3,6-二甲基-1H-吡嗪-2-酮 | 16289-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 3,6-二甲基-1H-吡嗪-2-酮
• 英文名称: 2-Hydroxy-3,6-dimethylpyrazin
• 英文别名: 2-hydroxy-3,6-dimethylpyrazine；3-Hydroxy-2,5-dimethyl-pyrazin；3,6-dimethyl-1H-pyrazin-2-one
• CAS: 16289-18-2
• 化学式: C₆H₈N₂O
• 分子量: 124.142
• InChiKey: IUNWZLUSFPXBIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  207 °C (sublm)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,6-二甲基-1H-吡嗪-2-酮 在 吡啶 、 溴 、 溶剂黄146 、 三氯氧磷 作用下， 生成 2,5-二氯-3,6-二甲基吡嗪
  参考文献：
  名称：

  Displacements and Nuclear Substitutions on Hydroxypyrazines

  摘要：

  DOI：

  10.1021/ja01597a057
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 3,6-二甲基-1H-吡嗪-2-酮
  参考文献：
  名称：

  Tschitschibabin; Schtschukina, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1930, vol. 62, p. 1189,1193

  摘要：

  DOI：

文献信息

• Isolation and Identification of 2-Methoxy-3,5-dimethylpyrazine, a Potent Musty Compound from Wine Corks
  作者：Robert F. Simpson、Dimitra L. Capone、Mark A. Sefton

  DOI：10.1021/jf049484z

  日期：2004.8.1

  5-dimethylpyrazine is an extremely potent compound with an unpleasant, musty, moldy aroma and an aroma threshold in a white wine of 2.1 ng/L. While its contribution to the frequency and intensity of cork taint in bottled wine is yet to be established, it has been assessed by some wine industry personnel as second only to 2,4,6-trichloroanisole as a cause of cork taint in Australian wine.

  在葡萄酒瓶塞的行业评估中，明显地带有“真菌必不可少”的污染的化合物被鉴定为2-甲氧基-3,5-二甲基吡嗪。在气相色谱/气味分析的基础上进行鉴定，使用微量制备技术收集材料，确定所收集材料的化学性质，并通过气相色谱/质谱法与由2-羟基-3合成的真实样品进行比较， 5-二甲基吡嗪。2-甲氧基-3,5-二甲基吡嗪是一种非常有效的化合物，具有令人不快，发霉，发霉的香气，在白葡萄酒中的香气阈值为2.1 ng / L。尽管它对瓶装葡萄酒中软木塞味的频率和强度的贡献尚待确定，但一些葡萄酒行业人员将其评估为仅次于2,4，
• 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazines
  申请人：Merck Sharp & Dohme (I.A.) Corporation

  公开号：US03946009A1

  公开（公告）日：1976-03-23

  2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing .beta.-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxy-methyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.

  本文介绍了具有β-肾上腺素受体阻滞特性的2-(3-取代氨基-2-羟基丙氧基)-3-取代吡嗪化合物，其中5和/或6位上可能有取代基。该产品是通过2-氯（或羟基）吡嗪与5-羟甲基（或磺酸氧甲基）噁唑烷的反应制备，然后进行酸水解。
• 2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine
  申请人：Merck Sharp & Dohme (I.A.) Corp.

  公开号：US04193995A1

  公开（公告）日：1980-03-18

  2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing .beta.-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro(or hydroxy)pyrazine with a 5-hydroxymethyl(or sulfonyloxymethyl)oxazolidine followed by acid hydrolysis.

  本文描述了具有β-肾上腺素受体阻滞性质的2-（3-取代氨基-2-羟基丙氧基）-3-取代吡嗪化合物，可在5和/或6位置具有取代基。该产品是通过将2-氯（或羟基）吡嗪与5-羟甲基（或磺酰氧甲基）噁唑烷反应，随后进行酸水解制备的。
• 2-(3-Substituted amino-2-hydroxypropoxy)-3-piperidino pyrazines for use
  申请人：Merck, Sharp & Dohme (I.A.) Corp.

  公开号：US04343802A1

  公开（公告）日：1982-08-10

  2-(3-Substituted amino-2-hydroxypropoxy)-3-substituted pyrazine compounds optionally having substituents in the 5 and/or 6 positions, possessing .beta.-adrenergic blocking properties are described. The products are prepared by reaction of a 2-chloro (or hydroxy) pyrazine with a 5-hydroxymethyl (or sulfonyloxymethyl) oxazolidine followed by acid hydrolysis.

  本文介绍了2-(3-取代氨基-2-羟基丙氧基)-3-取代吡嗪化合物，可在5和/或6位置具有取代基，具有β-肾上腺素能阻滞特性。该产品是通过将2-氯（或羟基）吡嗪与5-羟甲基（或磺酰氧甲基）噁唑烷反应，然后进行酸水解制备的。
• Process for the preparation of heterocyclic styryl compounds and reaction products
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0240011A2

  公开（公告）日：1987-10-07

  Heterocyclic compounds having the formula where R is hydrogen. methyl or ethyl R, independently in each occurrence is hydrogen, alkyl group of 1-4 carbons, and -C(R):CH-Q n is a number having an average value from 0 to 5 Q has the formula Z is = 0, = S, or = N-R2 R is selected from hydrogen, alkyl, aryl, alkaryl, and aralkyl is a monocyclic or bicyclic heterocyclic ring selected from the group consisting of pyridine, pyrazine, pyridazine, pyrimidine, quinoline, isoquinoline, quinoxaline, quinazoline and phthalazine x is 1 to 3 with the proviso that when n is zero, the heterocyclic ring has at least two -C(R):CH-Q groups are prepared by condensing nitrogen heterocyclic compounds such as trimethyl pyridine with dialdehydes and heterocyclic aldehydes such as furfural. These can be further reacted and chain extended with bismaleimides or polymaleimides. The compounds and their reaction products are useful to make heat resistant composites with various fibers such as graphite fibers.

  具有以下式子的杂环化合物 其中 R 为氢、甲基或乙基 每次独立出现的 R 分别为氢、1-4 个碳原子的烷基和-C(R):CH-Q n 是一个平均值为 0 至 5 的数字 Q 的式子为 Z 是＝0、＝S 或＝N-R2 R 选自氢、烷基、芳基、烷芳基和芳烷基 是单环或双环杂环，选自由吡啶、吡嗪、哒嗪、嘧啶、喹啉、异喹啉、喹喔啉、喹唑啉和酞嗪组成的组 x 为 1 至 3 但当 n 为零时，杂环至少有两个 -C(R):CH-Q 基团 通过将含氮杂环化合物（如三甲基吡啶）与二醛和杂环醛（如糠醛）缩合制备。这些化合物可与双马来酰亚胺或聚马来酰亚胺进一步反应和扩链。这些化合物及其反应产物可与各种纤维（如石墨纤维）制成耐热复合材料。

表征谱图