N-((4-甲氧基苯基)甲氧基)-乙酰胺 | 23993-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: N-((4-甲氧基苯基)甲氧基)-乙酰胺
• 中文别名: 2(3H)-苯并呋喃酮,7-(1,1-二甲基乙基)-5-乙基-
• 英文名称: p-methoxybenzyl acetohydroxamate
• 英文别名: N-Acetyl-O-(p-methoxybenzyl)-hydroxylamin；Acetamide, N-((4-methoxyphenyl)methoxy)-；N-[(4-methoxyphenyl)methoxy]acetamide
• CAS: 23993-49-9
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: RDSUGUYIRHIUJH-UHFFFAOYSA-N

物化性质

• 熔点：
  88-89 °C
• 沸点：
  140 °C(Press: 0.15 Torr)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-((4-甲氧基苯基)甲氧基)-乙酰胺 在 lead(IV) acetate 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 N,N'-diacetyl-N,N'-di-(p-methoxybenzyloxy)hydrazine
  参考文献：
  名称：

  HERON rearrangement of N,N?-diacyl-N,N?-dialkoxyhydrazines ? a theoretical and experimental study

  摘要：

  Ab initio calculations at the B3LYP/6-31G* level on N-methoxy-N-dimethylaminoformamide and its rearrangement to methyl formate and 1,1-dimethyldiazene through the HERON reaction, have been carried out in conjunction with an experimental study of the HERON reactions of N,N'-diacyl-N,N'-dialkoxyhydrazines. Substituent effects are in accord with the theoretical properties of the transition state and point to an anomerically driven process in which donor groups on the anomeric nitrogen and withdrawing groups on the migrating alkoxy oxygen facilitate the rearrangement process. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01151-x
• 作为产物：
  描述：

  乙酰氧肟酸 、 4-甲氧基氯苄 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以8.8%的产率得到N-((4-甲氧基苯基)甲氧基)-乙酰胺
  参考文献：
  名称：

  HERON rearrangement of N,N?-diacyl-N,N?-dialkoxyhydrazines ? a theoretical and experimental study

  摘要：

  Ab initio calculations at the B3LYP/6-31G* level on N-methoxy-N-dimethylaminoformamide and its rearrangement to methyl formate and 1,1-dimethyldiazene through the HERON reaction, have been carried out in conjunction with an experimental study of the HERON reactions of N,N'-diacyl-N,N'-dialkoxyhydrazines. Substituent effects are in accord with the theoretical properties of the transition state and point to an anomerically driven process in which donor groups on the anomeric nitrogen and withdrawing groups on the migrating alkoxy oxygen facilitate the rearrangement process. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01151-x

文献信息

• Synthesis and antibacterial activity of cephalosporins having hydroxamic acid at C-7 position
  作者：Myoung Goo Kim、Jae Chul Jung、Moo Je Sung、Young Key Choi、Sang Geun An、Se-Jong Lee、Geal-Jung Yoon、Myung Hwan Park

  DOI：10.1016/0960-894x(96)00381-2

  日期：1996.9

  The synthesis and in vitro activity of cephalosporins with hydroxamic acid at the 7-position are described. Anti-pseudomonal activity of the compound 11a was shown to be comparable to that of ceftazidime. Especially, the compound 11a exhibited good activity against Gram-positive bacteria including Streptococcus pneumoniae and Staphylococcus aureus. Copyright (C) 1996 Elsevier Science Ltd
• COOLEY J. H.; JACOBS P. T., J. ORG. CHEM. <JOCE-AH>, 1975, 40, NO 5, 552-557
  作者：COOLEY J. H.、 JACOBS P. T.

  DOI：——

  日期：——
• HERON rearrangement of N,N?-diacyl-N,N?-dialkoxyhydrazines ? a theoretical and experimental study
  作者：Stephen A. Glover、Guoning Mo、Arvi Rauk

  DOI：10.1016/s0040-4020(98)01151-x

  日期：1999.3

  Ab initio calculations at the B3LYP/6-31G* level on N-methoxy-N-dimethylaminoformamide and its rearrangement to methyl formate and 1,1-dimethyldiazene through the HERON reaction, have been carried out in conjunction with an experimental study of the HERON reactions of N,N'-diacyl-N,N'-dialkoxyhydrazines. Substituent effects are in accord with the theoretical properties of the transition state and point to an anomerically driven process in which donor groups on the anomeric nitrogen and withdrawing groups on the migrating alkoxy oxygen facilitate the rearrangement process. (C) 1999 Elsevier Science Ltd. All rights reserved.