4-methoxy-1,2-benzenediacetonitrile | 36132-97-5

• 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: 4-methoxy-1,2-benzenediacetonitrile
• 英文别名: 4-Methoxy-o-phenylendiacetonitril；4-Methoxy-o-phenylenediacetonitrile；2-[2-(cyanomethyl)-4-methoxyphenyl]acetonitrile
• CAS: 36132-97-5
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: FACCPFNJBVMQNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  368.4±32.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methoxy-1,2-benzenediacetonitrile 在 2,4,6-三甲基吡啶 、 lithium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 22.5h， 生成 6-羟基萘-1,4-二腈
  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：

  3,4-二羟甲基苯甲醚 在 三溴化磷 作用下， 以 二甲基亚砜 为溶剂， 反应 15.5h， 生成 4-methoxy-1,2-benzenediacetonitrile
  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

• Substituted 1,2,4,5-tetrahydro-3H, 3 benzazepines
  申请人：Pennwalt Corporation

  公开号：US04233217A1

  公开（公告）日：1980-11-11

  Compounds of the general formula: ##STR1## and pharmaceutical acceptable salts thereof wherein R is H, lower alkyl, lower alkenyl, lower aralkenyl, cycloalkyl-alkyl, propargyl, lower aralkyl, hydroxyalkyl and esters thereof, heterocyclic, heterocyclic-alkyl, alkyl-aminoalkyl, adamantylalkyl, aralkyl-heterocyclic-alkyl and alkyl-aralkyl-heterocyclic alkyl; R.sup.1 is H, lower alkyl, phenyl, or phenylloweralkyl; R.sup.2 is hydrogen or lower alkyl; R.sup.3 is hydrogen; lower alkoxy; lower alkoxy alkyl ether of hydroxy; amino; lower alkyl; halogen; nitro; hydroxy; or carboxylic acid ester of hydroxy group, which compounds are useful as analgesics, narcotic antagonists and antihistaminics.

  通式为 ##STR1## 的化合物及其药学可接受的盐，其中 R 为 H、低碳基、低烯基、低芳基烯基、环烷基-烷基、丙炔基、低芳基烷基、羟基烷基和其酯、杂环、杂环-烷基、烷基-氨基烷基、金刚烷基烷基、芳基烷基-杂环-烷基和烷基-芳基-杂环烷基；R.sup.1 为 H、低碳基、苯基或苯基低碳基；R.sup.2 为氢或低碳基；R.sup.3 为氢、低烷氧基、低烷氧基烷基乙醚、氨基、低碳基、卤素、硝基、羟基或羟基羧酸酯基，这些化合物可用作镇痛药、麻醉对抗剂和抗组胺药。
• Substituted 1,2,4,5-tetrahydro-3H,3 benzazepines
  申请人：Pennwalt Corporation

  公开号：US04210749A1

  公开（公告）日：1980-07-01

  Compounds of the general formula: ##STR1## and pharmaceutical acceptable salts thereof wherein R is H, lower alkyl, lower alkenyl, lower aralkenyl, cycloalkyl-alkyl, propargyl, lower aralkyl, hydroxyalkyl and esters thereof, heterocyclic, heterocyclic-alkyl, alkyl-aminoalkyl, adamantylalkyl, aralkyl-heterocyclic-alkyl and alkyl-aralkyl-heterocyclic alkyl; R.sup.1 is H, lower alkyl, phenyl, or phenylloweralkyl; R.sup.2 is hydrogen or lower alkyl; R.sup.3 is hydrogen; lower alkoxy; lower alkoxy alkyl ether of hydroxy; amino; lower alkyl; halogen; nitro; hydroxy; or carboxylic acid ester of hydroxy group, useful as analgesics and narcotic antagonists.

  通式为##STR1##的化合物及其药物可接受的盐，其中R为H、低碳基、低烯基、低芳基烯基、环烷基-烷基、丙炔基、低芳基烷基、羟基烷基及其酯、杂环、杂环烷基、烷基-氨基烷基、金刚烷基烷基、芳基烷基-杂环烷基和烷基-芳基-杂环烷基；R.sup.1为H、低碳基、苯基或苯基低碳基；R.sup.2为氢或低碳基；R.sup.3为氢、低烷氧基、低烷氧基烷基的羟基醚、氨基、低碳基、卤素、硝基、羟基或羟基酸酯，可用作镇痛剂和麻醉拮抗剂。
• US4210749A
  申请人：——

  公开号：US4210749A

  公开（公告）日：1980-07-01
• US4233217A
  申请人：——

  公开号：US4233217A

  公开（公告）日：1980-11-11
• 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.