N-(2-cyclopentenyl)hydroxylamine | 606488-35-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-cyclopentenyl)hydroxylamine
• 英文别名: N-cyclopent-2-en-1-ylhydroxylamine
• CAS: 606488-35-1
• 化学式: C₅H₉NO
• 分子量: 99.1326
• InChiKey: HQKOSYPEFDEOSB-UHFFFAOYSA-N

物化性质

• 沸点：
  187.1±43.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-cyclopentenyl)hydroxylamine 在 potassium phosphate buffer 、 sodium formate 、 paraquat dichloride 作用下， 反应 1.5h， 以81%的产率得到1-氨基-3-环戊烯
  参考文献：
  名称：

  Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia

  摘要：

  Chiral organic hydroxylamines can be reduced to the corresponding chiral amines in high yield without racemization using resting cells of C. kluyveri, C. tyrobutyricum or C. tyrobutyricum in aqueous buffer with H2, CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave C-C double bonds and aliphatic carbon-chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60-120 mg wet packed cells of C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.

  DOI：

  10.1016/s0040-4020(01)86397-3
• 作为产物：
  描述：

  N-cyclopent-2-en-1-ylpropan-2-imine oxide;hydrochloride 生成 N-(2-cyclopentenyl)hydroxylamine
  参考文献：
  名称：

  KRESSE G.; VASELLA A.; FELBER H.; RITTER A.; ASCHERL B., REC. TRAV. CHIM. PAYS-BAS, 105,(1986) N 9, 295-298

  摘要：

  DOI：

文献信息

• Kresse, G.; Vasella, A.; Felber, H., Recueil des Travaux Chimiques des Pays-Bas, 1986, vol. 105, p. 295 - 298
  作者：Kresse, G.、Vasella, A.、Felber, H.、Ritter, A.、Ascherl, B.

  DOI：——

  日期：——
• KRESSE G.; VASELLA A.; FELBER H.; RITTER A.; ASCHERL B., REC. TRAV. CHIM. PAYS-BAS, 105,(1986) N 9, 295-298
  作者：KRESSE G.、 VASELLA A.、 FELBER H.、 RITTER A.、 ASCHERL B.

  DOI：——

  日期：——
• Microbial reduction of N-allylhydroxylamines to N-allyl-amines using clostridia
  作者：H. Braun、F.P. Schmidtchen、A. Schneider、H. Simon

  DOI：10.1016/s0040-4020(01)86397-3

  日期：——

  Chiral organic hydroxylamines can be reduced to the corresponding chiral amines in high yield without racemization using resting cells of C. kluyveri, C. tyrobutyricum or C. tyrobutyricum in aqueous buffer with H2, CO or Na-formate as reducing agents. These reduction systems are unselective with respect to substrate chirality and leave C-C double bonds and aliphatic carbon-chlorine bonds unharmed. Considering the product inhibition by the amines optimized reaction conditions were elaborated to employ formate, and 60-120 mg wet packed cells of C. thermoaceticum for reducing 0.1 mmol substrate in 1 hour.