methyl 2-(3,5-dinitrophenylsulfanyl)acetate | 1042411-62-0

• 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: methyl 2-(3,5-dinitrophenylsulfanyl)acetate
• 英文别名: methyl 2-(3,5-dinitrophenyl)sulfanylacetate
• CAS: 1042411-62-0
• 化学式: C₉H₈N₂O₆S
• 分子量: 272.238
• InChiKey: SBHZIXXNHDBHKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  143
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-(3,5-dinitrophenylsulfanyl)acetate 在 硝酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 3.0h， 以80%的产率得到potassium 3,5-dinitrophenylsulfonate
  参考文献：
  名称：

  New procedure for nucleophilic sulfonation of aromatic nitro compounds: Destructive oxidation of S-arylthioglycolic acids esters

  摘要：

  A new reaction was discovered: oxidative destruction of sulfides of ArSCH(2)CO(2)Me type to sulfonic acids ArSO(3)H effected by 70% HNO(3). This reaction was used to introduce an SO(3)H group instead of aromatic nitro group activated only by meta-substituents: At treating with HSCH(2)CO(2)Me + K(2)CO(3) the NO(2) group was substituted to form ArSCH(2)CO(2)Me with subsequent transformation into ArSO(3)H. p-Fluoronitrobenzene behaved similarly (with replacement of the fluorine).

  DOI：

  10.1134/s1070428007080131
• 作为产物：
  描述：

  1,3,5-三硝基苯 、 巯基乙酸甲酯 在 potassium carbonate 作用下， 以78%的产率得到methyl 2-(3,5-dinitrophenylsulfanyl)acetate
  参考文献：
  名称：

  磺基选择性引入芳族硝基化合物

  摘要：

  已经发现了新的反应，即。硝基取代的砜ArSO2CH2CO2Me的氧化破坏，经70％HNO3处理后生成磺酸ArSO3H。另外，形成二（芳基磺酰基）呋喃烷作为副产物。

  DOI：

  10.1016/j.mencom.2007.11.017

文献信息

• Selective introduction of sulfo groups into aromatic nitro compounds
  作者：Mikhail D. Dutov、Olga V. Serushkina、Svyatoslav A. Shevelev、A. Lyssenko

  DOI：10.1016/j.mencom.2007.11.017

  日期：2007.11

  A new reaction has been found, viz. oxidative destruction of nitro-substituted sulfones ArSO2CH2CO2Me to give sulfonic acids ArSO3H on treatment with 70% HNO3; in addition, di(arylsulfonyl)furoxans are formed as by-products.

  已经发现了新的反应，即。硝基取代的砜ArSO2CH2CO2Me的氧化破坏，经70％HNO3处理后生成磺酸ArSO3H。另外，形成二（芳基磺酰基）呋喃烷作为副产物。
• New procedure for nucleophilic sulfonation of aromatic nitro compounds: Destructive oxidation of S-arylthioglycolic acids esters
  作者：M. D. Dutov、O. V. Serushkina、S. A. Shevelev

  DOI：10.1134/s1070428007080131

  日期：2007.8

  A new reaction was discovered: oxidative destruction of sulfides of ArSCH(2)CO(2)Me type to sulfonic acids ArSO(3)H effected by 70% HNO(3). This reaction was used to introduce an SO(3)H group instead of aromatic nitro group activated only by meta-substituents: At treating with HSCH(2)CO(2)Me + K(2)CO(3) the NO(2) group was substituted to form ArSCH(2)CO(2)Me with subsequent transformation into ArSO(3)H. p-Fluoronitrobenzene behaved similarly (with replacement of the fluorine).