butyl phenyl disulfide | 20129-23-1

• 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: butyl phenyl disulfide
• 英文别名: Phenyl-n-butyldisulfid；Disulfide, butyl phenyl；(butyldisulfanyl)benzene
• CAS: 20129-23-1
• 化学式: C₁₀H₁₄S₂
• 分子量: 198.353
• InChiKey: LRDFVVJJKMMFNG-UHFFFAOYSA-N

物化性质

• 沸点：
  82-83 °C(Press: 3 Torr)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  butyl phenyl disulfide 在 过氧化氢苯甲酰 、 氯仿 作用下， 生成 butane-1-thiosulfinic acid S-phenyl ester
  参考文献：
  名称：

  Jacini; Lauria, Gazzetta Chimica Italiana, 1950, vol. 80, p. 762,765

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(phenylsulfanyl)-1H-benzimidazole 在 间氯过氧苯甲酸 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 15.17h， 生成 butyl phenyl disulfide
  参考文献：
  名称：

  Reaction of 2-(alkylsulfinyl)-, 2-(arylsulfinyl)-, and 2-(aralkylsulfinyl)benzimidazoles with thiols: a convenient synthesis of unsymmetrical disulfides

  摘要：

  DOI：

  10.1021/jo00229a039

文献信息

• Graphite oxide: a selective and highly efficient oxidant of thiols and sulfides
  作者：Daniel R. Dreyer、Hong-Peng Jia、Alexander D. Todd、Jianxin Geng、Christopher W. Bielawski

  DOI：10.1039/c1ob06102j

  日期：——

  The selective oxidation of thiols to disulfides and sulfides to sulfoxides using graphite oxide (GO), a heterogeneous carbocatalyst obtained from low cost, commercial starting materials is described. The aforementioned oxidation reactions were found to proceed rapidly (as short as 10 min in some cases) and in good yield (51–100%) (19 examples). No over-oxidation of the substrates was observed, and GO's heterogeneous nature facilitated isolation and purification of the target products.

  使用石墨氧化物（GO）作为异相碳催化剂，从低成本、商业起始原料获得的硫醇选择性氧化为二硫化物和硫化物为亚砜的方法被描述。上述氧化反应被发现进行迅速（某些情况下仅需10分钟）且产率高（51-100%）（19个例子）。未观察到底物过度氧化，并且GO的异相性有助于目标产品的分离和纯化。
• Some Unusual Properties of Tris(2,6-dimethoxyphenyl)phosphine Sulfide and the Related Compounds
  作者：Masanori Wada、Mitsuyuki Kanzaki、Masanobu Fujiwara、Kazuhisa Kajihara、Tatsuo Erabi

  DOI：10.1246/bcsj.64.1782

  日期：1991.6

  (2,6)3P=S] reacted with acids to form a novel mercaptophosphonium salt [(2,6)3P–SH]X, solution thermolysis of which in the absence or presence of triphenylphosphine resulted in the unusual desulfurization to give the tertiary phosphonium salts [(2,6)3P–OH]X. (2,6)3P=S also reacted with alkyl iodides or bromides under mild conditions to give stable (alkylthio)phosphonium salts [(2,6)3P–SR]X (R=Me, Et

  标题硫化物2,6-(MeO)2C6H3}3P=S [缩写。(2,6)3P=S] 与酸反应形成新型巯基鏻盐 [(2,6)3P-SH]X，在三苯基膦不存在或存在下，溶液热解导致不寻常的脱硫，得到叔鏻盐 [(2,6)3P-OH]X。(2,6)3P=S 也在温和条件下与烷基碘或溴化物反应，得到稳定的（烷硫基）鏻盐 [(2,6)3P–SR]X (R=Me, Et, n-Bu)，在催化量的叔膦 (2,6)3P 存在下，在室温下与硫醇反应生成 [(2,6)3P-H]X 和不对称二硫化物。
• Oxidation of thiol by 5-arylidene 1,3-dimethylbarbituric acid and its application to synthesis of unsymmetrical disulfide
  作者：Kiyoshi Tanaka、Xing Chen、Teiji Kimura、Fumio Yoneda

  DOI：10.1016/s0040-4039(00)95570-9

  日期：——

  Oxidation of both aromatic and aliphatic thiols by 5-arylidene 1,3-dimethylbarbituric acid was found to proceed readily to give disulfides in good yield with concomitant reduction of the oxidant to the dihydro compound. Thiol adduct of the dihydro compound was successfully applied to the synthesis of unsymmetrical disulfide under mild conditions in an excellent yield.

  发现用5-亚芳基1，3-二甲基巴比妥酸氧化芳族和脂族硫醇都容易进行，从而以高收率得到二硫化物，同时氧化剂还原成二氢化合物。该二氢化合物的硫醇加合物已成功地在温和条件下以优异的产率应用于不对称二硫化物的合成。
• Alternating Current Electrolysis for the Electrocatalytic Synthesis of Mixed Disulfide via Sulfur–Sulfur Bond Metathesis towards Dynamic Disulfide Libraries
  作者：Lars Erik Sattler、Chris Josef Otten、Gerhard Hilt

  DOI：10.1002/chem.201904948

  日期：2020.3.9

  A novel approach of electrolysis using alternating current was applied in the sulfur-sulfur bond metathesis of symmetrical disulfides towards unsymmetrical disulfides. As initially expected, a statistical distribution in disulfides was obtained. Furthermore, the influence of electrode polarisation by alternating current was investigated on a two-disulfide matrix. The highly dynamic nature of this chemistry

  一种新的使用交流电的电解方法被应用于对称二硫化物向不对称二硫化物的硫-硫键复分解。如最初预期的那样，获得了二硫化物的统计分布。此外，研究了交流电对两极化硫化物基质的电极极化的影响。这种化学的高度动态性质导致通过矩阵的扩展创建动态二硫键库，该矩阵最多包含六个对称的二硫键。另外，通过交流电电解，实现了基质的混合和基质的逐步膨胀。
• Synthesis of Symmetrical and Unsymmetrical Thiosulfonates from Disulfides through Electrochemically Induced Disulfide Bond Metathesis and Site‐Selective Oxidation
  作者：Julia Strehl、Gerhard Hilt

  DOI：10.1002/ejoc.202101007

  日期：2022.1.11

  The anodic generation of symmetrical and unsymmetrical thiosulfonates is presented. The principle of the oxidation of symmetrical disulfides was expanded to the conversion of in situ generated unsymmetrical disulfides yielding the respective thiosulfonates. A strong dependency of the regioselectivity for the formation of the unsymmetrical thiosulfonates was encountered and allows their regioselective

  介绍了对称和不对称硫代磺酸盐的阳极生成。对称二硫化物的氧化原理扩展到原位生成的不对称二硫化物的转化，产生相应的硫代磺酸盐。遇到了形成不对称硫代磺酸盐的区域选择性的强烈依赖性，并允许它们在未来区域选择性形成。