ethanethioic acid S-2-cyclohexen-1-yl ester | 192051-21-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: ethanethioic acid S-2-cyclohexen-1-yl ester
• 英文别名: 3-acetylmercaptocyclohexene；3-acetylthiocyclohexene；S-cyclohex-2-en-1-yl ethanethioate
• CAS: 192051-21-1
• 化学式: C₈H₁₂OS
• 分子量: 156.249
• InChiKey: BCKLKZGTKLTSGZ-UHFFFAOYSA-N

物化性质

• 沸点：
  224.9±20.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethanethioic acid S-2-cyclohexen-1-yl ester 在 sodium methylate 、 碘 作用下， 以 甲醇 为溶剂， 反应 2.5h， 以78%的产率得到Di-cyclohex-2-enyl-disulfid
  参考文献：
  名称：

  Liquid sulfur as a reagent: synthesis of polysulfanes with 20 or more sulfur atoms with characterization by UPLC-(Ag⁺)-coordination ion spray-MS

  摘要：

  Diallyl disulfide reacts within minutes with liquid sulfur at 120 degrees C giving a family of diallyl polysulfanes, All(2)S(n) (n=322), characterized by ultra-performance liquid chromatography-(Ag+)-coordination ion spray-mass spectrometry (UPLC-(Ag+)CIS-MS). Similarly, garlic oil (GO), bis-(2-methyl-2-propenyl), bis-(2-chloro-2-propenyl), bis-(3-methyl-2-butenyl), and bis-(2-cyclohexen-1-yl) disulfides all give families of polysulfanes with up to 22 sequential sulfur atoms. New members of families of silver chelators with up to 10 sulfur atoms were found in GO using UPLC-(Ag+)CIS-MS.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.721368
• 作为产物：
  描述：

  3-溴环己烯 、 potassium thioacetate 以 四氢呋喃 为溶剂， 以87%的产率得到ethanethioic acid S-2-cyclohexen-1-yl ester
  参考文献：
  名称：

  Liquid sulfur as a reagent: synthesis of polysulfanes with 20 or more sulfur atoms with characterization by UPLC-(Ag⁺)-coordination ion spray-MS

  摘要：

  Diallyl disulfide reacts within minutes with liquid sulfur at 120 degrees C giving a family of diallyl polysulfanes, All(2)S(n) (n=322), characterized by ultra-performance liquid chromatography-(Ag+)-coordination ion spray-mass spectrometry (UPLC-(Ag+)CIS-MS). Similarly, garlic oil (GO), bis-(2-methyl-2-propenyl), bis-(2-chloro-2-propenyl), bis-(3-methyl-2-butenyl), and bis-(2-cyclohexen-1-yl) disulfides all give families of polysulfanes with up to 22 sequential sulfur atoms. New members of families of silver chelators with up to 10 sulfur atoms were found in GO using UPLC-(Ag+)CIS-MS.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.721368

文献信息

• Palladium-catalyzed synthesis of allylic thioacetates. A convenient access to allylic thiols
  作者：Sunil Divekar、Mohamed Safi、Mohamed Soufiaoui、Denis Sinou

  DOI：10.1016/s0040-4020(99)00129-5

  日期：1999.4

  Palladium(0)-catalyzed alkylation of various allylic acetates and carbonates by potassium thioacetate allowed an easy access to allylic thioacetates in rather good yields. The reaction was regioselective with substitution at the less hindered side of the intermediate π-allyl system, and diastereoselective with net retention of configuration.

