3-Butenyl 2,4-dinitrophenyl ether | 1027543-09-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Butenyl 2,4-dinitrophenyl ether
• 英文别名: 1-But-3-enoxy-2,4-dinitrobenzene
• CAS: 1027543-09-4
• 化学式: C₁₀H₁₀N₂O₅
• 分子量: 238.2
• InChiKey: DXNKVIXKOIEWQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Butenyl 2,4-dinitrophenyl ether 在 氢氧化钾 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 2,4-二硝基酚
  参考文献：
  名称：

  Hydrolysis of ethers of 2,4-dinitrophenol. No evidence for a single electron transfer mechanism

  摘要：

  The reactions of 3-butenyl 2,4-dinitrophenyl ether (1), allyl 2,4-dinitrophenyl ether (5), and n-butyl 2,4-dinitrophenyl ether (6) with KOH in two DMSO-water mixtures (50% v/v and 70% v/v) were studied. In all cases, no evidence was found for a single electron transfer mechanism; 2,4-dinitrophenol was the only product formed. The reaction follows the classical S(N)Ar mechanism. The order of reactivity is 5 > 1 > 6 in both solvents, although the reactivities differ only by factors of 1.4 and 2 in 50 and 70% DMSO, respectively.

  DOI：

  10.1021/jo00078a012
• 作为产物：
  描述：

  3-丁烯-1-醇 、 2,4-二硝基氟苯 在 三乙胺 作用下， 反应 24.0h， 以76%的产率得到3-Butenyl 2,4-dinitrophenyl ether
  参考文献：
  名称：

  Hydrolysis of ethers of 2,4-dinitrophenol. No evidence for a single electron transfer mechanism

  摘要：

  The reactions of 3-butenyl 2,4-dinitrophenyl ether (1), allyl 2,4-dinitrophenyl ether (5), and n-butyl 2,4-dinitrophenyl ether (6) with KOH in two DMSO-water mixtures (50% v/v and 70% v/v) were studied. In all cases, no evidence was found for a single electron transfer mechanism; 2,4-dinitrophenol was the only product formed. The reaction follows the classical S(N)Ar mechanism. The order of reactivity is 5 > 1 > 6 in both solvents, although the reactivities differ only by factors of 1.4 and 2 in 50 and 70% DMSO, respectively.

  DOI：

  10.1021/jo00078a012

文献信息

• Iodotrifluoromethylation of Alkenes and Alkynes with Sodium Trifluoromethanesulfinate and Iodine Pentoxide
  作者：Zhaojia Hang、Zejiang Li、Zhong-Quan Liu

  DOI：10.1021/ol501380e

  日期：2014.7.18

  A scalable, selective, and operationally easy iodotrifluoromethylation of a wide range of alkenes and alkynes by using two simple and safe solids, sodium trifluoromethanesulfinate and iodine pentoxide, in aqueous medium has been developed. Mechanistic studies confirm that free-radical processes are involved in this system since the key radical intermediates such as CF3 and β-CF3 alkyl radicals have

  通过在水性介质中使用两种简单且安全的固体三氟甲烷亚磺酸钠和五氧化二碘，开发了可扩展，选择性且操作简便的各种烯烃和炔烃的碘三氟甲基化方法。机理的研究证实，因为键的自由基中间体如CF自由基方法涉及在该系统中3和β-CF 3个烷基具有通过旋捕获和电子自旋共振被清楚地检测到。