(2E)-2-nitrooct-2-en-1-yl carbonochloridate | 1175712-47-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: (2E)-2-nitrooct-2-en-1-yl carbonochloridate
• 英文别名: [(E)-2-nitrooct-2-enyl] carbonochloridate
• CAS: 1175712-47-6
• 化学式: C₉H₁₄ClNO₄
• 分子量: 235.667
• InChiKey: BYHXRFCAVLNDDY-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(aminooxy)sulfonyl]-4-nitrobenzene 、 (2E)-2-nitrooct-2-en-1-yl carbonochloridate 在 sodium hydride 作用下， 以 乙醚 为溶剂， 反应 6.0h， 以60%的产率得到(2E)-2-nitro-N-{[(4-nitrophenyl)sulfonyl]oxy}oct-2-en-1-amine
  参考文献：
  名称：

  O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement

  摘要：

  (E)-O-aryl-sulfonyl-N-[2-nitroalk(-2-enyl)]hydroxyl-aamines were readily obtained with good yields starting from (E)-nitro-allyl-alcohols, the crucial step being an inorganic base-catalyzed de-carboxylative rearrangement of proposed labile unstable carbamates. A possible mechanism for the reaction, characterized by the unusual retention of the sulfonyl-oxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.016
• 作为产物：
  描述：

  三光气 、 (2E)-2-nitrooct-2-en-1-ol 在 吡啶 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以97%的产率得到(2E)-2-nitrooct-2-en-1-yl carbonochloridate
  参考文献：
  名称：

  O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement

  摘要：

  (E)-O-aryl-sulfonyl-N-[2-nitroalk(-2-enyl)]hydroxyl-aamines were readily obtained with good yields starting from (E)-nitro-allyl-alcohols, the crucial step being an inorganic base-catalyzed de-carboxylative rearrangement of proposed labile unstable carbamates. A possible mechanism for the reaction, characterized by the unusual retention of the sulfonyl-oxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.016

文献信息

• O-Arylsulfonyl hydroxylamines via a decarboxylative rearrangement
  作者：Stefania Fioravanti、Lucio Pellacani、Paolo A. Tardella

  DOI：10.1016/j.tet.2009.05.016

  日期：2009.7

  (E)-O-Arylsulfonyl-N-(2-nitroalk(-2-enyl)hydroxylamines were easily obtained in good yields starting from (E)-nitro allylic alcohols, the crucial step being an inorganic base-catalyzed decarboxylative rearrangement of proposed labile unsaturated carbamates. A possible mechanism for the Outcome of the reaction, characterized by the unusual retention of the sulfonyloxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.

  (E)-O-aryl-sulfonyl-N-[2-nitroalk(-2-enyl)]hydroxyl-aamines were readily obtained with good yields starting from (E)-nitro-allyl-alcohols, the crucial step being an inorganic base-catalyzed de-carboxylative rearrangement of proposed labile unstable carbamates. A possible mechanism for the reaction, characterized by the unusual retention of the sulfonyl-oxy group, is proposed. (C) 2009 Elsevier Ltd. All rights reserved.