3,4-dihydro-3-cyclohexyl-6,8-dimethyl-2H-1,3-benzoxazine | 174522-69-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3,4-dihydro-3-cyclohexyl-6,8-dimethyl-2H-1,3-benzoxazine
• 英文别名: 3-cyclohexyl-6,8-dimethyl-3,4-dihydro-2H-1,3-benzoxazine；3-Cyclohexyl-6,8-dimethyl-3,4-dihydro-2H-1,3-benzoxazin；3-cyclohexyl-6,8-dimethyl-3,4-dihydro-2H-benzo[e][1,3]oxazine；3-cyclohexyl-6,8-dimethyl-3,4-dihydro-2H-benz[e][1,3]oxazine；3-Cyclohexyl-6,8-dimethyl-3,4-dihydro-2H-benz[e][1,3]oxazin；3,4-Dihydro-3-cyclohexyl-6,8-dimethyl-2H-1,3-benzoxazine；3-cyclohexyl-6,8-dimethyl-2,4-dihydro-1,3-benzoxazine
• CAS: 174522-69-1
• 化学式: C₁₆H₂₃NO
• 分子量: 245.365
• InChiKey: NSBCQHANTOQRPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-3-cyclohexyl-6,8-dimethyl-2H-1,3-benzoxazine 、 2,4-二甲基苯酚 以90%的产率得到2-[[环己基-[(2-羟基-3,5-二甲基苯基)甲基]氨基]甲基]-4,6-二甲基苯酚
  参考文献：
  名称：

  对位取代酚基苯并恶嗪的开环反应自终止：通过分子内氢键的阻滞作用

  摘要：

  所述开环 聚合的p -取代酚系苯并恶嗪是自终止，一旦二聚体形成。该聚合的即使条件，温度，摩尔比，溶剂极性和反应物比率变化，苯并恶嗪单体也不会根据理论机理进行。推测的机理涉及具有分子间和分子内氢键的二聚体的独特结构，用于解释对开环聚合的阻碍作用。在本文中，我们阐明了化合物的立体结构控制反应并阻止理论机理所预期的聚合的重要情况。J.杂环化​​学，（2009）。

  DOI：

  10.1002/jhet.130
• 作为产物：
  描述：

  聚合甲醛 、 环己胺 、 2,4-二甲基苯酚 反应 6.0h， 生成 3,4-dihydro-3-cyclohexyl-6,8-dimethyl-2H-1,3-benzoxazine
  参考文献：
  名称：

  对位取代酚基苯并恶嗪的开环反应自终止：通过分子内氢键的阻滞作用

  摘要：

  所述开环 聚合的p -取代酚系苯并恶嗪是自终止，一旦二聚体形成。该聚合的即使条件，温度，摩尔比，溶剂极性和反应物比率变化，苯并恶嗪单体也不会根据理论机理进行。推测的机理涉及具有分子间和分子内氢键的二聚体的独特结构，用于解释对开环聚合的阻碍作用。在本文中，我们阐明了化合物的立体结构控制反应并阻止理论机理所预期的聚合的重要情况。J.杂环化​​学，（2009）。

  DOI：

  10.1002/jhet.130

文献信息

• Self termination of ring opening reaction of<i>p</i>-substituted phenol-based benzoxazines: An obstructive effect<i>via</i>intramolecular hydrogen bond
  作者：Suwabun Chirachanchai、Apirat Laobuthee、Suttinun Phongtamrug

  DOI：10.1002/jhet.130

  日期：2009.7

  The ring opening polymerizations of p-substituted phenol-based benzoxazines are self-terminated as soon as dimers form. The polymerization of benzoxazine monomers does not proceed according to the theoretical mechanism even though the conditions, temperature, molar ratio, solvent polarity, and reactant ratio are varied. The speculated mechanism, involving the unique structure of a dimer with inter-

