(+-)-cis-2-deuterio-cyclopropanecarbonitrile | 117962-11-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (+-)-cis-2-deuterio-cyclopropanecarbonitrile
• 英文别名: (+/-)-trans-2-deuterio-cyclopropanecarbonitrile；(+/-)-trans-2-Deuterio-cyclopropancarbonitril
• CAS: 117962-11-5
• 化学式: C₄H₅N
• 分子量: 68.0825
• InChiKey: AUQDITHEDVOTCU-FLPRHDKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  5.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  氰化钾 、 3-溴丙烯 在 溴化氘 作用下， 生成 (+-)-cis-2-deuterio-cyclopropanecarbonitrile 、 (+-)-cis-2-deuterio-cyclopropanecarbonitrile
  参考文献：
  名称：

  Microwave Studies of the Structure of Cyclopropyl Derivatives

  摘要：

  The microwave spectra of cyclopropyl chloride and cyclopropyl cyanide have been studied and rotational constants for the Cl35 and Cl37 molecules of the chloride and for the normal molecule and two deuterated species of the cyanide have been determined. The two deuterated species are the cis and trans forms of C lim |H2–CHD–C lim |¯H–CN. For C3H5Cl35, A = 16 625±145 Mc, B = 3905.4±0.3 Mc, and C = 3622.5±0.3 Mc. For C3H5Cl37, A = 16085±415, B = 3810.4±0.5 Mc, and C = 3540.8±0.5 Mc. The following structure fits the rotational constants within the experimental errors: dC–C = 1.5131 A, dC–Cl = 1.7780 A, dC–H = 1.105 A, ≰HCH = 114°36′, ≰HCCl = 120°52.9′. For C3H5CN, A = 15 917 Mc, B = 3465.06 Mc, and C = 3286.22 Mc. For cis C3H4DCN, A = 14 543 Mc, B = 3419.34 Mc, and C = 3229.15 Mc. For trans C3H4DCN, A = 15 367 Mc, B = 3358.79 Mc, and C = 3161.26 Mc. The following structure fits the rotational constants B and C to an average of 1.5 Mc: dC–C(ring) = 1.5131 A, dC–C(CN) = 1.4679 A, dC–H = 1.112 A, dC≡N = 1.1574 A, ≰H–C–H = 115°35′, and ≰C(CN)−C−−H=119∘35′. Analysis of the quadrupole structure in C3H5Cl shows that eqQ along the C–Cl bond axis is —71.7 Mc for Cl35, indicating 23% ionic character. The asymmetry η = 0.156 for Cl35 indicates a double bond character of 4%.

  DOI：

  10.1063/1.1744541