2-propene-1-sulfinothioic acid S-(E)-1-propenyl ester | 134568-42-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代亚磺酸酯
• 英文名称: 2-propene-1-sulfinothioic acid S-(E)-1-propenyl ester
• 英文别名: S-1-Propenyl 2-propenesulfinothioate；(E)-1-prop-2-enylsulfinylsulfanylprop-1-ene
• CAS: 134568-42-6
• 化学式: C₆H₁₀OS₂
• 分子量: 162.277
• InChiKey: UALJWNWDDJRJTL-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-1-allyl-2-(prop-1-en-1-yl) disulfane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 2-propene-1-sulfinothioic acid S-(E)-1-propenyl ester 、 (E)-1-propenesulfinothioic acid S-2-propenyl ester
  参考文献：
  名称：

  Allium Chemistry:  Synthesis and Sigmatropic Rearrangements of Alk(en)yl 1-Propenyl Disulfide S-Oxides from Cut Onion and Garlic¹

  摘要：

  Reduction (LiAlH4) of propyl 1-propynyl sulfide (8) to (E)-1-propenyl propyl sulfide ((E)-10), C-S cleavage (Li/NH3) to lithium (E)-1-propenethiolate (Li(E)-11), and reaction with MeSO(2)Cl gives (E,E)-bis(1-propenyl) disulfide ((E,E)-2); i-Bu(2)AlH reduction of 8 to (Z)-10 and reaction with Li/NH3 and then MeSO(2)Cl gives (Z,Z)-2 via Li (Z)-11. Reaction of MeSO(2)SR (R = Me (12a), n-Pr (12b), CH2CH=CH2 (12c), CH=CHMe (12d)) with K (E)-11 gives (E,Z)-2 from (Z)-12d; Li (E,Z)-11 gives alkyl (E)- and (Z)-1-propenyl disulfides (MeCH=CHSSR, R = Me (3a), n-Pr (3b), CH2=CHCH2 (3c)) from 12a-c, respectively. Oxidation at -60 degrees C of (E,E)-, (Z,Z)-, and (E,Z)-2 gives (E)-1-propenesulfinothioic acid S-(E)-1-propenyl ester ((E,E)-13, (E,E)-MeCH=CHS(O)SCH=CHMe) from (E,E)-2, (Z,Z)-13 from (Z,Z)-2, and ca. 2:1 (E,Z)-13)/(Z,E)-13 from (E,Z)-2. Warming (Z,Z)-13 gives (+/-)-(1 alpha,2 alpha,3 beta,4 alpha,5 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5-oxide (1a), endo-5-methyl-exo-6-methyl-2-oxa-3,7-dithiabicyclo[2.2.1]heptane (14a), and exo-5-methyl-endo-6-methyl-2-oxa-3,7-dithiabicyclo[2.2. 1]heptane (14b). Warming (E,E)-13 gives 14a and 14b; (E,Z)-13/(Z,E)-13 gives (1 alpha,2 alpha,3 alpha,4 alpha,5 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5-oxide (1b), exo-5-methyl-exo-6-methyl-2-oxa-3,7-dithiabicyclo[2.2.1]heptane (14c), and endo-5-methyl-endo-6-methyl-2-oxa-3,7-dithiabicyclo[2.2.1]heptane (14d). Oxidation of 3a-c gives MeCH=CHSS(O)R (4) and MeCH=CHS(O)SR (5). At -60 degrees C, m-CPBA (2 equiv) converts (E,E)-2 into (Z,Z)-d,l-2,3-dimethyl-1,4-butanedithial 1,4-dioxide (26) while (Z,Z)-2 gives meso- and d,l-26. With NaIO4, 4/5 (R = Me) gives (E)- or (Z)-12a and MeCH=CHSO(2)SMe (6a); with m-CPBA (Z)-MeS(O)CHMeCH=S+-O- (25a) forms. At 85 degrees C 2 gives 1:1 cis- and trans-2-mercapto-3,4-dimethyl-2,3-dihydrothiophene (29).

  DOI：

  10.1021/ja953444h

文献信息

• PROCESS OF PREPARING CONJUGATES OF ALLIUM ORGANOSULFUR COMPOUNDS WITH AMINO ACIDS, PEPTIDES, AND PROTEINS
  申请人：Parkin Kirk L.

