(2,2,2-trinitroethoxy)acetic acid (TNEAA) | 138648-90-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 原羧酸衍生物
• 英文名称: (2,2,2-trinitroethoxy)acetic acid (TNEAA)
• 英文别名: (2,2,2-Trinitroethoxy)acetic acid；2-(2,2,2-trinitroethoxy)acetic acid
• CAS: 138648-90-5
• 化学式: C₄H₅N₃O₉
• 分子量: 239.098
• InChiKey: NBHZSAMMNNJMJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  184
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2,2,2-trinitroethoxy)acetic acid (TNEAA) 在 氯化亚砜 、 zinc(II) chloride 作用下， 反应 1.0h， 以100%的产率得到(2,2,2-trinitroethoxy)acetic acid chloride
  参考文献：
  名称：

  (2,2,2-Trinitroethoxy)acetic acid and its derivatives

  摘要：

  Methods are developed for synthesizing (2,2,2-trinitroethoxy)acetic acid (TNEAA) by oxidation of the 2,2,2-trinitroethyl ethers of allylic alcohol or ethylene glycol; among the carboxyl group derivatives obtained were esters from the simplest alcohols and polynitro alcohols, the acid chloride, the amide, and the nitrile.

  DOI：

  10.1007/bf00961041
• 作为产物：
  描述：

  3-(2,2,2-trinitro-ethoxy)-propene 在 potassium permanganate 、 硫酸 作用下， 反应 2.0h， 以31%的产率得到(2,2,2-trinitroethoxy)acetic acid (TNEAA)
  参考文献：
  名称：

  (2,2,2-Trinitroethoxy)acetic acid and its derivatives

  摘要：

  Methods are developed for synthesizing (2,2,2-trinitroethoxy)acetic acid (TNEAA) by oxidation of the 2,2,2-trinitroethyl ethers of allylic alcohol or ethylene glycol; among the carboxyl group derivatives obtained were esters from the simplest alcohols and polynitro alcohols, the acid chloride, the amide, and the nitrile.

  DOI：

  10.1007/bf00961041

文献信息

• 2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols
  作者：O. A. Luk'yanov、G. V. Pokhvisneva

  DOI：10.1007/bf00959717

  日期：1991.12

  2,2,2-Trinitroethyl ethers of 2,2-dinitroalcohols and some of their derivatives have been obtained for the first time by nitration of oximes of 2,2,2-trinitroethyl ethers of hydroxy ketones and aldehydes with a HNO3-Ac2O mixture, followed by oxidation with H2O2. Starting carbonyl derivatives were prepared by oxidation and hydrolysis of the propargylic and allylic ethers, respectively, of 2,2,2-trinitroethanol followed by further reactions of these compounds.
• (2,2,2-Trinitroethoxy)acetic acid and its derivatives
  作者：O. A. Luk'yanov、G. V. Pokhvisneva

  DOI：10.1007/bf00961041

  日期：1991.11

  Methods are developed for synthesizing (2,2,2-trinitroethoxy)acetic acid (TNEAA) by oxidation of the 2,2,2-trinitroethyl ethers of allylic alcohol or ethylene glycol; among the carboxyl group derivatives obtained were esters from the simplest alcohols and polynitro alcohols, the acid chloride, the amide, and the nitrile.