5-乙基-2,3-二氢呋喃 | 38614-09-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 中文名称: 5-乙基-2,3-二氢呋喃
• 英文名称: 5-ethyl-2,3-dihydro-furan
• 英文别名: 5-Aethyl-2,3-dihydro-furan；2-Ethyl-4.5-dihydro-furan；5-Ethyl-2,3-dihydrofuran；Furan, 5-ethyl-2,3-dihydro-
• CAS: 38614-09-4
• 化学式: C₆H₁₀O
• 分子量: 98.1448
• InChiKey: CPMMVQJCVZTIRV-UHFFFAOYSA-N

物化性质

• 沸点：
  109-110 °C
• 密度：
  0.903±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-乙基-2,3-二氢呋喃 在 铬酸 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 4-氧代己酸
  参考文献：
  名称：

  The chemistry of .alpha.-silyl carbonyl compounds. 12. A synthesis of 4-oxo carboxylic acids, 4-oxo aldehydes, and 1,4-diketones from .gamma.-lactones

  摘要：

  DOI：

  10.1021/jo00361a019
• 作为产物：
  描述：

  hexa-3,4-diene-1-ol 反应 72.0h， 生成 5-乙基-2,3-二氢呋喃
  参考文献：
  名称：

  Alkaline Earth Catalysis of Alkynyl Alcohol Hydroalkoxylation/Cyclization

  摘要：

  Heavier alkaline earth bis(trimethylsilyl)amides [Ae{N(SiMe3)(2)}(2)](2) (Ae = Ca, Sr, Ba) are shown to act as effective precatalysts for the regioselective intramolecular hydroalkoxylation/cyclization of a wide range of alkynyl and allenyl alcohols. In the majority of cases, cyclization of alkynyl alcohols produces mixtures of the possible endo- and exocyclic enol ether products, rationalized as a consequence of alkynylalkoxide isomerization to the corresponding allene derivatives. Cyclization rates for terminal alkynyl alcohols were found to be significantly higher than for substrates bearing internal alkynyl substituents, while the efficacy of cyclization was in general found to be determined by a combination of stereoelectronic influences and the thermochemical viability of the specific alkaline earth metal catalysis, which we suggest is determined by the individual M-O bond strengths. Kinetic studies have provided a rate law pertaining to a pronounced catalyst inhibition with increasing [substrate], indicating that turnover-limiting insertion of C-C unsaturation into the M-O bond requires the dissociation of substrate molecules away from the Lewis acidic alkaline earth center.

  DOI：

  10.1021/om3008663

文献信息

• Access to enantioenriched 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter by Pd-catalyzed asymmetric intermolecular Heck reaction
  作者：Gustavo M. Borrajo-Calleja、Vincent Bizet、Thomas Bürgi、Clément Mazet

  DOI：10.1039/c5sc01460c

  日期：——

  A palladium catalyzed intermolecular asymmetric Heck reaction provides access to valuable 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter with high levels of regio- and enantiocontrol.

  钯催化的分子间不对称Heck反应可制备具有完全取代的C2立体中心的宝贵2,3-和2,5-二氢呋喃，具有高水平的区域和对映选择性。
• Eglinton et al., Journal of the Chemical Society, 1952, p. 2873,2880
  作者：Eglinton et al.

  DOI：——

  日期：——
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  作者：Crombie et al.

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  日期：——
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  作者：Normant

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  日期：——
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  作者：Wohlgemuth

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  日期：——