N-Br-Aib

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-Br-Aib
• 英文别名: 2-(Bromoamino)-2-methylpropanoic acid；2-(bromoamino)-2-methylpropanoic acid
• 化学式: C₄H₈BrNO₂
• 分子量: 182.017
• InChiKey: QBGCIWBHTSKYCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Br-Aib 以 水 为溶剂， 生成 丙酮
  参考文献：
  名称：

  Concerted Grob Fragmentation in N-Halo-.alpha.-amino Acid Decomposition

  摘要：

  The Grob fragmentation of N-halo-alpha-amino acids in aqueous solution has been studied, being first order in N-halo-alpha-amino acid and pH-independent. The substituents on the C-2 and N atoms strongly affect the reaction rate. Structure reactivity correlations for C-2 substituents provide rho* values of -3.9 and -4.1 for N-Cl and N-Br compounds, respectively. The same correlations for N substituents lead to rho* values of -2.1 and -1.9 for N-Cl and N-Br compounds. The transition state (TS) can be generally described as product-like, its structure and characteristics being significantly affected by the substituents on the C-2 and an the N atoms. In conclusion, the reaction is a DEDN concerted and slightly nonsynchronous two-stage process.

  DOI：

  10.1021/jo00095a048
• 作为产物：
  描述：

  2-甲基丙氨酸 在 N-溴代丁二酰亚胺(NBS) 、 sodium perchlorate 作用下， 生成 N-Br-Aib
  参考文献：
  名称：

  Antelo, Juan M.; Arce, Florencio; Crugeiras, Juan, Journal of the Chemical Society. Perkin transactions II, 1995, # 12, p. 2275 - 2280

  摘要：

  DOI：

文献信息

• Concerted Grob Fragmentation in N-Halo-.alpha.-amino Acid Decomposition
  作者：X. L. Armesto、M. Canle L.、M. Losada、J. A. Santaballa

  DOI：10.1021/jo00095a048

  日期：1994.8

  The Grob fragmentation of N-halo-alpha-amino acids in aqueous solution has been studied, being first order in N-halo-alpha-amino acid and pH-independent. The substituents on the C-2 and N atoms strongly affect the reaction rate. Structure reactivity correlations for C-2 substituents provide rho* values of -3.9 and -4.1 for N-Cl and N-Br compounds, respectively. The same correlations for N substituents lead to rho* values of -2.1 and -1.9 for N-Cl and N-Br compounds. The transition state (TS) can be generally described as product-like, its structure and characteristics being significantly affected by the substituents on the C-2 and an the N atoms. In conclusion, the reaction is a DEDN concerted and slightly nonsynchronous two-stage process.
• Antelo, Juan M.; Arce, Florencio; Crugeiras, Juan, Journal of the Chemical Society. Perkin transactions II, 1995, # 12, p. 2275 - 2280
  作者：Antelo, Juan M.、Arce, Florencio、Crugeiras, Juan

  DOI：——

  日期：——