对甲苯磺酸异丁酯 | 104354-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 对甲苯磺酸异丁酯
• 英文名称: isobutyl 4-methylbenzenesulfinate
• 英文别名: iso-butyl p-toluenesulfinate；2-Methylpropyl 4-methylbenzenesulfinate
• CAS: 104354-40-7
• 化学式: C₁₁H₁₆O₂S
• 分子量: 212.313
• InChiKey: YUZXUYGGBYPNJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯亚磺酸 在 氯化亚砜 、 silica gel 作用下， 反应 0.69h， 生成 对甲苯磺酸异丁酯
  参考文献：
  名称：

  ONE-POT AND SIMPLE REACTION FOR THE SYNTHESIS OF ALKYL p-TOLUENESULFINATE ESTERS UNDER SOLID-PHASE CONDITIONS

  摘要：

  A manipulatively one-pot and rapid method for the synthesis of alkyl p-toluenesulfinate esters 1 from p-toluenesulfinic acid, supported thionyl chloride on silica gel and aliphatic alcohols in solid phase conditions is described.

  DOI：

  10.1080/10426500008043672

文献信息

• Electrochemical Synthesis of Sulfinic Esters via Aerobic Oxidative Esterification of Thiophenols with Alcohols
  作者：Jingya Yang、Xi-Cun Wang、Hongyan Zhou、Jiaokui Duan、Dongtai Xie、Ben Ma、Ganggang Wang、Chengqi Wu

  DOI：10.1055/s-0040-1707966

  日期：2020.9

  A method for the electrochemical synthesis of sulfinic esters by aerobic oxidative coupling of thiophenols and alcohols has been developed. Using electrons as the redox reagent and O2 in air as the oxygen source, the reactions proceeded smoothly at room temperature, even for a gram-scale preparation. No use of catalyst, clean redox reagent, green and abundant oxygen source, and mild reaction conditions

  已经开发了一种通过硫酚和醇的需氧氧化偶联电化学合成亚磺酸酯的方法。使用电子作为氧化还原试剂，并使用空气中的O 2作为氧气源，即使在进行克级制备时，反应在室温下也能顺利进行。无需使用催化剂，干净的氧化还原试剂，绿色和丰富的氧气源，以及温和的反应条件，使该策略变得环保。
• Efficient electrosynthesis of sulfinic esters via oxidative cross‐coupling between alcohols and thiophenols
  作者：Fengping Gong、Fangling Lu、Lin Zuo、Qi Wang、Ru Li、Jiaxin Hu、Zhen Li、Abdelilah Takfaoui、Aiwen Lei

  DOI：10.1002/jccs.201900246

  日期：2020.2

  A new protocol for SO bond formation was developed by electrochemical oxidative cross‐coupling between alcohols and thiophenols. With this strategy, a series of valuable sulfinic ester derivatives were synthesized up to 96% yield from basic starting materials. A preliminary mechanistic investigation reveals that this reaction involves oxygen reduction reaction (ORR).

  通过醇与硫酚之间的电化学氧化交叉偶联，开发了一种新的形成SO键的方案。通过这种策略，可以从碱性起始原料合成一系列有价值的亚磺酸酯衍生物，产率高达96％。初步的机械研究表明该反应涉及氧还原反应（ORR）。
• A convenient and mild procedure for the synthesis of alkyl p-toluenesulfinates under solvent-free conditions using microwave irradiation
  作者：Abdol R Hajipour、Shadpour E Mallakpour、Aboulfazl Afrousheh

  DOI：10.1016/s0040-4020(99)00011-3

  日期：1999.2

  The reactions of aliphatic alcohols with p-toluenesulfinic acid are accelerated by microwave irradiation under solvent-free conditions in the presence of silica gel to afford a high yielding synthesis of p-toluenesulfinate esters.

  在无溶剂条件下，在硅胶的存在下，通过微波辐射加速脂肪族醇与对甲苯磺酸的反应，以高产率合成对甲苯磺酸酯。
• Organic Reactions under Solid-State Conditions
  作者：Abdol R. Hajipour、Shadpour E. Mallakpour

  DOI：10.1080/10587250108023716

  日期：2001.2.1

  Manipulatively simple and rapid methods are described for the synthesis of: chiral sulfinate esters from sulfonyl chlorides and sufonic acids; aldehydes and ketones from oximes, alcohols, hydrozones; sulfoxides from sulfides; and disulfides from thiols. The chemical yields are good to excellent and diastereoselectivity is high.
• An efficient and novel method for the synthesis of sulfinate esters under solvent-free conditions
  作者：Abdol R. Hajipour、Ali R. Falahati、Arnold E. Ruoho

  DOI：10.1016/j.tetlet.2006.02.080

  日期：2006.4

  The present letter describes a reliable one-stage process for the preparation of sulfinate esters from the corresponding sulfinic acid and alcohols in the presence of N,N'-dicyclohexylcarbodiimide (DCC) under solvent-free conditions. (c) 2006 Elsevier Ltd. All rights reserved.