5-acetyl-4-methyl-3-pyridinecarbonitrile | 128395-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-acetyl-4-methyl-3-pyridinecarbonitrile
• 英文别名: 5-Acetyl-4-methylpyridine-3-carbonitrile
• CAS: 128395-97-1
• 化学式: C₉H₈N₂O
• mdl: MFCD18802689
• 分子量: 160.175
• InChiKey: QVBWWYCZHDVRKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲基-5-乙烯基烟腈 在 sodium hydroxide 、 sodium tetrahydroborate 、 高氯酸 、 jones reagent 、 mercury(II) diacetate 作用下， 以 丙酮 为溶剂， 反应 48.0h， 生成 5-acetyl-4-methyl-3-pyridinecarbonitrile
  参考文献：
  名称：

  Oxidation products of 5-ethenyl-4-methyl-3-pyridinecarbonitrile and 2- and 4-methylpyridines

  摘要：

  5-乙烯基-4-甲基-3-吡啶腈1的阴离子在二苯甲酰过氧化物的处理下发生氧化偶联反应，生成1,2-双（5'-乙烯基-3'-氰基-4'-吡啶基）-乙烷2。同时也证明了2-甲基吡啶和4-甲基吡啶的阴离子也会发生氧化偶联反应。然而，在后者情况下，偶联反应伴随着对二苯甲酰过氧化物的羰基进行加成反应。加成产物已被鉴定为苯乙酰吡啶和二吡啶甲基苯醇。通过氧汞化-还原过程对1的乙烯基侧链进行了水合，将次级醇氧化成酮。保护形式下的醇和酮都是生物碱合成中潜在有用的中间体。关键词：氧化偶联，2-和4-甲基吡啶，二苯甲酰过氧化物，氧汞化-还原。

  DOI：

  10.1139/v90-090

文献信息

• SOLUTION-PROCESSABLE ELECTRON-TRANSPORT MATERIALS AND RELATED ORGANIC OPTOELECTRONIC DEVICES
  申请人：through its Center for Commercialization University of Washington

  公开号：US20130285021A1

  公开（公告）日：2013-10-31

  Charge transport compounds are provided. The compounds are useful in optoelectronic devices that include the compounds incorporated as a charge-transport layer. Methods for forming films of the compounds are also provided. Additionally, methods are provided for forming films of a charge-transport layer on an active layer of an optoelectronic device. The films are formed from a solution with solubility orthogonal to the solubility of the active layer, such that the active layer is not solvated during deposition of the charge-transport layer.

  提供了电荷输运化合物。这些化合物在包含它们作为电荷输运层的光电子器件中非常有用。还提供了制备这些化合物薄膜的方法。此外，还提供了在光电子器件的活性层上形成电荷输运层薄膜的方法。这些薄膜是从与活性层溶解度正交的溶液中形成的，因此在沉积电荷输运层时，不会溶解活性层。
• WANG, JAHANGIR JIAN;SMITH, RICHARD W.;MACLEAN, DAVID B.;HOLLAND, HERBERT +, CAN. J. CHEM., 68,(1990) N, C. 587-591
  作者：WANG, JAHANGIR JIAN、SMITH, RICHARD W.、MACLEAN, DAVID B.、HOLLAND, HERBERT +

  DOI：——

  日期：——
• US9172049B2
  申请人：——

  公开号：US9172049B2

  公开（公告）日：2015-10-27
• [EN] SOLUTION-PROCESSABLE ELECTRON-TRANSPORT MATERIALS AND RELATED ORGANIC OPTOELECTRONIC DEVICES<br/>[FR] MATÉRIAUX DE TRANSPORT D'ÉLECTRONS POUVANT ÊTRE TRAITÉS EN SOLUTION, ET DISPOSITIFS OPTOÉLECTRONIQUES ORGANIQUES CORRESPONDANTS
  申请人：UNIV WASHINGTON CT COMMERCIALI

  公开号：WO2012024132A2

  公开（公告）日：2012-02-23

  Charge transport compounds are provided. The compounds are useful in optoelectronic devices that include the compounds incorporated as a charge-transport layer. Methods for forming films of the compounds are also provided. Additionally, methods are provided for forming films of a charge-transport layer on an active layer of an optoelectronic device. The films are formed from a solution with solubility orthogonal to the solubility of the active layer, such that the active layer is not solvated during deposition of the charge-transport layer.
• Oxidation products of 5-ethenyl-4-methyl-3-pyridinecarbonitrile and 2- and 4-methylpyridines
  作者：Jahangir、Jian Wang、Richard W. Smith、David B. MacLean、Herbert L. Holland

  DOI：10.1139/v90-090

  日期：1990.4.1

  The anion of 5-ethenyl-4-methyl-3-pyridinecarbonitrile 1 undergoes oxidative coupling on treatment with dibenzoyl peroxide affording 1,2-bis-(5′-ethenyl-3′-cyano-4′-pyridyl)-ethane, 2. It is also shown that the anions of 2- and 4-methylpyridine undergo oxidative coupling. In the latter case, however, the coupling reaction is accompanied by addition to the carbonyl group of dibenzoyl peroxide. The addition products have been identified as phenacyl pyridines and dipicolyl phenyl carbinols. The ethenyl side chain of 1 has been hydrated by way of the oxymercuration–reduction process and the secondary alcohol oxidized to a ketone. Both the alcohol and ketone in protected form are potentially useful intermediates in alkaloid synthesis. Keywords: oxidative coupling, 2- and 4-methylpyridines, dibenzoyl peroxide, oxymercuration–reduction.

  5-乙烯基-4-甲基-3-吡啶腈1的阴离子在二苯甲酰过氧化物的处理下发生氧化偶联反应，生成1,2-双（5'-乙烯基-3'-氰基-4'-吡啶基）-乙烷2。同时也证明了2-甲基吡啶和4-甲基吡啶的阴离子也会发生氧化偶联反应。然而，在后者情况下，偶联反应伴随着对二苯甲酰过氧化物的羰基进行加成反应。加成产物已被鉴定为苯乙酰吡啶和二吡啶甲基苯醇。通过氧汞化-还原过程对1的乙烯基侧链进行了水合，将次级醇氧化成酮。保护形式下的醇和酮都是生物碱合成中潜在有用的中间体。关键词：氧化偶联，2-和4-甲基吡啶，二苯甲酰过氧化物，氧汞化-还原。