6,13-dimethylenyl-1,4,8,11-tetraoxacyclotetradecane | 28544-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,13-dimethylenyl-1,4,8,11-tetraoxacyclotetradecane
• 英文别名: 6,13-bismethylenyl-14-crown-4；6,13-dimethylenyl-14-crown-4；6,13-dimethylene-1,4,8,11-tetraoxa-cyclotetradecane；6,13-Bis-methylen-1,4,8,11-tetraoxa-cyclotetradecan；6,13-Dimethylidene-1,4,8,11-tetraoxacyclotetradecane
• CAS: 28544-87-8
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: UVLZLPGATXKMCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,13-dimethylenyl-1,4,8,11-tetraoxacyclotetradecane 在 sodium hydroxide 、 B2H6-THF 、 双氧水 作用下， 生成 syn-6,13-bishydroxymethyl-1,4,8,11-tetraoxacyclotetradecane
  参考文献：
  名称：

  Syn-bishydroxymethyl-14-crown-4: A possible pre-organized molecule for simultaneous lithium complexation and anion solvation

  摘要：

  The synthesis and molecular structure of syn-6,13-bishydroxymethyl-14-crown-4 is reported. Conformational analysis reveals that the gauche arrangement between the ethereal oxygens (-0-CH2CH2-0- units) is the preferred conformation. The CH2OH groups bonded to the ring, point away from the cavity and have a syn relationship. The synthetic route is elucidated by the crystal structure of 6,13-dimethylenyl-14-crown-4-LiSCN complex.

  DOI：

  10.1016/s0040-4020(01)96026-0
• 作为产物：
  描述：

  3-氯-2-氯甲基丙烯 、 2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol 在 lithium perchlorate 、 sodium t-butanolate 作用下， 生成 6,13-dimethylenyl-1,4,8,11-tetraoxacyclotetradecane
  参考文献：
  名称：

  Syn-bishydroxymethyl-14-crown-4: A possible pre-organized molecule for simultaneous lithium complexation and anion solvation

  摘要：

  The synthesis and molecular structure of syn-6,13-bishydroxymethyl-14-crown-4 is reported. Conformational analysis reveals that the gauche arrangement between the ethereal oxygens (-0-CH2CH2-0- units) is the preferred conformation. The CH2OH groups bonded to the ring, point away from the cavity and have a syn relationship. The synthetic route is elucidated by the crystal structure of 6,13-dimethylenyl-14-crown-4-LiSCN complex.

  DOI：

  10.1016/s0040-4020(01)96026-0

文献信息

• Yi, Guoliang; Bradshaw, Jerald S.; Krakowiak, Krzysztof E, Journal of Heterocyclic Chemistry, 1993, vol. 30, # 5, p. 1173 - 1176
  作者：Yi, Guoliang、Bradshaw, Jerald S.、Krakowiak, Krzysztof E、Huang, Mingxian、Lee, Milton L.

  DOI：——

  日期：——
• Czech, Bronislaw P.; Zazulak, Wolodymyr; Kumar, Anand, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 6, p. 1389 - 1400
  作者：Czech, Bronislaw P.、Zazulak, Wolodymyr、Kumar, Anand、Olsher, Uriel、Feinberg, Hadar、et al.

  DOI：——

  日期：——