4-bromophenyl methylsulfinylmethyl ether | 121824-43-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-bromophenyl methylsulfinylmethyl ether
• 英文别名: 1-((methylsulfinyl)methoxy)-4-bromobenzene；1-bromo-4-((methylsulfinyl)methoxy)benzene；1-Bromo-4-(methylsulfinylmethoxy)benzene
• CAS: 121824-43-9
• 化学式: C₈H₉BrO₂S
• 分子量: 249.128
• InChiKey: MJOGCGLFNDEXTE-UHFFFAOYSA-N

物化性质

• 沸点：
  411.2±25.0 °C(Predicted)
• 密度：
  1.600±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromophenyl methylsulfinylmethyl ether 在 乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以75%的产率得到4-bromophenyl chloromethyl ether
  参考文献：
  名称：

  Antonsen, Oeyvind; Benneche, Tore; Undheim, Kjell, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1988, vol. 42, # 8, p. 515 - 523

  摘要：

  DOI：
• 作为产物：
  描述：

  4-bromophenyl methylthiomethyl ether 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以86%的产率得到4-bromophenyl methylsulfinylmethyl ether
  参考文献：
  名称：

  Antonsen, Oeyvind; Benneche, Tore; Undheim, Kjell, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1988, vol. 42, # 8, p. 515 - 523

  摘要：

  DOI：

文献信息

• CuI-Catalyzed Fluorodesulfurization for the Synthesis of Monofluoromethyl Aryl Ethers
  作者：Yang Geng、Apeng Liang、Xianying Gao、Chengshan Niu、Jingya Li、Dapeng Zou、Yusheng Wu、Yangjie Wu

  DOI：10.1021/acs.joc.7b01438

  日期：2017.8.18

  An efficient CuI-catalyzed fluorodesulfurization for the synthesis of monofluoromethyl aryl ethers using DAST at room temperature has been developed. This approach exhibits a good functional group tolerance, a broad substrate scope, and a high synthesis efficiency.

  已经开发出一种在室温下使用DAST合成CuI催化的氟脱硫的有效方法，用于合成一氟甲基芳基醚。该方法表现出良好的官能团耐受性，广泛的底物范围和高的合成效率。
• Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines
  作者：Bernard R. Neustadt、Jinsong Hao、Neil Lindo、William J. Greenlee、Andrew W. Stamford、Deen Tulshian、Ennio Ongini、John Hunter、Angela Monopoli、Rosalia Bertorelli、Carolyn Foster、Leyla Arik、Jean Lachowicz、Kwokei Ng、Kung-I Feng

  DOI：10.1016/j.bmcl.2006.11.083

  日期：2007.3

  Antagonism of the adenosine A2A receptor offers great promise in the treatment of Parkinson's disease. Employing the known pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine A2A antagonist SCH 58261 as a starting point, we identified the potent and selective (vs. A1) antagonist 11h, orally active in the rat haloperidol-induced catalepsy model. We further optimized this lead to the methoxyethoxyethyl ether 12a (SCH 420814), which shows broad selectivity, good pharmacokinetic properties, and excellent in vivo activity.
• Single-Electron Transfer from Dimsyl Anion in the Alkylation of Phenols
  作者：Samantha Rohe、Guillaume Révol、Thomas Marmin、Daniel Barriault、Louis Barriault

  DOI：10.1021/acs.joc.9b03237

  日期：2020.2.21

  While attempting to synthesize biaryl ethers we discovered the inadvertent formation of a methylsulfoxylmethyl ether byproduct. Formation of this unexpected byproduct presented an opportunity to streamline the synthesis of methylsulfoxylmethyl ethers. Mechanistic studies suggest a radical pathway with dimsyl potassium as a reducing agent.
• ANTONSEN, ZHIAMETRYVIND;BENNECHE, TORE;UNDNEIM, KJELL, ACTA CHEM. SCAND. B., 42,(1988) N 8, C. 515-523
  作者：ANTONSEN, ZHIAMETRYVIND、BENNECHE, TORE、UNDNEIM, KJELL

  DOI：——

  日期：——