1-phenyl-2-(1-phenylbut-3-en-1-yl)hydrazine | 396717-13-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-2-(1-phenylbut-3-en-1-yl)hydrazine
• 英文别名: 1-Phenyl-2-(1-phenylbut-3-enyl)hydrazine
• CAS: 396717-13-8
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: IENSLNJTALWTDM-UHFFFAOYSA-N

物化性质

• 沸点：
  275.1±29.0 °C(Predicted)
• 密度：
  1.065±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-2-(1-phenylbut-3-en-1-yl)hydrazine 在 偶氮二异丁腈 、 三正丁基氢锡 、 sodium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 24.0h， 生成 5-methyl-1,3-diphenyl-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  Synthesis of pyrazolidine, 1-pyrazoline, 2-pyrazoline derivatives by selenium-induced cyclization of homoallylhydrazines

  摘要：

  The PhSeBr-induced cyclization of N'-but-3-en-1-yl ethoxycarbonylhydrazines 1, phenylhydrazines 2 and dimethylhydrazines 3 has been studied. A 5-exo-trig ring closure occurred in each case and phenylselanyimethyl-pyrazolidines 4, 2-pyrazolines 5 and 10, 1-pyrazolines 8 and pyrazolidinium bromides 11 were synthesized. Radical deselenenylation has allowed the preparation of 5-methylpyrazolidines 12 and 5-methyl-2-pyrazolines 13 and 14. Decomposition of the dibromoselenuranes derived from 2-pyrazolines 5 and 10 afforded bromomethyl derivatives. With 1-phenyl-2-pyrazolines 10, an electrophilic p-halogenation of the phenyl nucleus was observed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01064-x
• 作为产物：
  描述：

  3-溴丙烯 、 苯甲醛苯腙 在 indium 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以85%的产率得到1-phenyl-2-(1-phenylbut-3-en-1-yl)hydrazine
  参考文献：
  名称：

  Indium mediated allylation of CN compounds in aqueous media

  摘要：

  DOI：

  10.1016/s0040-4039(00)01676-2

文献信息

• Microwave-induced organometallic reactions in aqueous media. Use of Ga and Bi for the allylation of aromatic N-oxides and hydrazones
  作者：Dhrubojyoti D. Laskar、Mukut Gohain、Dipak Prajapati、Jagir S. Sandhu

  DOI：10.1039/b108525p

  日期：2002.2.11

  Homoallylic hydroxylamines and homoallylic hydrazides were synthesised in excellent yields by the reaction of allylgallium or allylbismuth reagent, generated in situ in the presence of 0.1 equivalent of NH4Cl–Bu4NBr, with aldonitrones and hydrazones in aqueous media. The reaction rate can be increased dramatically under microwave activation.

  烯丙基镓或烯丙基铋试剂在 0.1 等量的 NH4Cl-Bu4NBr 存在下原位生成，在水介质中与醛酮和肼反应合成了均烯丙基羟胺和均烯丙基肼，产量极高。在微波活化条件下，反应速率可显著提高。
• Organometallic reaction in aqueous media. A samarium induced, efficient, synthesis of homoallyl hydroxylamines and hydrazides
  作者：Dhrubojyoti D Laskar、Dipak Prajapati、Jagir S Sandhu

  DOI：10.1016/s0040-4039(01)01637-9

  日期：2001.10

  Samarium can be used directly for the allylation of aldonitrones and hydrazones in aqueous media in the presence of Bu4NBr. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Indium mediated allylation of CN compounds in aqueous media
  作者：H.M Sampath Kumar、S Anjaneyulu、E Jagan Reddy、J.S Yadav

  DOI：10.1016/s0040-4039(00)01676-2

  日期：2000.11
• Synthesis of pyrazolidine, 1-pyrazoline, 2-pyrazoline derivatives by selenium-induced cyclization of homoallylhydrazines
  作者：Michaël Ternon、Francis Outurquin、Claude Paulmier

  DOI：10.1016/s0040-4020(01)01064-x

  日期：2001.12

  The PhSeBr-induced cyclization of N'-but-3-en-1-yl ethoxycarbonylhydrazines 1, phenylhydrazines 2 and dimethylhydrazines 3 has been studied. A 5-exo-trig ring closure occurred in each case and phenylselanyimethyl-pyrazolidines 4, 2-pyrazolines 5 and 10, 1-pyrazolines 8 and pyrazolidinium bromides 11 were synthesized. Radical deselenenylation has allowed the preparation of 5-methylpyrazolidines 12 and 5-methyl-2-pyrazolines 13 and 14. Decomposition of the dibromoselenuranes derived from 2-pyrazolines 5 and 10 afforded bromomethyl derivatives. With 1-phenyl-2-pyrazolines 10, an electrophilic p-halogenation of the phenyl nucleus was observed. (C) 2001 Elsevier Science Ltd. All rights reserved.