2,6-Dimethyl-4-nitro-benzaldehyde | 352278-83-2

• 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: 2,6-Dimethyl-4-nitro-benzaldehyde
• 英文别名: 2,6-Dimethyl-4-nitrobenzaldehyde
• CAS: 352278-83-2
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: IXQTVZKFAKHUIU-UHFFFAOYSA-N

物化性质

• 沸点：
  341.6±30.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-4-nitro-benzaldehyde 在 potassium permanganate 、 水 作用下， 以 丙酮 为溶剂， 以81%的产率得到2,6-dimethyl-4-nitrobenzoic acid
  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-dimethyl-4-nitrobenzonitrile 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到2,6-Dimethyl-4-nitro-benzaldehyde
  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

• Control of selectivity in the generation and reactions of oxonium ylides
  作者：Deana M. Jaber、Ryan N. Burgin、Matthew Hepler、Peter Zavalij、Michael P. Doyle

  DOI：10.1039/c1cc12443a

  日期：——

  Dirhodium catalyzed reactions of aryl-substituted tetrahydropyranone diazoacetoacetates produce ylide intermediates that unexpectedly yield two oxabicyclo[4.2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent.

  双铑催化的芳基取代四氢吡喃酮二氟乙酸酯的反应产生了意外的亚胺中间体，这些中间体生成了两种氧杂 bicyclo[4.2.1]-九氢庚烯的差向异构体，但通过增加芳基取代基的立体体积，可以形成单一的差向异构体。
• Saccharin derivative proteolytic enzyme inhibitors
  申请人：STERLING WINTHROP INC.

  公开号：EP0542371A1

  公开（公告）日：1993-05-19

  Compounds having the structural formula wherein L is N,O or SOn wherein n is 0,1or 2; L-R¹ is a leaving group, H-L-R¹ is the conjugate acid thereof and, when L is N, H-L-R¹ has a pKa value less than or equal to 6, when L is O, H-L-R¹ has a pKa value less than or equal to 8, and when L is SOn, H-L-R¹ has a pKa value less than or equal to 5; R₂ is primary or secondary alkyl of two to four carbon atoms, primary alkylamino of one to three carbon atoms, primary alkylmethylamino of two to four carbon atoms, diethylamino or primary alkoxy of one to three carbon atoms; and R₃ is from one to three of a variety of sustituents at any or all of the 5-, 6- and 7-positions; or a pharmaceutically acceptable acid addition salt thereof if the compound has a basic functional group or a pharmaceutically acceptable base addition salt thereof if the compound has an acidic functional group, which inhibit the enzymatic activity of proteolytic enzymes, and processes for preparation thereof, method of use thereof in treatment of degenerative diseases and pharmaceutical compositions thereof are disclosed.

  结构式如下的化合物 其中 L 是 N、O 或 SOn，其中 n 是 0、1 或 2； L-R¹为离去基团，H-L-R¹为其共轭酸，且 当 L 为 N 时，H-L-R¹ 的 pKa 值小于或等于 6、 当 L 为 O 时，H-L-R¹ 的 pKa 值小于或等于 8，以及 当 L 为 SOn 时，H-L-R¹ 的 pKa 值小于或等于 5； R₂ 是 2 至 4 个碳原子的伯或仲烷基、1 至 3 个碳原子的伯烷基氨基、2 至 4 个碳原子的伯烷基甲基氨基、二乙基氨基或 1 至 3 个碳原子的伯烷氧基；R₃ 是位于 5、6 和 7 位置的任一或全部的各种助位基中的 1 至 3 个； 如果化合物具有碱性官能团，则为其药学上可接受的酸加成盐；如果化合物具有酸性官能团，则为其药学上可接受的碱加成盐、 本发明公开了可抑制蛋白水解酶的酶活性的化合物及其制备工艺、用于治疗退行性疾病的方法和药物组合物。
• Kubota, Tanekazu; Hiramatsu, Sadaaki; Kano, Kenji, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 10, p. 3830 - 3839
  作者：Kubota, Tanekazu、Hiramatsu, Sadaaki、Kano, Kenji、Uno, Bunji、Miyazaki, Hiroshi

  DOI：——

  日期：——
• US5380737A
  申请人：——

  公开号：US5380737A

  公开（公告）日：1995-01-10
• US5464852A
  申请人：——

  公开号：US5464852A

  公开（公告）日：1995-11-07