p-acetamido-α-bromostyrene | 35447-82-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-acetamido-α-bromostyrene
• 英文别名: α-Brom-p-acetylaminostyrol；4-Acetamino-α-bromstyrol；N-[4-(1-Bromoethenyl)phenyl]acetamide；N-[4-(1-bromoethenyl)phenyl]acetamide
• CAS: 35447-82-6
• 化学式: C₁₀H₁₀BrNO
• 分子量: 240.099
• InChiKey: YAXRETGEPRMEEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• 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：
  1

反应信息

• 作为产物：
  描述：

  N-(4-乙炔苯基)乙酰胺 在 氢溴酸 、 溶剂黄146 作用下， 生成 p-acetamido-α-bromostyrene
  参考文献：
  名称：

  α-溴对对氨基苯乙烯的溶剂分解。Mesomeric乙烯基阳离子，第四部分

  摘要：

  AbstractThe preparation of α‐bromo‐p‐aminostyrene (1b) and its solvolysis rates and products have been reexamined in detail. In buffered 50 vol % aqueous dioxane between pH* 13 and 3 the reaction rate is independent of hydrogen ion concentration. The ratio of the solvolysis products, viz. p‐aminoacetophenone (3b) and p‐aminophenylacetylene (5a), however, varies with the pH* and with the buffer concentration.These findings confirm the unimolecular (SN1‐E1) mechanism involving an intermediate vinyl cation. The acid‐catalysed hydration mechanism proposed by Schubert & Barfknecht is thereby excluded.

  DOI：

  10.1002/hlca.19710540737

文献信息

• Solvolysis of ?-Bromo-p-aminostyrene. Mesomeric vinyl cations, Part IV
  作者：C. A. Grob、H. R. Pfaendler

  DOI：10.1002/hlca.19710540737

  日期：1971.11.1

  AbstractThe preparation of α‐bromo‐p‐aminostyrene (1b) and its solvolysis rates and products have been reexamined in detail. In buffered 50 vol % aqueous dioxane between pH* 13 and 3 the reaction rate is independent of hydrogen ion concentration. The ratio of the solvolysis products, viz. p‐aminoacetophenone (3b) and p‐aminophenylacetylene (5a), however, varies with the pH* and with the buffer concentration.These findings confirm the unimolecular (SN1‐E1) mechanism involving an intermediate vinyl cation. The acid‐catalysed hydration mechanism proposed by Schubert & Barfknecht is thereby excluded.