4-methoxyphenyl propyl sulfide | 62291-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxyphenyl propyl sulfide
• 英文别名: (4-methoxyphenyl)(propyl)sulfane；1-Methoxy-4-(propylthio)-benzene；1-methoxy-4-propylsulfanylbenzene
• CAS: 62291-63-8
• 化学式: C₁₀H₁₄OS
• mdl: MFCD26958718
• 分子量: 182.287
• InChiKey: LGERTTXLZNHNAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl propyl sulfide 在 氢溴酸 、 溶剂黄146 作用下， 生成 4-propylthiophenol
  参考文献：
  名称：

  Assessing the Impact of Differential Measurement Error on Estimates of Fine Particle Mortality

  摘要：

  In air pollution epidemiology, error in measurements of correlated pollutants has been advanced as a reason to distrust regressions that find statistically significant weak associations. Much of the related debate in the literature and elswhere has been qualitative. To promote quantitative evaluation of such errors, this paper develops an air pollution time-series model based on correlations among unit-normal variables. Assuming there are no other sources of bias present, the model shows the expected amount of relative bias in the regression coefficients df a bivariate regression of coarse and fine particulate matter measurements on daily mortality. The model only requires information on instrumental error and spatial variability, along with the observed regression coefficients and information on the true fine-course correlation. Analytical results show that if one pollutant is truly more harmful than the other, then it must be measured more precisely than the other in order not to bias the ratio of the fine and course regression coefficients. Utilizing published data, a case study of the Harvard Six-Cities study illustrates use of the model and emphasizes the need for data on spatial variability across the study area. Current epidemiology time-series regressions can use this model to address the general concern of correlated pollutants with differing measurement errors.

  DOI：

  10.1080/10473289.2000.10463988
• 作为产物：
  描述：

  4-methyl-benzoic acid o-tolyl ester 在 bis(1,5-cyclooctadiene)nickel (0) 、 3,4-bis(dicyclohexylphosphino)thiophene 、 zinc diacetate 、 nickel diacetate 、 sodium phosphate 、 锌 作用下， 以 甲苯 为溶剂， 反应 36.0h， 生成 4-methoxyphenyl propyl sulfide
  参考文献：
  名称：

  Ni催化芳基交换反应合成芳基硫化物

  摘要：

  通过芳基硫化物与多种芳基亲电试剂之间的芳基交换反应，开发了镍催化芳基硫化物合成。通过使用2-吡啶基硫醚作为硫化物供体，该反应实现了芳基硫化物的合成，而无需使用有臭味和有毒的硫醇。使用能够裂解和形成芳基-S 键的 Ni/dcypt 催化剂对于 2-吡啶基硫化物和芳基亲电试剂之间的芳基交换反应很重要，包括芳族酯、芳醇衍生物和芳基卤化物。机理研究表明，Ni/dcypt 可以同时进行芳基硫化物和芳族酯的氧化加成，然后在生成的芳基-Ni-SR 和芳基-Ni-OAr 物种之间进行配体交换，以提供芳基交换化合物。

  DOI：

  10.1021/jacs.1c04215

文献信息

• Regioselective C–H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis
  作者：Amy C. Dodds、Andrew Sutherland

  DOI：10.1021/acs.joc.1c00448

  日期：2021.4.16

  iron(III) triflimide allowed the efficient thiolation of a range of arenes, including anisoles, phenols, acetanilides, and N-heterocycles. The method was applicable for the late-stage thiolation of tyrosine and tryptophan derivatives and was used as the key step for the synthesis of pharmaceutically relevant biaryl sulfur-containing compounds such as the antibiotic dapsone and the antidepressant vortioxetine

