5,5-dimethyl-3-phenylmorpholin-2-one | 70679-27-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,5-dimethyl-3-phenylmorpholin-2-one
• 英文别名: 5,5-dimethyl-3-phenyl-2-morpholone
• CAS: 70679-27-5
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: WBWAIHXTMIYLNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 5,5-dimethyl-3-phenylmorpholin-2-one 反应 20.0h， 生成 methyl 2-phenyl-2-(1,1-dimethyl-2-hydroxyethyl)aminoacetate
  参考文献：
  名称：

  Electron-transfer chemistry of the merostabilized 3,5,5-trimethyl-2-morpholinon-3-yl radical

  摘要：

  DOI：

  10.1021/ja00394a020
• 作为产物：
  描述：

  5,5-二甲基-3-苯基-2-吗啉-3-基 以 甲醇 为溶剂， 生成 5,5-dimethyl-3-phenylmorpholin-2-one
  参考文献：
  名称：

  Electron-transfer chemistry of the merostabilized 3,5,5-trimethyl-2-morpholinon-3-yl radical

  摘要：

  DOI：

  10.1021/ja00394a020

文献信息

• Polysubstituted 2-morpholones
  申请人：The B. F. Goodrich Company

  公开号：US05089614A1

  公开（公告）日：1992-02-18

  An essentially single stage reaction has been discovered in which a disubstituted ethanolamine, that is, a 2,2'-substituted-2-aminoethanol, may be reacted with a haloform and a carbonyl containing compound selected from the group consisting of monoketones and benzaldehyde, in the presence of an alkali metal hydroxide, and optionally in the presence of a phase transfer catalyst, to produce an alkali metal hydroxyethylaminoacetate ("HEAA") which has N-adjacent C atoms on which there are a total of at least three substituents (hence "polysubstituted"), and one or both pairs of substituents on each N-adjacent C atom may be cyclized. The HEAA may be cyclized by the action of a mineral acid to produce a 2-morpholone hydrochloride which is characterized by having a total of at least three substituents on the N-adjacent C atoms of the ring. The 2-morpholone so produced may be reduced to a polysubstituted aminodiol. The aminodiol so produced may be cyclized with an alkane sulfonic acid to yield a polysubstituted morpholine which could not otherwise have been made. The aminodiol may also be alkylated to produce diethers with polysubstituted N-adjacent C atoms. If the aminodiol is tosylated, a polysubstituted crown ether is produced with plural polyalkylene groups. The foregoing HEAA and related compounds are used as u-v light stabilizers in novel compositions in which a small but effective amount of one or more of the HEAA and related compounds is incorporated, in an amount sufficient to produce desirable stabilization against degradation by u-v light in a wide variety of organic materials.

  一项基本上是单阶段反应的发现，其中可以将二取代乙醇胺（即2,2'-取代-2-氨基乙醇）与卤代甲烷和含有羰基的化合物（选自单酮和苯甲醛组）在碱金属氢氧化物的存在下反应，并在需要时在相转移催化剂的存在下，产生一种具有N-相邻C原子的碱金属羟乙基氨基乙酸（“HEAA”），在每个N-相邻C原子的一对或两对取代基可以环化。HEAA可以通过矿酸的作用而环化，产生一种2-吗啉酮盐酸盐，其特点是在环上的N-相邻C原子上至少有三个取代基。所产生的2-吗啉酮可以还原为多取代氨基醇。所产生的氨基醇可以与烷基磺酸环化，产生一种无法以其他方式制备的多取代吗啉。氨基醇也可以烷基化，以产生具有多取代N-相邻C原子的双醚。如果氨基醇被甲烷磺酸酯化，将产生一种具有复数聚乙烯基团的多取代冠醚。上述HEAA和相关化合物被用作新颖组合物中的紫外光稳定剂，在其中，一个或多个HEAA和相关化合物的少量但有效量被纳入，以产生对各种有机材料的紫外光降解的理想稳定化。
• US4528370A
  申请人：——

  公开号：US4528370A

  公开（公告）日：1985-07-09
• US4914232A
  申请人：——

  公开号：US4914232A

  公开（公告）日：1990-04-03
• US5089614A
  申请人：——

  公开号：US5089614A

  公开（公告）日：1992-02-18
• Electron-transfer chemistry of the merostabilized 3,5,5-trimethyl-2-morpholinon-3-yl radical
  作者：John M. Burns、Donald L. Wharry、Tad H. Koch

  DOI：10.1021/ja00394a020

  日期：1981.2