1-<thio>-2-<(p-octylphenyl)thio>-4-(octoxycarbonyl)-5-<(6-bromohexoxy)carbonyl>-1-cyclohexene | 145522-35-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-<thio>-2-<(p-octylphenyl)thio>-4-(octoxycarbonyl)-5-<(6-bromohexoxy)carbonyl>-1-cyclohexene
• 英文别名: 2-O-(6-bromohexyl) 1-O-octyl (1R,2R)-4-[4-(4-hydroxybutyl)phenyl]sulfanyl-5-(4-octylphenyl)sulfanylcyclohex-4-ene-1,2-dicarboxylate
• CAS: 145522-35-6
• 化学式: C₄₆H₆₉BrO₅S₂
• 分子量: 846.087
• InChiKey: HADFJNZXAZJADR-NCRNUEESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  54
• 可旋转键数：
  32
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-<(p-Octylphenyl)thio>-4-<-thio>-2,5-dihydrothiophene 1,1-dioxide 、 Octyl 6-bromohexyl fumarate 生成 1-<thio>-2-<(p-octylphenyl)thio>-4-(octoxycarbonyl)-5-<(6-bromohexoxy)carbonyl>-1-cyclohexene
  参考文献：
  名称：

  Jaeger David A., Wang Jinkang, J. Org. Chem, 58 (1993) N 24, S 6745-6755

  摘要：

  DOI：

文献信息

• Micellar effects on the regiochemistry of a Diels-Alder reaction
  作者：David A. Jaeger、Jinkang Wang

  DOI：10.1016/s0040-4039(00)79003-4

  日期：1992.10

  The Diels-Alder reaction of surfactant 1,3-diene 1 and surfactant dienophile 2 under aqueous micellar conditions gave up to a 3.0:1 ratio of cycloadducts 11 and 12. The regioselectivity of the reaction was controlled by the alignment of reactants at the micelle-H2O interface.

  表面活性剂1,3-二烯1和表面活性剂亲二烯体2在胶束水溶液条件下的Diels-Alder反应在环加合物11和12的比例为3.0：1 。通过在胶束-H 2 O界面处反应物的排列来控制反应的区域选择性。
• Regioselectivity of Diels-Alder reactions of a surfactant 1,3-diene with surfactant dienophiles
  作者：David A. Jaeger、Jinkang Wang

  DOI：10.1021/jo00076a040

  日期：1993.11

  The ability of aqueous surfactant aggregates to control the regiochemistry of Diels-Alder reactions was investigated with surfactant 1,3-diene 4-[p-[[3-[(p-octylphenyl)thio]-1,3-butadien-2-yl]thio]phenyl]-N,N,N-trimethyl-1-butanaminium bromide (6), derived in situ by thermal extrusion of SO2 from 4-[[[1,1-dioxo-4-[(p-octylphenyl)thio]-2,5-dihydrothiophen-3-yl]thio]phenyl]-N,N,N-trimethyl-1-butanaminium bromide (8), and surfactant dienophiles (E)-6-[[[2-(alkoxycarbonyl)ethenyl]carbonyl]-oxy]-N,N,N-trimethyl-1-hexanaminium bromide (7) (a, R = Me; b, R = Bu; c, R = C8H17). In each case an excess of 1-[[p-[(4-trimethylammonio)butyl]phenyl]thio]-2-[(p-octylphenyl)thio]-4-(alkoxycarbonyl)-5-[[6-(trimethylammonio)hexoxy]carbonyl]-1-cyc lohexene dibromide (16) over 1-[[p-[(4-trimethylammonio)butyl]phenyl]thio]-2-[(p-octylphenyl)thio]-4-[[6-(trimethylammonio)hexoxy]carbonyl]-5-(alkoxycarbonyl)-1-cyc lohexene dibromide (17) was obtained, consistent with the reaction of 6 and 7 within a mixed aggregate in their preferred orientations at the aggregate-H2O interface. The cyclohexene rings of 16 and 17 have different conformational character in chloroform resulting from supramolecular effects within reversed micelles.