  硫代乙酸钾通过钯（0）催化的各种烯丙基乙酸酯和碳酸酯的烷基化反应，可轻松获得相当高收率的烯丙基硫代乙酸酯。该反应是区域选择性的，在中间π-烯丙基系统的受阻较小的一侧被取代，并且是非对映选择性的，其净保留构型。
• One-pot synthesis of five-membered cyclic thioethers or ethers via intramolecular nitrile oxide-olefin cycloaddition (INOC) or intramolecular alkoxycarbonyl nitronate-olefin cycloaddition (IAOC) by the use of methyl chloroformate
  作者：Ming-Chung Yan、Jing-Yuan Liu、Wen-Wei Lin、Kuo-Hsi Kao、Ju-Tsung Liu、Jeong-Jiunn Jang、Ching-Fa Yao

  DOI：10.1016/s0040-4020(99)00741-3

  日期：1999.10

  with allyl alcohol and base, can be converted into methoxycarbonyl nitronates 22 by treating the solution with methyl chloroformate and calytic amount of 4-dimethylaminopyridine (DMAP) in the presence of different amounts of triethylamine. Intermediates 22 can either undergo intramolecular alkoxycarbonyl nitronate-olefin cycloaddition (IAOC) to generate highly stereoselective product trans-14 or undergo

  β-硝基苯乙烯的反应1与烯丙基硫醇2在三乙胺存在下产生的不饱和硝基硫化物3，然后将溶液用氯甲酸甲酯（MCF）处理并回流以获得[3.3.0]双环产品反式- 6和顺式-一锅6个。的口粮反式- 6：顺式- 6是从1.1：1至1.8：1和地层的机构6，提出了通过腈氧化物的形成进行5经受分子内氧化腈烯烃环加成（INOC）。亚硝酸盐16，从制备1用烯丙醇和碱，可被转化为甲氧基羰基nitronates 22通过用氯甲酸甲酯和不同量的三乙胺的存在下4-二甲基氨基吡啶（DMAP）的calytic量的溶液。中间体22可以经历分子内烷氧基羰基氮酸盐烯烃环加成（IAOC），以生成高立体选择性产物反式- 14或经历INOC，得到反式- 14个及顺式- 14。此改进方法的应用可合成不同的杂环产物10、26和报告了27。
• One-pot synthesis of the hydroximoyl chlorides and [3.3.0] bicyclic compounds from the reactions of β-nitrostyrenes with stabilized nucleophiles
  作者：Kuo-Hsi Kao、Cherng-Shi Yang、Ju-Tsung Liu、Wen-Wei Lin、Hui-Yu Fang、Ching-Fa Yao、Kwunmin Chen

  DOI：10.1016/s0040-4020(98)00883-7

  日期：1998.11

  beta-Nitrostyrenes 1 react with various stabilized nucleophiles to generate hydroximoyl chlorides and nitroalkanes after workup with ice cold concentrated hydrochloric acid One-pot synthesis of bicyclic products from the Michael addition of different nucleophiles with beta-nitrostyrenes 1 is reported (C) 1998 Elsevier Science Ltd. Ail rights reserved.
• OEHRLEIN, REINHOLD;JESCHKE, RAINER;ERNST, BEAT;BELLUS, DANIEL, TETRAHEDRON LETT., 30,(1989) N7, C. 3517-3520
  作者：OEHRLEIN, REINHOLD、JESCHKE, RAINER、ERNST, BEAT、BELLUS, DANIEL

  DOI：——

  日期：——
• Liquid sulfur as a reagent: synthesis of polysulfanes with 20 or more sulfur atoms with characterization by UPLC-(Ag⁺)-coordination ion spray-MS
  作者：Kai Wang、Murree Groom、Robert Sheridan、Shaozhong Zhang、Eric Block

  DOI：10.1080/17415993.2012.721368

  日期：2013.4.1

  Diallyl disulfide reacts within minutes with liquid sulfur at 120 degrees C giving a family of diallyl polysulfanes, All(2)S(n) (n=322), characterized by ultra-performance liquid chromatography-(Ag+)-coordination ion spray-mass spectrometry (UPLC-(Ag+)CIS-MS). Similarly, garlic oil (GO), bis-(2-methyl-2-propenyl), bis-(2-chloro-2-propenyl), bis-(3-methyl-2-butenyl), and bis-(2-cyclohexen-1-yl) disulfides all give families of polysulfanes with up to 22 sequential sulfur atoms. New members of families of silver chelators with up to 10 sulfur atoms were found in GO using UPLC-(Ag+)CIS-MS.[GRAPHICS].