(Z)-2-octenyl p-tolyl sulfone | 85615-63-0

• 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)-2-octenyl p-tolyl sulfone
• 英文别名: (Z)-2-octenyl tosyl sulfone；(Z)-1-tosyl-2-octene；1-methyl-4-[(2Z)-2-octenylsulfonyl]benzene；1-methyl-4-[(Z)-oct-2-enyl]sulfonylbenzene
• CAS: 85615-63-0
• 化学式: C₁₅H₂₂O₂S
• 分子量: 266.404
• InChiKey: GXRHJTTUERIFGW-FPLPWBNLSA-N

物化性质

• 沸点：
  404.3±38.0 °C(Predicted)
• 密度：
  1.037±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-辛烯-3-醇 在 四(三苯基膦)钯 吡啶 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 生成 (Z)-2-octenyl p-tolyl sulfone
  参考文献：
  名称：

  Hiroi, Kunio; Makino, Kunitaka, Chemical and pharmaceutical bulletin, 1988, vol. 36, # 5, p. 1727 - 1737

  摘要：

  DOI：

文献信息

• Convenient Methods for the Preparation of Vinylic and Allylic Sulfones from Alkenes, Haloalkanes, and Aldehydes. Stereochemistry of the Conversion of Vinylic Sulfones to the Corresponding Allylic Sulfones
  作者：Katsuhiko Inomata、Shin-ichi Sasaoka、Toshifumi Kobayashi、Yuhji Tanaka、Susumu Igarashi、Takashi Ohtani、Hideki Kinoshita、Hiroshi Kotake

  DOI：10.1246/bcsj.60.1767

  日期：1987.5

  1- or 2-p-Tolylsulfonyl(=tosyl)-1-alkenes, vinylic sulfones, were regioselectively prepared from 1-alkenes via iodosulfonization or sulfonylmercuration and also from 1-haloalkanes by the homologati...

  1-或2-对甲苯磺酰基（=甲苯磺酰基）-1-烯烃，乙烯基砜，通过碘磺化或磺酰汞化从1-烯烃和1-卤代烷烃通过同系物区域选择性制备。
• Reactions of (<i>E</i>)-2-Iodo-1-tosyl-1-alkenes as Useful Synthetic Intermediates
  作者：Noriyoshi Iwata、Tetsuro Morioka、Toshifumi Kobayashi、Takahiro Asada、Hideki Kinoshita、Katsuhiko Inomata

  DOI：10.1246/bcsj.65.1379

  日期：1992.5

  (E)-2-Iodo-1-tosyl-1-alkenes readily available by iodosulfonization of 1-alkynes were found to be useful synthons for the regio- and/or stereoselective preparation of 1-tosyl-1-alkynes, 1-tosyl-2-alkynes, (Z)-vinyl and (Z)-allyl sulfones, β-tosyl enamines, α-tosyl ketones, α-tosyl aldehyde acetal, and β-disubstituted vinyl sulfones.

  (E)-2-Iodo-1-tosyl-1-烯烃很容易通过 1-炔烃的碘磺化作用获得，被发现是用于区域和/或立体选择性制备 1-tosyl-1-炔烃、1-甲苯磺酰基的有用合成子-2-炔烃、(Z)-乙烯基和(Z)-烯丙基砜、β-甲苯磺酰基烯胺、α-甲苯磺酰基酮、α-甲苯磺酰基醛缩醛和β-二取代乙烯基砜。
• Regio- and Stereoselective Synthesis of (<i>E</i>)- and (<i>Z</i>)-Allylsulfones from Aldehydes and Alkynes
  作者：Motoyasu Ozawa、Noriyoshi Iwata、Hideki Kinoshita、Katsuhiko Inomata

  DOI：10.1246/cl.1990.1689

  日期：1990.9

  Several (E)- and (Z)-1-p-toluenesulfonyl(=tosyl)-2-alkenes, allylsulfones, were regio- and stereoselectively prepared from aldehydes and alkynes, respectively, in good yields by application of the results of our previous investigation on “syn-effect” and iodosulfonization.

  几种（E）-和（Z）-1-对甲苯磺酰基（=甲苯磺酰基）-2-烯烃，烯丙基砜，分别从醛和炔烃中区域选择性和立体选择性地制备，通过应用我们之前的结果“协同效应”和碘磺化作用的研究。
• 1,3-REARRANGEMENT OF ALLYLIC<i>p</i>-TOLYL SULFONES CATALYZED By [Pd(PPh₃)₄] AND ITS APPLICATION TO THE SYNTHESIS OF α,β-UNSATURATED KETONES
  作者：Katsuhiko Inomata、Yasue Murata、Hisatoyo Kato、Yuhko Tsukahara、Hideki Kinoshita、Hiroshi Kotake

  DOI：10.1246/cl.1985.931

  日期：1985.7.5

  The treatment of allylic p-tolyl sulfones with a catalytic amount of [Pd(PPh3)4] gave the 1,3-rearrangement products in high yields. A convenient method for the preparation of α,β-unsaturated ketones using [Pd(PPh3)4] as a catalyst from the 1,3-rearrangement products, 2-tosylhomoallyl alcohols, is also described.

  用催化量的[Pd(PPh3)4]处理烯丙基对甲苯基砜，以高产率得到1,3-重排产物。还描述了一种使用[Pd(PPh3)4]作为催化剂从1,3-重排产物2-甲苯磺酰高烯丙醇制备α,β-不饱和酮的简便方法。
• A novel synthesis of linear polyenes via conjugate addition of cuprates to α,β-γ,δ-diunsaturated sulfones followed by SO2 extrusion
  作者：Ferdinand Näf、René Decorzant、Sina D. Escher

  DOI：10.1016/s0040-4039(00)85568-9

  日期：1982.1

  The two 1,3-butadienyl 2-propenyl sulfones and , 1,3,5-heptatriene synthons, have been transformed into the tri- and tetraenes - by alkylcuprate addition and Ramberg-Bäcklund SO2 extrusion. The reaction stereochemistry is discussed.

  两个1,3-丁二烯基2-丙烯基砜和，1,3,5-三烯合成子，已被转化为三-和四烯-通过alkylcuprate加法和拉姆贝格-的Backlund SO 2挤出。讨论了反应立体化学。