1-(furan-2'-yl)nonan-1-one | 78025-47-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(furan-2'-yl)nonan-1-one
• 英文别名: Furan, 2-nonanoyl；1-(furan-2-yl)nonan-1-one
• CAS: 78025-47-5
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: IVMLTMNCNAILQF-UHFFFAOYSA-N

物化性质

• 沸点：
  296.5±13.0 °C(Predicted)
• 密度：
  0.949±0.06 g/cm3(Predicted)
• 保留指数：
  1588

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(furan-2'-yl)nonan-1-one 在 乙醇 、 氨 、 lithium 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 64.58h， 生成 2-(1'-methoxynonyl)furan
  参考文献：
  名称：

  Massy-Westropp, Ralph A.; Warren, Richard F.O., Australian Journal of Chemistry, 1984, vol. 37, # 6, p. 1303 - 1311

  摘要：

  DOI：
• 作为产物：
  描述：

  2-糠醛缩二乙醇 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 、 甲苯 为溶剂， 反应 4.03h， 生成 1-(furan-2'-yl)nonan-1-one
  参考文献：
  名称：

  Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones

  摘要：

  Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding alpha-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield. The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation. Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), alpha-hydroxyalkyl (12 and 13), alpha-aminoalkyl (14) and acyl(15) substituents.

  DOI：

  10.1021/jo00128a039

文献信息

• Synthesis of 3-Alkylcatechols via Intramolecular Cyclization
  作者：Tetsuo Miyakoshi、Hiroyasu Togashi

  DOI：10.1055/s-1990-26889

  日期：——

  The intramolecular cyclization of 2-alkanoyl-2,5-dimethoxytetrahydrofurans 4 with aqueous acid is described. 3-Alkylcatechols 7 were prepared in generally good yields by boiling the dioxane solution of compounds 4 in the presence of 1M hydrochloric acid. In addition, 4,5-dioxoalkanals 6 were obtained in good to high yields when the dioxane solution of compounds 4 was treated with 0.1 M hydrochloric acid.

  描述了2-烷酰基-2,5-二甲氧基四氢呋喃4与水性酸的分子内环化反应。通过在1M盐酸存在下煮沸化合物4的二恶烷溶液，通常能够获得3-烷基儿茶酚7，产率良好。此外，当化合物4的二恶烷溶液用0.1 M盐酸处理时，还能获得良到高产率的4,5-二氧代烷醛6。
• Synthesis and Biological Evaluation of Highly Potent Fungicidal <i>Deoxy</i> ‐Hygrophorones
  作者：Toni Ditfe、Eileen Bette、Haider N. Sultani、Alexander Otto、Ludger A. Wessjohann、Norbert Arnold、Bernhard Westermann

  DOI：10.1002/ejoc.202100729

  日期：2021.7.22

  Although stripped from hydroxyl-groups, deoxygenated hygrophorones remain highly active against severe phytopathogens. The synthesis to these natural product congeners is achieved in rearrangement sequences, with an optimized deprotection strategy avoiding retro-aldol reactions. The activities are comparable to fungicides used in agriculture.

  尽管从羟基上剥离，脱氧的氢氟酸仍然对严重的植物病原体保持高度活性。这些天然产物同源物的合成是在重排序列中实现的，优化的脱保护策略避免了逆羟醛反应。这些活性与农业中使用的杀菌剂相当。
• Acid-catalyzed oxidation of furan derivatives by t-butyl hydroperoxide
  作者：Roberto Antonioletti、Luca Arista、Francesco Bonadies、Ludovica Locati、Arrigo Scettri

  DOI：10.1016/s0040-4039(00)61606-4

  日期：1993.10

  The unusual reactivity of t-butyl hydroperoxide under acid-catalysis allows the easy conversion of furan derivatives into 3(6H)-pyranones.

  叔丁基过氧化氢在酸催化下的异常反应性使得呋喃衍生物易于转化为3（6H）-吡喃酮。
• A remarkable effect of ionic liquids in transition-metal-free aerobic oxidation of benzylic alcohols
  作者：Yoshiro Oda、Koji Hirano、Tetsuya Satoh、Susumu Kuwabata、Masahiro Miura

  DOI：10.1016/j.tetlet.2011.08.053

  日期：2011.10

  The transition-metal-free aerobic oxidation of benzylic alcohols is uniquely accelerated by a 1-butyl-3-methylimidazolium hexafluorophosphate (BMI-PF(6))/PhCF(3) biphasic system and Cs(2)CO(3) to afford the corresponding ketones in good yields. The reaction system is also applicable to an oxidative cross-esterification of primary benzyl alcohols with a higher aliphatic alcohol. (C) 2011 Elsevier Ltd. All rights reserved.
• Khlebova, G. N.; Denisov, V. R.; Shevchenko, Z. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 5, p. 906 - 909
  作者：Khlebova, G. N.、Denisov, V. R.、Shevchenko, Z. A.、Favorskaya, I. A.

  DOI：——

  日期：——