1-(4-乙基苯甲酰基)-2-叔丁基肼 | 139303-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-乙基苯甲酰基)-2-叔丁基肼
• 中文别名: 苯甲酸,4-乙基-,2-(1,1-二甲基乙基)酰肼
• 英文名称: 1-(4-ethylbenzoyl)-2-t-butyl hydrazine
• 英文别名: 1-(4-Ethylbenzoyl)-2-t-butylhydrazine；1-(4-Ethylbenzoyl)-2-tert-butyl Hydrazine；N'-tert-butyl-4-ethylbenzohydrazide
• CAS: 139303-74-5
• 化学式: C₁₃H₂₀N₂O
• 分子量: 220.315
• InChiKey: YKWLOFDSMMILOG-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122 °C
• 沸点：
  303.3±25.0 °C(Predicted)
• 密度：
  0.996±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-甲基己酰氯 、 1-(4-乙基苯甲酰基)-2-叔丁基肼 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 48.0h， 生成 N'-tert-butyl-4-ethyl-N'-(5-methylhexanoyl)benzohydrazide
  参考文献：
  名称：

  Molting hormonal and larvicidal activities of aliphatic acyl analogs of dibenzoylhydrazine insecticides

  摘要：

  Dibenzoylhydrazines are the nonsteroidal ecdysone agonists. Using comparative molecular field analysis, we previously found that the alkyl side chain of 20-hydroxyecdysone (20E) is three-dimensionally superposable with one of their two aryl moieties. Td identify the aryl moiety that is better superposable on the alkyl chain, we synthesized compounds in which one of the two aryl groups of tebufenozide (N-t-butyl-N-3,5-dimethylbenzoyl-N'-4-ethylbenzoylhydrazine) is replaced by alkyl groups such as C4H9, C5H11, and C6H13. The molting hormonal activity of these compounds was measured using cultured integuments prepared from rice stem borers, Chile suppressalis Walker, in terms of stimulation of incorporation of N-acetyl-[C-14]glucosamine. N-t-Butyl-N-3,5- dimethylbenzoyl-N'-acylhydrazines with a hexanoyl or heptanoyl group were about 20-fold higher than that of 20E, whereas N-acyl-N-t-butyl-N'-4-ethylbenzoylhydrazines with a hexanoyl or heptanoyl group were much weaker than 20E. Their larvicidal activity wets also measured against rice stem borers. The former series of compounds were much more active than the other series as well as 20E. Thus, the benzoyl moiety of dibenzoylhydrazines, which is bound to the secondary nitrogen atom(-NH-), is replaceable by aliphatic acyl groups without greatly, affecting the biological activities. (C) 1997 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(97)00049-4
• 作为产物：
  描述：

  对乙基苯甲酸 在 sodium hydroxide 、 氯化亚砜 作用下， 以 1,4-二氧六环 为溶剂， 反应 53.0h， 生成 1-(4-乙基苯甲酰基)-2-叔丁基肼
  参考文献：
  名称：

  Molting hormonal and larvicidal activities of aliphatic acyl analogs of dibenzoylhydrazine insecticides

  摘要：

  Dibenzoylhydrazines are the nonsteroidal ecdysone agonists. Using comparative molecular field analysis, we previously found that the alkyl side chain of 20-hydroxyecdysone (20E) is three-dimensionally superposable with one of their two aryl moieties. Td identify the aryl moiety that is better superposable on the alkyl chain, we synthesized compounds in which one of the two aryl groups of tebufenozide (N-t-butyl-N-3,5-dimethylbenzoyl-N'-4-ethylbenzoylhydrazine) is replaced by alkyl groups such as C4H9, C5H11, and C6H13. The molting hormonal activity of these compounds was measured using cultured integuments prepared from rice stem borers, Chile suppressalis Walker, in terms of stimulation of incorporation of N-acetyl-[C-14]glucosamine. N-t-Butyl-N-3,5- dimethylbenzoyl-N'-acylhydrazines with a hexanoyl or heptanoyl group were about 20-fold higher than that of 20E, whereas N-acyl-N-t-butyl-N'-4-ethylbenzoylhydrazines with a hexanoyl or heptanoyl group were much weaker than 20E. Their larvicidal activity wets also measured against rice stem borers. The former series of compounds were much more active than the other series as well as 20E. Thus, the benzoyl moiety of dibenzoylhydrazines, which is bound to the secondary nitrogen atom(-NH-), is replaceable by aliphatic acyl groups without greatly, affecting the biological activities. (C) 1997 by Elsevier Science Inc.

  DOI：

  10.1016/s0039-128x(97)00049-4

文献信息

• Selective acylation of monoalkylhydrazines
  申请人：Rohm and Haas Company

  公开号：US05767314A1

  公开（公告）日：1998-06-16

  A process for selectively monoacylating monoalkylhydrazines by reacting such with trichloromethyl aryl ketones.

  一种通过将三氯甲基芳基酮与单烷基肼选择性地进行单酰化反应的方法。
• Selective acylation of hydrazines
  申请人：Rohm and Haas Company

  公开号：US05675037A1

  公开（公告）日：1997-10-07

  This application relates to a process for selectively monoacylating hydrazines by reacting unsubstituted or monoalkylhydrazines with trichloromethyl aryl ketones.

  本申请涉及一种通过将未取代或单烷基肼与三氯甲基芳基酮反应来选择性地单酰化肼的过程。
• Process for the preparation of monoacylhydrazines using carboxylic acids
  申请人：Dow AgroSciences LLC

  公开号：EP0982292B1

  公开（公告）日：2003-03-26
• Process for preparing 1,2-diacyl-2-t-alkylhydrazides
  申请人：ROHM AND HAAS COMPANY

  公开号：EP0638545B1

  公开（公告）日：1999-10-13
• Process for preparation of 1-acyl-2-substituted-hydrazines
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP0639558B1

  公开（公告）日：1996-10-23