(Z)-oct-3-enyl 4-methylbenzenesulfonate | 111789-39-0

• 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: (Z)-oct-3-enyl 4-methylbenzenesulfonate
• 英文别名: [(Z)-oct-3-enyl] 4-methylbenzenesulfonate
• CAS: 111789-39-0
• 化学式: C₁₅H₂₂O₃S
• 分子量: 282.404
• InChiKey: GGIGOAUUWSTTOS-SREVYHEPSA-N

物化性质

• 沸点：
  395.4±21.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-oct-3-enyl 4-methylbenzenesulfonate 在 四丁基亚硝酸铵 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以57%的产率得到(Z)-1-nitrooct-3-ene
  参考文献：
  名称：

  Easy and direct conversion of tosylates and mesylates into nitroalkanes

  摘要：

  对苯磺酸基和甲磺酸基直接通过与四丁基铵亚硝酸盐（TBAN）在温和条件下处理，转化为相应的硝基烷。

  DOI：

  10.3762/bjoc.9.58
• 作为产物：
  描述：

  1-tosyloxy-3-hexyne 在 4-二甲氨基吡啶 、 5,10,15,20-四苯基-21H,23H-卟吩钯(II) 、 氢气 作用下， 以 吡啶 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 以81%的产率得到(Z)-oct-3-enyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Palladium Porphyrin Catalyzed Hydrogenation of Alkynes: Stereoselective Synthesis of cis-Alkenes

  摘要：

  (Tetraphenylporphyrin)palladium was developed as a catalyst for the chemoselective and stereoselective hydrogenation of alkynes to cis-alkenes by the syn-addition of hydrogen. Alkynes containing various functional groups were tolerated in the reaction, which gave the corresponding cis-alkenes in good to excellent yields.

  DOI：

  10.1055/s-0033-1341240

文献信息

• Visible light-driven Giese reaction with alkyl tosylates catalysed by nucleophilic cobalt
  作者：Kimihiro Komeyama、Takuya Michiyuki、Yoshikazu Teshima、Itaru Osaka

  DOI：10.1039/d0ra10739e

  日期：——

  The scope of the Giese reaction is expanded using readily available alkyl tosylates as substrates and nucleophilic cobalt(I) catalysts under visible-light irradiation. The reaction proceeds preferentially with less bulky primary alkyl tosylates. This unique reactivity enables the regio-selective Giese reaction of polyol derivatives.

  在可见光照射下，使用容易获得的甲苯磺酸烷基酯作为底物和亲核钴 ( I ) 催化剂，扩大了 Giese 反应的范围。该反应优先使用体积较小的伯烷基甲苯磺酸酯进行。这种独特的反应性使多元醇衍生物的区域选择性吉斯反应成为可能。
• Pop, Lidia; Oprean, I.; Barabas, A., Journal fur praktische Chemie (Leipzig 1954), 1986, vol. 328, # 5/6, p. 867 - 878
  作者：Pop, Lidia、Oprean, I.、Barabas, A.、Hodosan, F.

  DOI：——

  日期：——
• Intramolecular Kulinkovich–de Meijere reactions of various disubstituted alkenes bearing amide groups
  作者：Claire Madelaine、Nouara Ouhamou、Angèle Chiaroni、Emeline Vedrenne、Laurence Grimaud、Yvan Six

  DOI：10.1016/j.tet.2008.06.067

  日期：2008.9

  A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties. (C) 2008 Elsevier Ltd. All rights reserved.
• Palladium Porphyrin Catalyzed Hydrogenation of Alkynes: Stereoselective Synthesis of cis-Alkenes
  作者：Takuya Kurahashi、Seijiro Matsubara、Ryo Nishibayashi

  DOI：10.1055/s-0033-1341240

  日期：——

  (Tetraphenylporphyrin)palladium was developed as a catalyst for the chemoselective and stereoselective hydrogenation of alkynes to cis-alkenes by the syn-addition of hydrogen. Alkynes containing various functional groups were tolerated in the reaction, which gave the corresponding cis-alkenes in good to excellent yields.
• Easy and direct conversion of tosylates and mesylates into nitroalkanes
  作者：Alessandro Palmieri、Serena Gabrielli、Roberto Ballini

  DOI：10.3762/bjoc.9.58

  日期：——

  Tosylates and mesylates were directly converted into the corresponding nitroalkanes, by their treatment with tetrabutylammonium nitrite (TBAN) under mild conditions.

  对苯磺酸基和甲磺酸基直接通过与四丁基铵亚硝酸盐（TBAN）在温和条件下处理，转化为相应的硝基烷。