  描述了一种使用铁（III）催化制备不对称联芳基硫化物的温和区域选择性方法。的活化ñ -使用强大的路易斯酸铁（III）三氟甲（芳硫基）琥珀酰亚胺允许的范围芳烃，包括苯甲醚，酚，乙酰苯胺的有效硫醇化，并Ñ -heterocycles。该方法适用于酪氨酸和色氨酸衍生物的后期硫醇化，并用作合成药学上相关的联芳基含硫化合物（如抗生素氨苯砜和抗抑郁药vortioxetine）的关键步骤。动力学研究表明，当N带有电子缺陷芳烃的-（芳硫基）琥珀酰亚胺完全由三氟甲磺酸铁（III）催化硫代芳基化，带有富电子芳烃的N-（芳硫基）琥珀酰亚胺表现出路易斯基本产物促进的自催化机理。
• A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent
  作者：Silvia Anselmi、Siyu Liu、Seong-Heun Kim、Sarah M. Barry、Thomas S. Moody、Daniele Castagnolo

  DOI：10.1039/d0ob01966f

  日期：——

  Sulfoxides have been synthesised from various sulfide substrates under mild conditions exploiting CALB biocatalyst in the presence of urea hydrogen peroxide and AcOEt which acts with the dual role of solvent and reagent.

  砜氧化物已经在温和条件下利用CALB生物催化剂从各种硫醚底物合成，利用尿素过氧化氢和乙酸乙酯作为溶剂和试剂具有双重作用。
• Copper-Catalyzed Three-Component Coupling Reaction of Aryl Iodides, a Disilathiane, and Alkyl Benzoates Leading to a One-Pot Synthesis of Alkyl Aryl Sulfides
  作者：Norio Sakai、Hiromu Maeda、Yohei Ogiwara

  DOI：10.1055/s-0037-1610869

  日期：2019.6

  Abstract A copper-catalyzed three-component coupling reaction of aryl iodides, hexamethyldisilathiane and alkyl benzoates leading to alkyl aryl sulfides has been demonstrated. A disilathiane acted as both a sulfur source and a promoter of the sulfidation, and the alkyl moiety of the alkyl benzoate was effectively introduced on one side of the sulfide. Moreover, we found that the protocol can be expanded

  抽象的 已经证明了芳基碘化物，六甲基二硅烷基噻吩和烷基苯甲酸酯的铜催化的三组分偶联反应导致烷基芳基硫醚。二硅氮烷既充当硫源又充当硫化促进剂，并且烷基苯甲酸酯的烷基部分有效地引入了硫化物的一侧。此外，我们发现该方案可以扩展为用二苯基二硒化物制备乙基苯基硒化物。 已经证明了芳基碘化物，六甲基二硅烷基噻吩和烷基苯甲酸酯的铜催化的三组分偶联反应导致烷基芳基硫醚。二硅氮烷既充当硫源又充当硫化促进剂，并且烷基苯甲酸酯的烷基部分有效地引入了硫化物的一侧。此外，我们发现该方案可以扩展为用二苯基二硒化物制备乙基苯基硒化物。
• Enantioselective Nitrene Transfer to Sulfides Catalyzed by a Chiral Iron Complex
  作者：Jun Wang、Marcus Frings、Carsten Bolm

  DOI：10.1002/anie.201304451

  日期：2013.8.12

  Iron works: Enantioselective nitrene transfer to sulfide was accomplished by a chiral iron(III)/PyBOX catalyst (see scheme). Various sulfimides were thus obtained in high enantioselectivities and yields. Applications of this protocol to the syntheses of enantioenriched sulfoximines and an epoxide were also demonstrated.

  铁厂：通过手性铁（III）/ PyBOX催化剂（参见方案）可实现对映选择性的腈转化为硫化物。因此以高对映选择性和产率获得了各种磺酰亚胺。还证明了该方案在对映体富集的亚砜亚胺和环氧化物的合成中的应用。
• Efficient Aerobic Oxidation of Phosphines, Phosphites, and Sulfides by Using Trialkylborane
  作者：Kosuke Motoshima、Akinori Sato、Hideki Yorimitsu、Koichiro Oshima

  DOI：10.1246/bcsj.80.2229

  日期：2007.11.15

  Treatment of phosphines, phosphites, or sulfides with trialkylborane under air afforded the corresponding oxides in good yields.

  在空气中用三烷基硼烷处理膦、亚磷酸酯或硫化物，以良好的产率得到相应的氧化物。