon double bond. Quantitative and Markovnikov-type regioselective formation of vicinal fluoro-hydroxy, fluoro-methoxy or fluoro-acetoxy adducts was achieved when phenyl-substituted alkenes were treated with a MeCN solution of NFTh in the presence of water, methanol or acetic acid. The stereochemical course of fluoro-methoxylation reactions in the case of cyclic phenyl-substituted alkenes depends strongly on the structure of the alkene.

  DOI：

  10.1016/00404-0399(50)1337-h

文献信息

• Evidence for the existence of methyl hypofluorite: methanolysis of xenon difluoride
  作者：Dale F. Shellhamer、Carol M. Curtis、Don R. Hollingsworth、Mark L. Ragains、Ruthann E. Richardson、Victor L. Heasley、Gene E. Heasley

  DOI：10.1016/s0040-4039(00)87287-1

  日期：——

  Methyl hypofluorite is indicated as an intermediate in the reaction of xenon difluoride with alkenes in methanol as solvent.

  次氟甲烷指示为在甲醇作为溶剂的二氟化氙与烯烃反应中的中间体。
• Regioselective chemistry of methoxyxenon fluoride
  作者：Dale F. Shellhamer、Carl M. Curtis、Robert H. Dunham、Don R. Hollingsworth、Mark L. Ragains、Ruthann E. Richardson、Victor L. Heasley、Scott A. Shackelford、Gene E. Heasley

  DOI：10.1021/jo00215a032

  日期：1985.7
• Stereochemistry of room-temperature fluorination of alkenes with cesium fluoroxysulfate
  作者：Stojan Stavber、Marko Zupan

  DOI：10.1021/jo00381a035

  日期：1987.3
• Shellhamer, Dale F.; Carter, Steven L.; Dunham, Robert H., Journal of the Chemical Society. Perkin transactions II, 1989, p. 159 - 166
  作者：Shellhamer, Dale F.、Carter, Steven L.、Dunham, Robert H.、Graham, Stuart N.、Spitsbergen, Mark P.、et al.

  DOI：——

  日期：——