2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol | 28544-88-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol
• 英文别名: 5-methylenyl-3,7-dioxa-1,9-nonanediol；5-methylene-3,7-dioxanonane-1,9-diol；2,2'-(2-methylene-propane-1,3-diyldioxy)-bis-ethanol；5-Methylen-3,7-dioxa-nonan-diol-1,9；2-[2-(2-Hydroxyethoxymethyl)prop-2-enoxy]ethanol
• CAS: 28544-88-9
• 化学式: C₈H₁₆O₄
• 分子量: 176.213
• InChiKey: CNPDEBSFWXCXNM-UHFFFAOYSA-N

物化性质

• 沸点：
  295.1±35.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol 在 吡啶 、 sodium hydroxide 、 苄基三乙基氯化铵 、 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 1',1'-Dichlorospiro[2,5,9,12-tetraoxabicyclo[11.4.0]heptadeca-1(17),13,15-triene-7,2'-cyclopropane]
  参考文献：
  名称：

  Czech, Bronislaw P.; Zazulak, Wolodymyr; Kumar, Anand, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 5, p. 1387 - 1394

  摘要：

  DOI：
• 作为产物：
  描述：

  3-bromo-2,2-bis-bromomethyl-1-phenyl-propan-1-one 、 乙二醇单钠盐 生成 2,2'-(2-methylenepropane-1,3-diyldioxy)bisethanol
  参考文献：
  名称：

  Nerdel,F. et al., Justus Liebigs Annalen der Chemie, 1970, vol. 736, p. 75 - 87

  摘要：

  DOI：

文献信息

• Synthesis and complexation properties of suitcase-shaped macrotricyclic and butterfly-shaped macrobicyclic polyether ligands
  作者：Haoyun An、Jerald S. Bradshaw、Krzysztof E. Krakowiak、Chengyue Zhu、N. Kent Dalley、Reed M. Izatt

  DOI：10.1021/jo00044a040

  日期：1992.8

  Ten suitcase-shaped macrotricyclic polyethers (1-10) containing nitrogen and carbon bridgehead atoms have been synthesized. These new cage compounds were prepared by connecting together two hydroxymethyl-substituted or two secondary amine-containing butterfly-shaped macrobicyclic polyethers by means of linear bifunctional connecting groups. Intermediate bis(hydroxymethyl)-substituted butterfly-shaped macrobicyclic polyether 14 was prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediamine with 5-methylene-3,7-dioxanonane-1,9-diyl ditosylate to give bislariat 1,4-diaza-13-crown-4 (11) which was cyclized with 3-chloro-2-(chloromethyl)-l-propene followed by hydroboration. Intermediate bissecondary amine-contaminating butterfly shaped macrobicyclic polyethers 18 and 19 were prepared by treating N,N'-bis(2-hydroxyethyl)ethylenediamine with 6-tosyl-3,9-dioxa-6-aza-1,11-undecanediyl ditosylate (33) to give N-tosyl-N,N"-bis(2-hydroxyethyl)triaza-15-crown-5 (12). Lariat crown ether 12 was cyclized with 33 followed by reduction with LiAlH4 to give 18, or with 4-tosyl-4-aza-1,7-heptanediyl ditosylate (36) to give 19. Some of the suitcase-shaped macrotricycles interacted with various cations. One was selective for Pb2+ ions and another interacted strongly with Hg2+. A crystal structure for the 13-NaClO4 complex also is reported.
• Raguse, Burkhard; Ridley, Damon D., Australian Journal of Chemistry, 1988, vol. 41, # 12, p. 1953 - 1962
  作者：Raguse, Burkhard、Ridley, Damon D.

  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：——
• Syn-bishydroxymethyl-14-crown-4: A possible pre-organized molecule for simultaneous lithium complexation and anion solvation
  作者：Uriel Olsher、Krzysztof E. Krakowiak、N.Kent Dalley、Jerald S. Bradshaw

  DOI：10.1016/s0040-4020(01)96026-0

  日期：1991.5

  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.
• RAGUSE, BURKHARD;RIDLEY, DAMON D., AUSTRAL. J. CHEM., 41,(1988) N2, C. 1953-1962
  作者：RAGUSE, BURKHARD、RIDLEY, DAMON D.

  DOI：——

  日期：——