4--2,5-dihydrothiophene-3-yl>thio>phenyl>-N,N,N-trimethyl-1-butanaminium bromide | 145522-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4--2,5-dihydrothiophene-3-yl>thio>phenyl>-N,N,N-trimethyl-1-butanaminium bromide
• 英文别名: 4-[p-({1,1-Dioxo-4-[(p-octylphenyl)thio]-2,5-dihydrothiophene-3-yl}thio)phenyl]-N,N,N-trimethyl-1-butanaminium bromide；Trimethyl-[4-[4-[[4-(4-octylphenyl)sulfanyl-1,1-dioxo-2,5-dihydrothiophen-3-yl]sulfanyl]phenyl]butyl]azanium;bromide
• CAS: 145522-23-2
• 化学式: Br*C₃₁H₄₆NO₂S₃
• 分子量: 640.814
• InChiKey: JQRJVDUKTDCBSX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  38
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  93.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-6-<<<2-(Octoxycarbonyl)ethenyl>carbonyl>oxy>-N,N,N-trimethyl-1-hexanaminium bromide 、 4--2,5-dihydrothiophene-3-yl>thio>phenyl>-N,N,N-trimethyl-1-butanaminium bromide 在 对叔丁基邻苯二酚 作用下， 以 水 为溶剂， 反应 2.0h， 生成 C₅₂H₈₆N₂O₄S₂⁽²⁺⁾*2Br^(1-) 、 C₅₂H₈₆N₂O₄S₂⁽²⁺⁾*2Br^(1-)
  参考文献：
  名称：

  胶束对狄尔斯-阿尔德反应的区域化学的影响

  摘要：

  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。

  DOI：

  10.1016/s0040-4039(00)79003-4
• 作为产物：
  描述：

  4-(4-氨基苯基)丁酸 在 盐酸 、 lithium aluminium tetrahydride 、 sodium methylate 、 lithium bromide 、 sodium nitrite 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 89.5h， 生成 4--2,5-dihydrothiophene-3-yl>thio>phenyl>-N,N,N-trimethyl-1-butanaminium bromide
  参考文献：
  名称：

  Regioselectivity of Diels-Alder reactions of a surfactant 1,3-diene with surfactant dienophiles

  摘要：

  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.

  DOI：

  10.1021/jo00076a040

文献信息

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

  DOI：——

  日期：——
• 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.
• 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。