2,6-二甲基-3,5-二硝基苯甲酸 | 118561-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,6-二甲基-3,5-二硝基苯甲酸
• 英文名称: 2,6-dimethyl-3,5-dinitrobenzoic acid
• 英文别名: 3,5-dinitro-2,6-dimethyl benzoic acid
• CAS: 118561-70-9
• 化学式: C₉H₈N₂O₆
• 分子量: 240.172
• InChiKey: JLANLQYZMDREKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,6-二甲基-3,5-二硝基苯甲酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 2,6-dimethyl-3,5-dinitrobenzoyl chloride
  参考文献：
  名称：

  2,6-Dimethyl-4-nitrobenzoic Anhydride (DMNBA): An Effective Coupling Reagent for the Synthesis of Carboxylic Esters and Lactones

  摘要：

  Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.

  DOI：

  10.3987/com-08-s(n)96
• 作为产物：
  描述：

  2,6-二甲基苯甲酸 在 硫酸 、 硝酸 作用下， 以81%的产率得到2,6-二甲基-3,5-二硝基苯甲酸
  参考文献：
  名称：

  2,6-Dimethyl-4-nitrobenzoic Anhydride (DMNBA): An Effective Coupling Reagent for the Synthesis of Carboxylic Esters and Lactones

  摘要：

  Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.

  DOI：

  10.3987/com-08-s(n)96

文献信息

• Hartshorn, Michael P.; Readman, Jennifer M.; Robinson, Ward T., Australian Journal of Chemistry, 1988, vol. 41, # 3, p. 373 - 386
  作者：Hartshorn, Michael P.、Readman, Jennifer M.、Robinson, Ward T.、Sies, Christiaan W.、Wright Graeme J.

  DOI：——

  日期：——
• HARTSHORN, MICHAEL P.;READMAN, JENNIFER M.;ROBINSON, WARD T.;SIES, CHRIST+, AUSTRAL. J. CHEM., 41,(1988) N 3, C. 373-386
  作者：HARTSHORN, MICHAEL P.、READMAN, JENNIFER M.、ROBINSON, WARD T.、SIES, CHRIST+

  DOI：——

  日期：——
• US4036838A
  申请人：——

  公开号：US4036838A

  公开（公告）日：1977-07-19
• 2,6-Dimethyl-4-nitrobenzoic Anhydride (DMNBA): An Effective Coupling Reagent for the Synthesis of Carboxylic Esters and Lactones
  作者：Isamu Shiina、Ryo Miyao

  DOI：10.3987/com-08-s(n)96

  日期：——

  Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.