S-(4-vinylphenyl) thioacetate | 23939-49-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚酯
• 英文名称: S-(4-vinylphenyl) thioacetate
• 英文别名: S-4-vinylphenyl ethanethioate；S-4-vinylphenylthioacetate；4-acetylsulfanyl-styrene；S-(4-vinylbenzene)thioacetate；thioacetic acid S-(4-vinyl-phenyl ester)；Thioessigsaeure-S-(4-vinyl-phenylester)；Ethanethioic acid, S-(4-ethenylphenyl) ester；S-(4-ethenylphenyl) ethanethioate
• CAS: 23939-49-3
• 化学式: C₁₀H₁₀OS
• 分子量: 178.255
• InChiKey: PGKWHIHEPAIGCD-UHFFFAOYSA-N

物化性质

• 沸点：
  103-117 °C(Press: 0.6 Torr)
• 密度：
  1.0953 g/cm3(Temp: 25.5 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  S-(4-vinylphenyl) thioacetate 在 二丁基二甲氧基锡 、 iron(III) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以34%的产率得到1,2-bis(4-vinylphenyl)disulfane
  参考文献：
  名称：

  Oxidation Reactions in Segmented and Continuous Flow Chemical Processing Using an N-(tert-Butyl)phenylsulfinimidoyl Chloride Monolith

  摘要：

  描述了一种在单体材料上支撑的N-(叔丁基)苯基磺酰亚胺氯化物，可纳入流动化学处理装置中，用于氧化多种底物，既可用于计量反应，也可用于催化反应，从而在在线处理后获得高产率和高纯度的产物。

  DOI：

  10.1055/s-0030-1259923
• 作为产物：
  描述：

  4'-巯基苯乙酮 在 吡啶 、 sodium tetrahydroborate 、 乙醚 、 乙醇 作用下， 生成 S-(4-vinylphenyl) thioacetate
  参考文献：
  名称：

  Preparation of p-Vinylphenyl Thioacetate,¹ its Polymers, Copolymers and Hydrolysis Products. Water-soluble Copolymers Containing Sulfhydryl Groups²

  摘要：

  DOI：

  10.1021/ja01599a067

文献信息

• Cyclosporin analogs for the treatment of immunoregulatory disorders and respiratory diseases
  申请人：Hunt W. Kevin

  公开号：US20060035821A1

  公开（公告）日：2006-02-16

  Provided are novel cyclosporin analogs, methods for their production, and their use for treating immunoregulatory and respiratory diseases, disorders, and conditions.

  提供了新颖的环孢素类似物，其生产方法，以及它们用于治疗免疫调节和呼吸系统疾病、紊乱和症状的用途。
• Bromine catalyzed conversion of S-tert-butyl groups into versatile and, for self-assembly processes accessible, acetyl-protected thiols
  作者：Alfred Błaszczyk、Mark Elbing、Marcel Mayor

  DOI：10.1039/b408677e

  日期：——

  The facile and efficient conversion of a tert-butyl protecting group to an acetyl protecting group for thiols by catalytic amounts of bromine in acetyl chloride and the presence of acetic acid has been developed. The fairly mild reaction conditions are of particular interest for new protecting group strategies for sulfur functionalised target structures.

  在乙酰氯和乙酸存在的情况下，通过催化溴的用量，将叔丁基保护基团简便高效地转化为硫醇的乙酰基保护基团。这种相当温和的反应条件对于硫官能化目标结构的新保护基策略具有特别重要的意义。
• Stereoselective synthesis of vinyl nitriles through a Ramberg–Bäcklund approach
  作者：Octavio A. Valle-González、Ángel I. Salazar-Bello、J. Armando Luján-Montelongo

  DOI：10.1039/d3ob00214d

  日期：——

  applicability of vinyl nitriles in the preparation of pharmaceuticals, polymers, and other valuable materials benefits from robust preparative methodologies. In this work, we present a novel approach for the synthesis of vinyl nitriles based on the Ramberg–Bäcklund olefination reaction (RBR). While there are few examples for accessing functionalized olefins using the RBR, we believe that this methodology

  乙烯基腈在药物、聚合物和其他有价值材料制备中的适用性得益于可靠的制备方法。在这项工作中，我们提出了一种基于 Ramberg–Bäcklund 烯化反应 (RBR) 合成乙烯基腈的新方法。虽然很少有使用 RBR 获得功能化烯烃的例子，但我们相信这种方法体现了安装特权乙烯基腈构建单元的有用方法，例如美国 FDA 批准的抗病毒利匹韦林的丙烯腈片段。
• Method for producing alkenylthiophenols and their esters
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0271307A2

