N-Benzoylaziridin-2-carbonitril | 1750-09-0

• 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: N-Benzoylaziridin-2-carbonitril
• 英文别名: benzoyl-2-cyanoaziridine；1-Benzoyl-2-cyan-aziridin；1-Benzoyl-2-aziridinecarbonitrile；1-benzoylaziridine-2-carbonitrile
• CAS: 1750-09-0
• 化学式: C₁₀H₈N₂O
• 分子量: 172.186
• InChiKey: MTPUYGGWTBYORQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Benzoylaziridin-2-carbonitril 生成 (R)-1-Benzoylaziridin-2-carbonitril
  参考文献：
  名称：

  DRENKARD, SUSANNE;FERRIS, JAMES;ESCHENMOSER, ALBERT, HELV. CHIM. ACTA , 73,(1990) N, C. 1373-1390

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氮丙啶甲腈 、 苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到N-Benzoylaziridin-2-carbonitril
  参考文献：
  名称：

  Chemie von ?-Aminonitrilen. Aziridin-2-carbonitril photochemische Bildung aus 2-Aminopropennitril

  摘要：

  AbstractThe English Footnotes (*) referring to Schemes 1‐6 are intended to provide an extension of this summary. In the Footnote (*) to Scheme 5, a definition of the term ‘chirogenic reaction step’ is given.2‐Aminopropenenitrile in solvents such as MeCN, MeOH, or H2O is photoisomerized by UV light to racemic aziridine‐2‐carbonitrile (rac‐2); the larger part of the starting material, however, fragments to HCN and MeCN. The observed photocyclization constitutes a structural connection within an ensemble of C3H4N2 compounds considered to be potentially relevant to prebiotic chemistry.

  DOI：

  10.1002/hlca.19900730524

文献信息

• Bouayad, Zoheir; Chanet-Ray, Josette; Ducher, S., Journal of Heterocyclic Chemistry, 1991, vol. 28, # 7, p. 1757 - 1768
  作者：Bouayad, Zoheir、Chanet-Ray, Josette、Ducher, S.、Vessiere, Roger

  DOI：——

  日期：——
• DRENKARD, SUSANNE;FERRIS, JAMES;ESCHENMOSER, ALBERT, HELV. CHIM. ACTA , 73,(1990) N, C. 1373-1390
  作者：DRENKARD, SUSANNE、FERRIS, JAMES、ESCHENMOSER, ALBERT

  DOI：——

  日期：——
• Chemie von ?-Aminonitrilen. Aziridin-2-carbonitril photochemische Bildung aus 2-Aminopropennitril
  作者：Susanne Drenkard、James Ferris、Albert Eschenmoser

  DOI：10.1002/hlca.19900730524

  日期：1990.8.8

  AbstractThe English Footnotes (*) referring to Schemes 1‐6 are intended to provide an extension of this summary. In the Footnote (*) to Scheme 5, a definition of the term ‘chirogenic reaction step’ is given.2‐Aminopropenenitrile in solvents such as MeCN, MeOH, or H2O is photoisomerized by UV light to racemic aziridine‐2‐carbonitrile (rac‐2); the larger part of the starting material, however, fragments to HCN and MeCN. The observed photocyclization constitutes a structural connection within an ensemble of C3H4N2 compounds considered to be potentially relevant to prebiotic chemistry.