6-Methyl-4-isovalerylpyrimidine | 155806-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-Methyl-4-isovalerylpyrimidine
• 英文别名: 3-Methyl-1-(6-methylpyrimidin-4-yl)butan-1-one
• CAS: 155806-67-0
• 化学式: C₁₀H₁₄N₂O
• 分子量: 178.234
• InChiKey: YNZXKMVLEIFYRV-UHFFFAOYSA-N

物化性质

• 沸点：
  288.4±20.0 °C(predicted)
• 密度：
  1.026±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Methyl-4-isovalerylpyrimidine 在 sodium hydroxide 作用下， 以 甲醇 、 叔丁醇 、 苯 为溶剂， 反应 50.0h， 生成 2,2-Dimethyl-1-(6-methylpyrimidin-4-yl)propan-1-one
  参考文献：
  名称：

  Substituent Effects on Photochemical Hydrogen Abstraction in 2-Acylpyridines, 2-Acylpyrazines, and 4-Acylpyrimidines

  摘要：

  Stern-Volmer quenching of the photochemistry of 1c indicates that N- and O-abstraction (eqs 1 and 2, respectively) are quenched at different rates (Figure 1). For quenching of 2c k(q) tau is 157 M(-1) and for 3c, 64 M(-1). When 1c is sensitized with triplet sensitizers of increasing E(T), N-abstraction increases (Table 1). These data indicate that N- and O-abstraction in 1c take place from distinguishable triplet states. Survey of Phi(p)'s of ring-substituted ketones 1b-d, 6d, 7a,b,d, 8b, 9b,d, 10b, and 11d demonstrates the effect of substitution on the competition between N- and O-abstraction (Table 2). For methyl- and diacyano-substituted ketones, the results can be understood simply in terms of shifts in E(T) of the n pi* and pi pi* states of the heterocycle. The photochemistry of all these ketones requires consideration of interactions among three triplet states.

  DOI：

  10.1021/jo00087a032
• 作为产物：
  描述：

  4-甲基嘧啶 、 sodium 4-methyl-2-oxovalerate 在 ammonium persulfate 、 硫酸 、 silver nitrate 作用下， 以 二氯甲烷 、 水 为溶剂， 以65%的产率得到6-Methyl-4-isovalerylpyrimidine
  参考文献：
  名称：

  Substituent Effects on Photochemical Hydrogen Abstraction in 2-Acylpyridines, 2-Acylpyrazines, and 4-Acylpyrimidines

  摘要：

  Stern-Volmer quenching of the photochemistry of 1c indicates that N- and O-abstraction (eqs 1 and 2, respectively) are quenched at different rates (Figure 1). For quenching of 2c k(q) tau is 157 M(-1) and for 3c, 64 M(-1). When 1c is sensitized with triplet sensitizers of increasing E(T), N-abstraction increases (Table 1). These data indicate that N- and O-abstraction in 1c take place from distinguishable triplet states. Survey of Phi(p)'s of ring-substituted ketones 1b-d, 6d, 7a,b,d, 8b, 9b,d, 10b, and 11d demonstrates the effect of substitution on the competition between N- and O-abstraction (Table 2). For methyl- and diacyano-substituted ketones, the results can be understood simply in terms of shifts in E(T) of the n pi* and pi pi* states of the heterocycle. The photochemistry of all these ketones requires consideration of interactions among three triplet states.

  DOI：

  10.1021/jo00087a032

文献信息

• Substituent Effects on Photochemical Hydrogen Abstraction in 2-Acylpyridines, 2-Acylpyrazines, and 4-Acylpyrimidines
  作者：C. Janakiram Rao、William C. Agosta

  DOI：10.1021/jo00087a032

  日期：1994.4

  Stern-Volmer quenching of the photochemistry of 1c indicates that N- and O-abstraction (eqs 1 and 2, respectively) are quenched at different rates (Figure 1). For quenching of 2c k(q) tau is 157 M(-1) and for 3c, 64 M(-1). When 1c is sensitized with triplet sensitizers of increasing E(T), N-abstraction increases (Table 1). These data indicate that N- and O-abstraction in 1c take place from distinguishable triplet states. Survey of Phi(p)'s of ring-substituted ketones 1b-d, 6d, 7a,b,d, 8b, 9b,d, 10b, and 11d demonstrates the effect of substitution on the competition between N- and O-abstraction (Table 2). For methyl- and diacyano-substituted ketones, the results can be understood simply in terms of shifts in E(T) of the n pi* and pi pi* states of the heterocycle. The photochemistry of all these ketones requires consideration of interactions among three triplet states.