1-(cyclohexylimino)-2-propanol N-oxide | 320780-04-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-(cyclohexylimino)-2-propanol N-oxide
• 英文别名: N-cyclohexyl-2-hydroxypropan-1-imine oxide
• CAS: 320780-04-9；160423-87-0
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: DUKZQUNHDOLJHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(cyclohexylimino)-2-propanol N-oxide 、 二苯基硼酸酐 以 乙醇 为溶剂， 以76%的产率得到4-cyclohexyl-5-methyl-2,2-diphenyl-1,3-dioxa-4-azonia-2-borata-4-cyclohexene
  参考文献：
  名称：

  Nitrones and oximes of bifunctional carbonyl compounds and their reaction products with diarylborinic acids. Crystal and molecular structure of examples of five-, six-, and seven-membered boron chelates

  摘要：

  已合成2-和3-羟基亚硝基酮的二芳基硼螯合物，2-和3-羟基肟的二芳基硼螯合物，以及2-羧基亚硝基酮和2-羧基肟。这些结构是通过光谱数据和对5d、9a、11b和19的X射线分析确定的。5d的晶体（在180K）为单斜晶系，a = 10.543(2) Å，b = 19.085(4) Å，c = 10.2667(3) Å，β = 90.4978(7)°，Z = 4，空间群P21/c；9a的晶体为正交晶系，a = 10.9913(5) Å，b = 14.9329(7) Å，c = 10.2460(13) Å，Z = 4，空间群P212121；11b的晶体为单斜晶系，a = 11.227(2) Å，b = 9.967(2) Å，c = 17.0537(4) Å，β = 105.4179(5)°，Z = 4，空间群P21/n；19的晶体为单斜晶系，a = 11.1847(15) Å，b = 13.715(3) Å，c = 11.5559(5) Å，β = 104.8730(10)°，Z = 4，空间群P21/n。这些结构是通过直接方法解决的，并通过全矩阵最小二乘法进行了精细化处理，对于5d、9a、11b和19的CCD数据，分别为R(F, I [Formula: see text] 3σ(I)) = 0.049、0.047、0.042和0.047。这四种分子分别包含五、七、六和五元环，其中5d、11b和19含有O-B-N基团，9a含有O-B-O基团；这些环体现出各种与平面性的偏差，特别是七元环。关键词：二芳基硼螯合物、羟基肟、羟基亚硝基酮、羧基肟、羧基亚硝基酮、有机硼化合物、晶体结构。

  DOI：

  10.1139/v00-137

文献信息

• Nitrones and oximes of bifunctional carbonyl compounds and their reaction products with diarylborinic acids. Crystal and molecular structure of examples of five-, six-, and seven-membered boron chelates
  作者：Wolfgang Kliegel、Gottfried Lubkowitz、Jens O Pokriefke、Steven J Rettig、James Trotter

  DOI：10.1139/v00-137

  日期：2000.10.1

  Synthesis has been carried out of diarylboron chelates of 2- and 3-hydroxynitrones, of 2- and 3-hydroxyoximes, and of 2-carboxynitrones and a 2-carboxyoxime. The structures have been determined from spectroscopic data and from X-ray analyses of 5d, 9a, 11b, and 19. Crystals (at 180 K) of 5d are monoclinic, a = 10.543(2), b = 19.085(4), c = 10.2667(3) Å, β = 90.4978(7)°, Z = 4, space group P2₁/c; those of 9a are orthorhombic, a = 10.9913(5), b = 14.9329(7), c = 10.2460(13) Å, Z = 4, space group P2₁2₁2₁; those of 11b are monoclinic, a = 11.227(2), b = 9.967(2), c = 17.0537(4) Å, β = 105.4179(5)°, Z = 4, space group P2₁/n; those of 19 are monoclinic, a = 11.1847(15), b = 13.715(3), c = 11.5559(5) Å, β = 104.8730(10)°, Z = 4, space group P2₁/n. The structures were solved by direct methods and refined by full-matrix least-squares procedures to R(F, I [Formula: see text] 3σ(I)) = 0.049, 0.047, 0.042, and 0.047, respectively, for CCD data for 5d, 9a, 11b, and 19. The four molecules contain five-, seven-, six-, and five-membered rings, respectively, with O-B-N groups in the 5d, 11b, and 19, and O-B-O in 9a; the rings exhibit various deviations from planarity, particularly the seven-membered ring.Key words: diarylboron chelates, hydroxyoximes, hydroxynitrones, carboxyoximes, carboxynitrones, organoboron compounds, crystal structure.

  已合成2-和3-羟基亚硝基酮的二芳基硼螯合物，2-和3-羟基肟的二芳基硼螯合物，以及2-羧基亚硝基酮和2-羧基肟。这些结构是通过光谱数据和对5d、9a、11b和19的X射线分析确定的。5d的晶体（在180K）为单斜晶系，a = 10.543(2) Å，b = 19.085(4) Å，c = 10.2667(3) Å，β = 90.4978(7)°，Z = 4，空间群P21/c；9a的晶体为正交晶系，a = 10.9913(5) Å，b = 14.9329(7) Å，c = 10.2460(13) Å，Z = 4，空间群P212121；11b的晶体为单斜晶系，a = 11.227(2) Å，b = 9.967(2) Å，c = 17.0537(4) Å，β = 105.4179(5)°，Z = 4，空间群P21/n；19的晶体为单斜晶系，a = 11.1847(15) Å，b = 13.715(3) Å，c = 11.5559(5) Å，β = 104.8730(10)°，Z = 4，空间群P21/n。这些结构是通过直接方法解决的，并通过全矩阵最小二乘法进行了精细化处理，对于5d、9a、11b和19的CCD数据，分别为R(F, I [Formula: see text] 3σ(I)) = 0.049、0.047、0.042和0.047。这四种分子分别包含五、七、六和五元环，其中5d、11b和19含有O-B-N基团，9a含有O-B-O基团；这些环体现出各种与平面性的偏差，特别是七元环。关键词：二芳基硼螯合物、羟基肟、羟基亚硝基酮、羧基肟、羧基亚硝基酮、有机硼化合物、晶体结构。