4-methyl-1-phenylsulfonylnaphthalene | 430430-72-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-methyl-1-phenylsulfonylnaphthalene
• 英文别名: 4-methyl-1-naphthyl phenyl sulfide；1-Methyl-4-(phenylsulfanyl)naphthalene；1-methyl-4-phenylsulfanylnaphthalene
• CAS: 430430-72-1
• 化学式: C₁₇H₁₄S
• 分子量: 250.364
• InChiKey: FDDRKFYZFUWSDN-UHFFFAOYSA-N

物化性质

• 沸点：
  414.5±14.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (氯甲基)萘 以 二甲基亚砜 为溶剂， 反应 0.33h， 生成 4-methyl-1-phenylsulfonylnaphthalene
  参考文献：
  名称：

  摘要：

  4-Vinylbenzyl phenyl ether, 4-phenylbenzyl phenyl ether, 1- and 2-naphtllylmethyl phenyl ethers react with sodium thiophenolate under photochemical stimulation with replacement of the phenoxy group. The composition of reaction products and relation of reactivity to the structure of substrates is consistent with anion-radical mechanism. The corresponding methoxy and cyano derivatives do not undergo the reaction.

  DOI：

  10.1023/a:1013456112725

文献信息

• Thiophenes as Traps for Benzyne. 3. Diaryl Sulfides and the Role of Dipolar Intermediates
  作者：Manfred G. Reinecke、Dario Del Mazza、Marcus Obeng

  DOI：10.1021/jo0265176

  日期：2003.1.1

  mechanisms of formation. The remaining mechanism involves [4+2]-cycloaddition of benzyne to thiophene or to an S-phenylthiophenium ylide 10 to give the dipolar 2:1 benzyne/thiophene adduct 8 followed by ring-opening. Stevens-like rearrangements of 11, formed from 10 by proton transfer, may also explain the origin of arylated thiophenes such as 12 and 3 found in some reactions of benzynes with thiophene.

  在一组标准条件下，七种噻吩与由二羧酸二苯基碘鎓（DPIC）生成的苯炔的反应导致其他产物中，由噻吩（1a）和2c形成了α-和β-萘基苯基硫化物2a和2b。和2d来自2-甲基噻吩（1b）。由卤代噻吩1c-g产生二噻吩硫醚4a-f。通过与2a-f的真实样品进行比较，证明了萘基硫化物的结构，从而消除了两种可能的形成机理之一。剩余的机理涉及苯并[4 + 2]-环加成噻吩或S-苯基噻吩基内鎓盐10，得到偶极2：1苯并/噻吩加合物8，然后开环。史蒂文斯式的重排11，通过质子转移从10形成，
• US7381842B2
  申请人：——

  公开号：US7381842B2

  公开（公告）日：2008-06-03
• ——
  作者：A. S. Dneprovskii、I. V. Fedosov

  DOI：10.1023/a:1013456112725

  日期：——

  4-Vinylbenzyl phenyl ether, 4-phenylbenzyl phenyl ether, 1- and 2-naphtllylmethyl phenyl ethers react with sodium thiophenolate under photochemical stimulation with replacement of the phenoxy group. The composition of reaction products and relation of reactivity to the structure of substrates is consistent with anion-radical mechanism. The corresponding methoxy and cyano derivatives do not undergo the reaction.