2-phenyl-2-(phenylamino)-1-(p-tolyl)ethanone | 172265-06-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-phenyl-2-(phenylamino)-1-(p-tolyl)ethanone
• 英文别名: α-anilino-4-methyl-deoxybenzoin；α-Anilino-4-methyl-desoxybenzoin；1-(4-Methylphenyl)-2-phenyl-2-(phenylamino)ethan-1-one；2-anilino-1-(4-methylphenyl)-2-phenylethanone
• CAS: 172265-06-4
• 化学式: C₂₁H₁₉NO
• 分子量: 301.388
• InChiKey: PQKMGVHBKDHJDQ-UHFFFAOYSA-N

物化性质

• 熔点：
  137 °C
• 沸点：
  490.8±33.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-2-(phenylamino)-1-(p-tolyl)ethanone 在 苯胺氢溴酸盐 作用下， 生成 2-phenyl-3-(p-tolyl)-1H-indole
  参考文献：
  名称：

  169. 从苯甲酰基胺形成吲哚的机制。第二部分。苯甲酰基-N-烷基芳基胺的稳定性和反应

  摘要：

  DOI：

  10.1039/jr9480000847
• 作为产物：
  描述：

  N-苄叉苯胺 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 0.03h， 生成 2-phenyl-2-(phenylamino)-1-(p-tolyl)ethanone
  参考文献：
  名称：

  Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones

  摘要：

  Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding alpha-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield. The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation. Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), alpha-hydroxyalkyl (12 and 13), alpha-aminoalkyl (14) and acyl(15) substituents.

  DOI：

  10.1021/jo00128a039

文献信息

• Struktur und reaktivität aliphatischer diazoverbindungen—IX
  作者：W. Jugelt、D. Schmidt

  DOI：10.1016/s0040-4020(01)82670-3

  日期：——

  Hammett relationship for both reaction series VI and VII. However the reaction constants ϱ are different in sign. The thermal decomposition in dioxan-water mixtures yields diphenylacetic acid and the benzoin ester of diphenylacetic acid. The rate of thermolysis increases rapidly with increasing dielectric constant of the solvent mixture. No apparent solvent deuterium isotope effect was observed within

  phenylbenzoyldiazomethane及其同分异构体的取代衍生物的VIa-G和的VIIa-E（热沃尔夫重排反应p -OCH 3，p -C 2 ħ 5，p -CH 3，p -F，p -Cl，p -Br和p -在胺的存在下在二正丁基醚中的NO 2）产生相应的二苯基乙酰胺和去甲胺。在60°至95°的温度范围内，反应是α-二氮酮的一级动力学反应。在存在或不存在亲核反应物的情况下，热解以大约相同的速率进行。速率常数k1与胺的浓度和碱度无关。通过比较N，N- dideuteroaniline与氕化合物同位素效应ķ 1 d / ķ 1 ħ被发现是大约1上的热解的反应速率上的取代基影响对可以通过反应系列VI和VII的哈米特关系将取代的苯基苯甲酰基重氮甲烷相关联。但是，反应常数ϱ的符号不同。在二恶烷-水混合物中热分解产生二苯乙酸和二苯乙酸的安息香酯。随着溶剂混合物的介电常数的增加，热分解速率迅速
• Base-catalyzed Rearrangement of a-Benzotriazolyl Alkoxide Anions: Synthesis of One-Carbon Homologateda-Substituted Alkyl Ketones
  作者：Alan R. Katritzky、Zhongxing Zhang、Hengyuan Lang、Linghong Xie

  DOI：10.3987/com-96-s(n)1

  日期：——
• Benzotriazole-Mediated Conversions of Aromatic and Heteroaromatic Aldehydes to Functionalized Ketones
  作者：Alan R. Katritzky、Hengyuan Lang、Zuoquan Wang、Zhongxing Zhang、Huimin Song

  DOI：10.1021/jo00128a039

  日期：1995.11

  Aromatic and heteroaromatic aldehydes reacted with benzotriazole and triethyl orthoformate in THF to give the corresponding alpha-(benzotriazol-1-yl)aryl ethyl ethers 7 in good yield. The novel acyl anion precursors 7 underwent smooth lithiation at the methine group followed by trapping with alkyl halides, aldehydes, ketones, and imines to yield the expected substituted intermediates of type 9, which were hydrolyzed under mild conditions without isolation. Benzaldehyde, methyl-, chloro-, and methoxy-substituted benzaldehydes, 1-naphthalenecarboxaldehyde, 2- and 3-furaldehydes, 2- and 3-thiophenecarboxaldehydes, and 2-pyridinecarboxaldehyde were all transformed in this manner into a variety of aryl and heteroaryl ketones with alkyl (10), alpha-hydroxyalkyl (12 and 13), alpha-aminoalkyl (14) and acyl(15) substituents.
• 169. The mechanism of indole formation from phenacylarylamines. Part II. The stability and reactions of phenacyl-N-alkylarylamines
  作者：Fred Brown、Frederick G. Mann

  DOI：10.1039/jr9480000847

  日期：——