  所述开环 聚合的p -取代酚系苯并恶嗪是自终止，一旦二聚体形成。该聚合的即使条件，温度，摩尔比，溶剂极性和反应物比率变化，苯并恶嗪单体也不会根据理论机理进行。推测的机理涉及具有分子间和分子内氢键的二聚体的独特结构，用于解释对开环聚合的阻碍作用。在本文中，我们阐明了化合物的立体结构控制反应并阻止理论机理所预期的聚合的重要情况。J.杂环化​​学，（2009）。
• 3,4-Dihydro-1,3,2H-Benzoxazines. Reaction of <i>p</i>-Substituted Phenols with N,N-Dimethylolamines
  作者：W. J. Burke

  DOI：10.1021/ja01170a063

  日期：1949.2
• Selective crown ether based macrocyclization: a model case study from N,N-bis(2-hydroxyalkylbenzyl)alkylamine
  作者：Suwabun Chirachanchai、Thitiporn Rungsimanon、Suttinun Phongtamrug、Mikiji Miyata、Apirat Laobuthee

  DOI：10.1016/j.tet.2009.04.093

  日期：2009.7

  A model case of selective crown ether based macrocycles, i.e., [1+1] or [2+2] macrocycles, obtained from a simple reaction of N,N-bis(2-hydroxyalkylbenzyl)alkylamine, HBA, and ditosylated compounds is proposed. For HBA with the methyl group at ortho and para positions, and at N atom, 1, the reaction between this derivative and the ditosylated compound with three, four, five, or eight atom chain length gives only a [1+1] macrocycle. For HBA with the methyl group at ortho and para positions, but a cyclohexyl group at N atom, 2, the reaction gives both [1+1] and [2+2] macrocyclic types when reacting with the ditosylated compound. The present work indicates that the structure of HBA induces selective macrocyclization to provide both [1+1] and [2+2] macrocycles. (C) 2009 Elsevier Ltd. All rights reserved.
• ——
  作者：S.M. Malathy Sony、M. Kuppayee、M.N. Ponnuswamy、J. Manonmani、M. Kandaswamy、Hoong-Kun Fun

  DOI：10.1023/a:1027481831827

  日期：——

  Structure and conformation of three tridentate ligands are determined. All these three compounds crystallize in different space groups, the details are as follows: Bis[(3,5-dimethyl, 2-hydroxy)-2'-hydroxy-5'-methoxy]benzylcyclohexylamine (DHBC): monoclinic I2/a (a = 17.691(1) Angstrom, b = 9.707(1) Angstrom, c = 24.235(2) Angstrom, beta = 91.028(1)degrees); bis[(3,5-dimethyl, 2-hydroxy)-2'-hydroxy-5'-bromo]benzylcyclohexylamine (DHBrBC): tetragonal P4(1)2(1)2(a = b = 12.1138(1) Angstrom, c = 28.485(1) Angstrom, and bis[(3,5-dimethyl, 2-hydroxy)-2'-hydroxy-5'-bromo]benzylmethylamine (DHBrBM): triclinic P (1) over bar (a = 5.228(1) Angstrom, b = 12.364(1) Angstrom, c = 13.234(1) Angstrom, alpha = 94.04(1)degrees, beta = 95.72(1); degrees gamma = 95.90(1)degrees). The cyclohexane rings in DHBC and DHBrBC assume chair conformation. Both the phenyl rings are planar in all the molecules and orient at angles of 75.5(1)degrees, 62.2(1)degrees, and 53.9(2)degrees, respectively with each other. The bond angles around N atom show the sp(3) character. Inter- and intramolecular O - H ... N and O - H ... O types of hydrogen bondings stabilize the molecules in the unit cell in addition to van der Waals forces.
• Lactide Lactone Chain Shuttling Copolymerization Mediated by an Aminobisphenolate Supported Aluminum Complex and Al(O<i>i</i>Pr)₃: Access to New Polylactide Based Block Copolymers
  作者：Julie Meimoun、Choltirosn Sutapin、Grégory Stoclet、Audrey Favrelle、Pascal Roussel、Marc Bria、Suwabun Chirachanchai、Fanny Bonnet、Philippe Zinck

  DOI：10.1021/jacs.1c09744

  日期：2021.12.22