2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dione | 135244-73-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dione
• 英文别名: 2,6-Di-t-butyl-4-morpholino-4-(2-hydroxyphenyl)cyclohexadien-2,5-one；2,6-ditert-butyl-4-(2-hydroxyphenyl)-4-morpholin-4-ylcyclohexa-2,5-dien-1-one
• CAS: 135244-73-4
• 化学式: C₂₄H₃₃NO₃
• 分子量: 383.531
• InChiKey: JGLUWQQVOPGLHW-UHFFFAOYSA-N

物化性质

• 熔点：
  167-170 °C(Solv: heptane (142-82-5))
• 沸点：
  506.2±50.0 °C(Predicted)
• 密度：
  1.123±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dione 在 氢氧化钾 、 sodium dithionite 、 硫酸 、 potassium hexacyanoferrate(III) 作用下， 以 乙醇 、 水 、 溶剂黄146 、 苯 为溶剂， 反应 15.0h， 生成 3,3',5,5'-tetra-tert-butyl-[1,1'-biphenyl]-2,4'-diol
  参考文献：
  名称：

  Unusual synthesis, structure, and thermochromic properties of novel sterically hindered cyclohexadienes

  摘要：

  Oxidation of 4-[alpha-morpholino-alpha-(2-hydroxyphenyl)]methyl-2,6-di-(tert-butyl)-phenol (I) follows an unusual course, with formal loss of the benzyl carbon atom, to give 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dienone (II), which is thermochromic in solution. This property is due to the dissociation of (II) into morpholine and 3',5'-di(tert-butyl)-2,4'-diphenoxyquinone. The structure of (II) was established directly by x-ray diffraction, which enabled its conformational features to be related to its thermochromic properties. An x-ray examination of 3,3',5,5'-tetra(tert-butyl)-2,4'-diphenoquinone (X), together with the direct synthesis of the thermochromic analog of (II) (2,6-di(tert-butyl)-4-morpholino-4-[2-hydroxy-3,5-di(tert-butyl)phenyl]cyclohexa-2,5-dienone) (XI) from (X) and morpholine, confirmed the proposed mechanism of thermochromic dissociation.

  DOI：

  10.1007/bf00961363
• 作为产物：
  描述：

  2,6-di-tert-butyl-4-<α-(o-hydroxyphenyl)morpholinomethyl>phenol 在 氢氧化钾 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 苯 为溶剂， 反应 7.0h， 以70.5%的产率得到2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dione
  参考文献：
  名称：

  Unusual synthesis, structure, and thermochromic properties of novel sterically hindered cyclohexadienes

  摘要：

  Oxidation of 4-[alpha-morpholino-alpha-(2-hydroxyphenyl)]methyl-2,6-di-(tert-butyl)-phenol (I) follows an unusual course, with formal loss of the benzyl carbon atom, to give 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dienone (II), which is thermochromic in solution. This property is due to the dissociation of (II) into morpholine and 3',5'-di(tert-butyl)-2,4'-diphenoxyquinone. The structure of (II) was established directly by x-ray diffraction, which enabled its conformational features to be related to its thermochromic properties. An x-ray examination of 3,3',5,5'-tetra(tert-butyl)-2,4'-diphenoquinone (X), together with the direct synthesis of the thermochromic analog of (II) (2,6-di(tert-butyl)-4-morpholino-4-[2-hydroxy-3,5-di(tert-butyl)phenyl]cyclohexa-2,5-dienone) (XI) from (X) and morpholine, confirmed the proposed mechanism of thermochromic dissociation.

  DOI：

  10.1007/bf00961363

文献信息

• KOMISSAROV, V. N.;UXIN, L. YU.;XARLANOV, V. A.;VETOSHKINA, L. V.;KONSTANT+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1121-1129
  作者：KOMISSAROV, V. N.、UXIN, L. YU.、XARLANOV, V. A.、VETOSHKINA, L. V.、KONSTANT+

  DOI：——

  日期：——
• Unusual synthesis, structure, and thermochromic properties of novel sterically hindered cyclohexadienes
  作者：V. N. Komissarov、L. Yu. Ukhin、V. A. Kharlanov、L. V. Vetoshkina、L. E. Konstantinovskii、S. M. Aldoshin、O. S. Filipenko、M. A. Novozhilova、L. O. Atovmyan

  DOI：10.1007/bf00961363

  日期：1991.5

  Oxidation of 4-[alpha-morpholino-alpha-(2-hydroxyphenyl)]methyl-2,6-di-(tert-butyl)-phenol (I) follows an unusual course, with formal loss of the benzyl carbon atom, to give 2,6-di(tert-butyl)-4-morpholino-4-(2-hydroxyphenyl)cyclohexa-2,5-dienone (II), which is thermochromic in solution. This property is due to the dissociation of (II) into morpholine and 3',5'-di(tert-butyl)-2,4'-diphenoxyquinone. The structure of (II) was established directly by x-ray diffraction, which enabled its conformational features to be related to its thermochromic properties. An x-ray examination of 3,3',5,5'-tetra(tert-butyl)-2,4'-diphenoquinone (X), together with the direct synthesis of the thermochromic analog of (II) (2,6-di(tert-butyl)-4-morpholino-4-[2-hydroxy-3,5-di(tert-butyl)phenyl]cyclohexa-2,5-dienone) (XI) from (X) and morpholine, confirmed the proposed mechanism of thermochromic dissociation.