  公开号：US20110082282A1

  公开（公告）日：2011-04-07

  Processes using Allium tissue homogenates and extracts in a simple and cost-effective manner to maximize the yields and recovery of thiosulfinates from Allium tissues and related organisms possessing alliinase, LF synthase and/or S-alk(en)yl-L-cysteine sulfoxides are disclosed.

  本发明揭示了使用Allium组织匀浆和提取物的过程，以简单且经济有效的方式最大化从Allium组织和相关生物中具有alliinase、LF合成酶和/或S-烷基-L-半胱氨酸亚砜的硫代磺酸盐的产量和回收率。
• Apparatus, method and composition for repelling animals
  申请人：——

  公开号：US20030091664A1

  公开（公告）日：2003-05-15

  An apparatus, method and composition for repelling animals are disclosed. The apparatus comprises a layer extracted from a plant of an Alliaceae family on a substrate, wherein the substrate is selected from the group consisting of plants, living animals and manufactured objects and combinations thereof. The method comprises extracting a plant of an Alliaceae family, Allium genus; and applying the extract to an exposed surface of a substrate, wherein the substrate is selected from the group consisting of plants, living animals, manufactured objects and combinations thereof. The composition comprises an extract of a plant of an Alliaceae family, Allium genus; and at least one egg, having a yolk portion.

  本发明公开了一种驱赶动物的装置、方法和组合物。该装置包括在基质上的一层从万年青科植物中提取的提取物，其中基质选自由植物、活体动物和人造物体及其组合组成的组。该方法包括提取茜草科、薤属植物；并将提取物涂抹在基质的暴露表面，其中基质选自由植物、活体动物、人造物品及其组合组成的组。该组合物包括茜草科、薤属植物的提取物；以及至少一个具有蛋黄部分的鸡蛋。
• Electronic Cigarette Assembly
  申请人：VOODOO SCIENCE LLC

  公开号：US20150257447A1

  公开（公告）日：2015-09-17

  The present invention provides improved devices, components, and conduit assemblies for delivery of a breathable/inhalable fluid stream containing a solvation-enhancing atomized liquid, the fluid stream carrying a functional liquid component. In one aspect, devices of the invention incorporate an exchangeable fluid-permeable body, such as a cartridge comprising a fluid-permeable packing material, containing the functional liquid. In another aspect, devices of the invention incorporate an electronic control system configured to detect and store physical states, settings, modes/configurations, and/or usage of the device over time. Optionally, the detected states may be exported to a separate electronic device via a Wi-Fi or other suitable remote connection. In other embodiments, the electronic control system provides passcode authorization for actuating an atomizing element and/or toggling the device between locked and unlocked states.
• Breathable Fluid Delivery System Including Exchangeable Fluid Permeable Cartridge
  申请人：VOODOO SCIENCE LLC

  公开号：US20150258288A1

  公开（公告）日：2015-09-17

  The present invention provides improved apparatus, systems, and methods of delivering a breathable fluid stream carrying an atomized or vaporized functional liquid. In particular, a fluid-permeable exchangeable cartridge is provided for containing the functional liquid to be introduced into a fluid stream comprising a breathable base fluid flowing through the cartridge. Preferably, the breathable base fluid includes a solvation enhancer such as atomized or vaporized propylene glycol or glycerin. In another aspect, a throttling valve system is provided for adjusting the ratio of flow from a breathable base fluid source through the cartridge or around the cartridge via a bypass channel, to vary the concentration of the functional liquid component mixed with the breathable base fluid.
• Enhanced Electronic Cigarette Assembly With Modular Disposable Elements Including Tanks
  申请人：DeMeritt Kevin

  公开号：US20160192708A1

  公开（公告）日：2016-07-07

  Radically improved devices, systems, and methods make it convenient to exchange flavoring or active species with ease and without mixing of previously loaded mixtures. Devices, systems, and methods for introducing any species desired for consumption into e-cigarette vapors without heating them, thus avoiding excessive pyrolysis or degradation to those ingredients. Safer alternatives to current (pods) e-liquid containers and devices, making them NON-accessible to children, and making risk of harmful exposure to liquid nicotine eliminated mitigated or extenuated, are offered along with modular disposable components, to create a new state of the art.