2,2'-(1,3-propanediamine)-4,4'-dimethylbisphenol | 744232-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,2'-(1,3-propanediamine)-4,4'-dimethylbisphenol
• 英文别名: 2-[3-(2-Hydroxy-5-methylanilino)propylamino]-4-methylphenol
• CAS: 744232-78-8
• 化学式: C₁₇H₂₂N₂O₂
• 分子量: 286.374
• InChiKey: CBAQFWJDFBRRHK-UHFFFAOYSA-N

物化性质

• 熔点：
  169-170 °C
• 沸点：
  508.3±50.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(1,3-propanediamine)-4,4'-dimethylbisphenol 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Synthesis, characterization, and X-ray analysis of new N,N′-disubstituted-1,4-diazepanes

  摘要：

  The synthesis and structural characterization of six 1,4-diazepanes prepared by condensation of 2,2'-(1,3-propanediyldiimino)diphenols with glyoxal or 2,3-butanedione to give bisbenzoxazolidines and subsequent reduction with BH3-DMS is reported. The new 1,4-diazepanes were obtained in yields between 75% and 83% and characterized by NMR, IR, and FIRMS. In addition, the crystal structure analysis showed that the seven-membered ring in 1,4-diazepanes (12a, 12e, and 12d) and bisbenzoxazolidines (11a, 11c, 11f) adopt in all cases twisted chair conformation. Compounds 12a and 12e show disorder in the seven member ring, as a result of the conformational flexibility of the seven-membered ring. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.094
• 作为产物：
  描述：

  邻氨基对甲苯酚 、 1,3-二溴丙烷 在 potassium hydroxide 作用下， 以 水 为溶剂， 生成 2,2'-(1,3-propanediamine)-4,4'-dimethylbisphenol
  参考文献：
  名称：

  Synthesis, characterization, and X-ray analysis of new N,N′-disubstituted-1,4-diazepanes

  摘要：

  The synthesis and structural characterization of six 1,4-diazepanes prepared by condensation of 2,2'-(1,3-propanediyldiimino)diphenols with glyoxal or 2,3-butanedione to give bisbenzoxazolidines and subsequent reduction with BH3-DMS is reported. The new 1,4-diazepanes were obtained in yields between 75% and 83% and characterized by NMR, IR, and FIRMS. In addition, the crystal structure analysis showed that the seven-membered ring in 1,4-diazepanes (12a, 12e, and 12d) and bisbenzoxazolidines (11a, 11c, 11f) adopt in all cases twisted chair conformation. Compounds 12a and 12e show disorder in the seven member ring, as a result of the conformational flexibility of the seven-membered ring. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.094

文献信息

• Bisoxazaborolidines and boron complexes derived from tetradentate ligands: synthesis and spectroscopic studies
  作者：Victor Barba、Alejandro Rodrı́guez、Ma Eugenia Ochoa、Rosa Santillan、Norberto Farfán

  DOI：10.1016/j.ica.2004.02.018

  日期：2004.7

  A series of tetradentate ligands were synthesized and their reaction with arylboronic acids was studied. Two classes of tetradentate ligands are discussed, which are mainly based on ONNO and ONOO donor sets and involve 2-aminophenol derivatives and Schiff bases. The reaction of phenylboronic acid with tetradentate ligands derived from 2-aminophenol leads to bisoxazaborolidines containing five-membered rings formed by CCNBO atoms, where the boron atoms have a trigonal geometry. In contrast, tetradentate ligands derived from Schiff bases lead to monomeric and dimeric boron complexes, in which the boron atoms have a tetrahedral geometry stabilized by an intramolecular N-B dative bond. The structures of two boron compounds were established by X-ray diffraction analysis. (C) 2004 Elsevier B.V. All rights reserved.