  公开（公告）日：1988-06-15

  A method is provided for preparing alkenylthiophenols, e.g. para-vinylthiophenol, or their esters, e.g., para-vinylthiophenol acetate by reacting a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone (4-HAP) with an N,N-di(organo)thiocarbamoyl halide, e.g., N,N-dimethylthiocarbamoyl chloride (DMTC) to form an O-(acylaryl) N,N-di(organo)thiocarbamate, e.g., O-(4ʹ-acetophenyl) N,N-dimethylthiocarbamate, and pyrolytically rearranging the latter compound to form an S-(acylaryl) N,N-di(organo)thiocarbamate, e.g., S-(4ʹ-acetophenyl) N,N-dimethylthiocarbamate. In one procedure, the latter compound is directly reduced to form an S-(1-hydroxyalkylaryl) N,N-di(organo) thiocarbamate, e.g., S-[4ʹ-(1-hydroxyethyl)phenyl] N,N-dimethylthiocarbamate, which is either hydrolyzed to form a (1-hydroxyalkyl) thiophenol, e.g., 4ʹ-(1-hydroxyethyl) thiophenol, which, optionally after acylation of its thiol group, is dehydrated to form the alkenylthiophenol wherein the double bond is at the ring-bonded carbon atom, e.g., para-vinylthiophenol, or the S-(1-hydroxyalkylaryl) N,N-di(organo) thiocarbamate is dehydrated to form an S-(alkenylaryl) N,N-di(organo) thiocarbamate, e.g., S-(4-vinylphenyl) N,N-dimethylthiocarbamate which is hydrolyzed to form the alkenylthiophenol. In an alternative procedure, the S-(acylaryl) N,N-di(organo)thiocarbamate is hydrolyzed and the resulting thiol acylated with an acylating agent, e.g., acetyl chloride, to produce an acylthiophenol ester, e.g., 4-acetothiophenol acetate, which is then reduced and hydrolyzed to produce the (1-hydroxyalkyl) thiophenol. The latter compound is then dehydrated to produce the alkenylthiophenol, or acylated and dehydrated to produce the alkenylthiophenol thioester, as described in the first procedure.

  本发明提供了一种制备烯基苯硫酚（如对乙烯基苯硫酚）或其酯类（如对乙烯基苯硫酚乙酸酯）的方法，该方法通过使羟基芳香酮（如 4-羟基苯乙酮（4-HAP））与 N,N-二（有机）硫代氨基甲酰卤（如 N,N-二甲基硫代氨基甲酰氯（DMTC））反应，生成 O-（酰基）N,N-二（有机）硫代氨基甲酸酯（如 N,N-二甲基硫代氨基甲酰氯（DMTC））、N,N-二甲基硫代氨基甲酰氯（DMTC）形成 O-（酰基）N,N-二（有机）硫代氨基甲酸酯，如O-(4ʹ-乙酰苯基) N,N-二甲基硫代氨基甲酸酯，并对后一种化合物进行热解重排，形成 S-(酰基) N,N-二(有机)硫代氨基甲酸酯，例如 S-(4ʹ-乙酰苯基) N,N-二甲基硫代氨基甲酸酯。在一种工艺中，后一种化合物被直接还原形成 S-(1-羟基烷基芳基) N,N-二（有机）硫代氨基甲酸酯，例如 S-[4ʹ-(1-羟乙基)苯基] N,N-二甲基硫代氨基甲酸酯，后者被水解形成（1-羟基烷基）噻吩酚，例如4ʹ-（1-羟乙基）噻吩酚，该噻吩酚可选择在其硫醇基酰化后脱水形成烯基噻吩酚，其中双键位于环键碳原子上，例如S-(1-羟基烷基芳基) N,N-二(有机)硫代氨基甲酸酯脱水形成 S-(烯基芳基) N,N-二(有机)硫代氨基甲酸酯，例如 S-(4-乙烯基苯基) N,N-二甲基硫代氨基甲酸酯，水解形成烯基苯硫酚。另一种方法是将 S-（酰基）N,N-二（有机）硫代氨基甲酸酯水解，所得硫醇与酰化剂（如乙酰氯）酰化，生成酰基苯硫酚酯（如 4-乙酰苯硫酚乙酸酯），然后将其还原和水解，生成（1-羟基烷基）苯硫酚。然后将后一种化合物脱水生成烯基苯硫酚，或者如第一种方法所述，将其酰化并脱水生成烯基苯硫酚硫酯。
• Copolymers of P-mercaptostyrene and its esters
  申请人：HOECHST CELANESE CORPORATION

  公开号：EP0396413A2

  公开（公告）日：1990-11-07

  There are provided novel copolymers of a p-mercaptostyrene ester, e.g., the acetate, with at least one comonomer selected from the group consisting of styrene, N-methylmaleimide, maleic anhydride and p-acetoxystyrene. These copolymers may be hydrolyzed to produce corresponding copolymers of p-mercaptostyrene with at least one comonomer selected from the group consisting of styrene, N-methylmaleimide, maleic acid and p-vinylphenol. The copolymers have application as heavy metal sequestering agents in various forms and structures.

  提供了对巯基苯乙烯酯（如醋酸酯）与至少一种选自苯乙烯、N-甲基马来酰亚胺、马来酸酐和对乙酰氧基苯乙烯的共聚物的新型共聚物。这些共聚物可通过水解生成相应的对巯基苯乙烯与至少一种共聚单体的共聚物，这些共聚单体选自苯乙烯、N-甲基马来酰亚胺、马来酸和对乙烯基苯酚组成的组。这些共聚物可用作各种形式和结构的重金属封存剂。