1-methoxy-5-(methanesulfonyl)naphthalene | 159683-67-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-methoxy-5-(methanesulfonyl)naphthalene
• 英文别名: 1-methanesulfonyl-5-methoxy-naphthalene；Methyl-(5-methoxy-naphthyl-(1))-sulfon；1-Methansulfonyl-5-methoxy-naphthalin；5-Methoxy-1-methylsulfon-naphthalin；1-Methoxy-5-methylsulfonylnaphthalene；1-methoxy-5-methylsulfonylnaphthalene
• CAS: 159683-67-7
• 化学式: C₁₂H₁₂O₃S
• 分子量: 236.291
• InChiKey: DKFWPFAOUCBJQF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methoxy-5-(methanesulfonyl)naphthalene 在 氢溴酸 、 溶剂黄146 作用下， 反应 4.0h， 以52%的产率得到5-(methanesulfonyl)-1-naphthol
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028
• 作为产物：
  描述：

  5-acetoxynaphthalene-1-sulfonate sodium salt 在 氯化亚砜 、 碳酸氢钠 、 sodium thiosulfate 、 N,N-二甲基甲酰胺 作用下， 反应 3.0h， 生成 1-methoxy-5-(methanesulfonyl)naphthalene
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028

文献信息

• Rennert, Chemische Berichte, 1915, vol. 48, p. 468
  作者：Rennert

  DOI：——

  日期：——
• Photoexcited Proton Transfer from Enhanced Photoacids
  作者：Laren M. Tolbert、Jeanne E. Haubrich

  DOI：10.1021/ja00102a028

  日期：1994.11

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.