3,4-dihydro-3,6-dimethyl-2H-1,3-benz[e]oxazine | 3534-33-6

• 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-3,6-dimethyl-2H-1,3-benz[e]oxazine
• 英文别名: 3,4-dihydro-3,6-dimethyl-1,3,2H-benzoxazine；3,4-dihydro-3,6-dimethyl-2H-1,3-benzoxazine；3,6-dimethyl-3,4-dihydro-2H-1,3-benzoxazine；3,6-dimethyl-2H,4H-benzo[e]1,3-oxazine；3,4-dihydro-2-H-1,3-benzoxazine；3,6-dimethyl-3,4-dihydro-2H-benzo[e][1,3]oxazine；3,6-dimethyl-2,4-dihydro-1,3-benzoxazine
• CAS: 3534-33-6
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: ADAZZKLMXVYOLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3,4-dihydro-3,6-dimethyl-2H-1,3-benz[e]oxazine 在 甲酸 作用下， 以89%的产率得到2-[(二甲氨基)甲基]-4-甲基苯酚
  参考文献：
  名称：

  The First Enantioselective Syntheses of Axially Chiral Enantiomerically Pure Calix[4]resorcinarene Derivatives

  摘要：

  DOI：

  10.1021/ja990819g
• 作为产物：
  描述：

  6-methyl-3-[(1R)-1-phenylethyl]3,4-dihydro-2H-1,3-benz[e]oxazine 在 palladium dihydroxide 甲酸 、 氢气 作用下， 生成 3,4-dihydro-3,6-dimethyl-2H-1,3-benz[e]oxazine
  参考文献：
  名称：

  The First Enantioselective Syntheses of Axially Chiral Enantiomerically Pure Calix[4]resorcinarene Derivatives

  摘要：

  DOI：

  10.1021/ja990819g

文献信息

• Retro-Mannich reactions of 3-alkyl-3,4-dihydro-2H-1,3-benz[e]oxazines and the synthesis of axially chiral resorcinarenes
  作者：Philip C.Bulman Page、Harry Heaney、Matthew J. McGrath、Edward P. Sampler、Robert F. Wilkins

  DOI：10.1016/s0040-4039(03)00393-9

  日期：2003.3

  4-dihydro-2H-1,3-benz[e]oxazines into 2-N,N-dialkylaminomethylphenol derivatives, using morpholine and other high boiling secondary amines, have been identified and characterised. Additional experiments have established the involvement of o-quinone methide intermediates in the retro-Mannich reactions. Axially chiral resorcinarenes have been prepared by utilising the exchange reactions.

  已经确定了使用吗啉和其他高沸点仲胺将3-烷基-3,4-二氢-2 H -1,3-苯并[ e ]恶嗪转化为2- N，N-二烷基氨基甲基苯酚衍生物的中间体。和表征。另外的实验已经确定了邻-醌甲基化物中间体参与了逆曼尼希反应。通过利用交换反应已经制备了轴向手性间苯二芳烃。
• 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）。
• Fast-curing benzoxazine compounds
  申请人：Henkel AG & Co. KGaA

  公开号：EP2314579A1

  公开（公告）日：2011-04-27

  The present invention relates to a specific benzoxazine compound A of formula (I), wherein q is an integer from 1 to 4, M is hydrogen, a monovalent cation, or an equivalent of a polyvalent cation, Z is selected from the group consisting of a direct bond (when q is 2), hydrogen (when q is 1), alkyl (when q is 1), alkylene (when q is 2 to 4), carbonyl (when q is 2), oxygen (when q is 2), thiol (when q is 1), sulfur (when q is 2), sulfoxide (when q is 2), and sulfone (when q is 2), R6 is a linear or branched divalent alkylene group, comprising 1 to 15 carbon atoms, which may be interrupted by one or more heteroatom(s), selected from oxygen, nitrogen and sulfur, and R5 is selected from hydrogen, halogen, alkyl, alkenyl or R5 is a divalent residue creating a naphthoxazine residue out of the benzoxazine structure. A further object of the present invention is a polymerizable composition and a cured product obtained from the polymerizable composition, wherein said composition comprises at least one benzoxazine compound A and at least one benzoxazine compound B, which is different from benzoxazine compound A.

  本发明涉及一种特定的苯并噁啉化合物A，其化学式为(I)，其中q为1到4的整数，M为氢、一价阳离子或多价阳离子的等价物，Z选自以下组成的一组：直接键（当q为2时）、氢（当q为1时）、烷基（当q为1时）、烷烃（当q为2到4时）、酰基（当q为2时）、氧（当q为2时）、硫醇（当q为1时）、硫（当q为2时）、亚砜（当q为2时）和砜（当q为2时），R6为线性或支链的二价烷基烷基，包括1到15个碳原子，可以被一个或多个氧、氮和硫等杂原子打断，R5选自氢、卤素、烷基、烯基或R5是一个二价残基，使苯并噁啉结构变为萘噁啉残基。本发明的另一个目的是一种可聚合的组合物和从该可聚合组合物获得的固化产物，其中所述组合物至少包括一种苯并噁啉化合物A和至少一种与苯并噁啉化合物A不同的苯并噁啉化合物B。
• [EN] POLYMERIZABLE BENZOXAZINE COMPOSITIONS<br/>[FR] COMPOSITIONS POLYMÉRISABLES DE BENZOXAZINE
  申请人：HENKEL AG & CO KGAA

  公开号：WO2010018198A1

  公开（公告）日：2010-02-18

  The present invention relates to polymerizable compositions, comprising at least two specific benzoxazines and to cured products obtained from the polymerizable compositions. More particularly, the present invention relates to increasing the polymerization rate of polymerizable compositions via incorporation of at least one specific benzoxazine.

  本发明涉及可聚合组合物，包括至少两种特定苯并噁嗪，并且涉及从这些可聚合组合物获得的固化产品。更具体地说，本发明涉及通过引入至少一种特定苯并噁嗪来提高可聚合组合物的聚合速率。
• Crystal structure and novel solid-state fluorescence behavior of the model benzoxazine monomer: 3,4-Dihydro-3,6-dimethyl-1,3,2H-benzoxazine
  作者：Worawat Wattanathana、Sutharat Nonthaglin、Chatchai Veranitisagul、Nattamon Koonsaeng、Apirat Laobuthee

  DOI：10.1016/j.molstruc.2014.05.057

  日期：2014.9

  Abstract Solid-state fluorescent behavior of the model benzoxazine monomer, 3,4-dihydro-3,6-dimethyl-1,3,2H-benzoxazine denoted as MM, was firstly reported. Three characteristic fluorescence peaks were observed, i.e., (1) the ultraviolet peak at 317 nm with the excitation wavelength of 258 nm, (2) the blue emission peak at 450 nm with the excitation wavelength of 324 nm and (3) the other blue fluorescent

  摘要 首次报道了模型苯并恶嗪单体3,4-二氢-3,6-二甲基-1,3,2H-苯并恶嗪(MM)的固态荧光行为。观察到三个特征荧光峰，即（1）317 nm处的紫外峰，激发波长为258 nm；（2）450 nm处的蓝色发射峰，激发波长为324 nm；（3）另一个蓝色发射峰。激发波长为 360 nm，荧光峰在 454 nm。已证明苯并恶嗪核心负责蓝光的荧光，因为在具有与苯并恶嗪单体 MM 相同部分的开环苯并恶嗪二聚体中不存在发射峰。