Acetic acid 4-acetyl-pyridin-2-yl ester | 135773-42-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid 4-acetyl-pyridin-2-yl ester
• 英文别名: (4-Acetylpyridin-2-yl) acetate
• CAS: 135773-42-1
• 化学式: C₉H₉NO₃
• 分子量: 179.175
• InChiKey: PTHXAILUNPBENB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  56.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-乙酰吡啶 、 乙酰基次氟酸酯 在 二溴甲烷 作用下， 以60%的产率得到1-(2-bromopyridin-4-yl)ethanone
  参考文献：
  名称：

  Utilizing acetyl hypofluorite for chlorination, bromination, and etherification of the pyridine system

  摘要：

  Acetyl hypofluorite, which is easily made from F2, possesses a strong electrophilic fluorine. This electrophile is able to attach itself to the nitrogen atom of pyridine and activate the ring toward nucleophilic attacks. The ultimate elimination of HF results in an overall easy nucleophilic displacement of the hydrogen of the important 2-position. The nucleophiles used; Cl-delta-, Br-delta-, and RO-delta-, originate from solvents such as CH2Cl2, CH2Br2, and various primary alcohols. Thus, 2-halo- or 2-alkoxypyridines were formed. The reaction conditions (room temperature, very short reaction times, and good yields) transform the task of direct substitution of the pyridine ring from an extremely difficult to a very easy procedure.

  DOI：

  10.1021/jo00022a016