(2-Chloro-4,5-dicyano-3,6-dioxo-cyclohexa-1,4-dienyl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid methyl ester | 198222-13-8

• 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: (2-Chloro-4,5-dicyano-3,6-dioxo-cyclohexa-1,4-dienyl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid methyl ester
• 英文别名: Methyl 2-(2-chloro-4,5-dicyano-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(triphenyl-lambda5-phosphanylidene)acetate；methyl 2-(2-chloro-4,5-dicyano-3,6-dioxocyclohexa-1,4-dien-1-yl)-2-(triphenyl-λ5-phosphanylidene)acetate
• CAS: 198222-13-8
• 化学式: C₂₉H₁₈ClN₂O₄P
• 分子量: 524.9
• InChiKey: DDDHNHBXMSOMQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  对硝基苯甲醛 、 (2-Chloro-4,5-dicyano-3,6-dioxo-cyclohexa-1,4-dienyl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid methyl ester 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 15.0h， 以62%的产率得到(Z)-2-(2-Chloro-4,5-dicyano-3,6-dioxo-cyclohexa-1,4-dienyl)-3-(4-nitro-phenyl)-acrylic acid methyl ester
  参考文献：
  名称：

  Reactions of alkylidenephosphoranes with symmetrically substituted p-quinones

  摘要：

  The reaction of p-quinone 1 with ylides 2a and 2b afforded the corresponding phosphonium salts 8a,b, p-quinone-dimethanides 4a,b(Z) and 5a,b(E); substituted phenols 7a,b(Z and E) and coumarin-derivative II (only with 2a). The reaction of 1 with ylide 2c gave, besides 4c, 5c and 8c, hydroquinone[1]cyclobutene 16 and the Diels-Alder product 17. Reactions of 1 with 2d and 3 (salts) in the presence of sodium alkoxide yielded through preferred attack on the nitrile function, azo-22 and bisimino-24 compounds, respectively. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00905-8
• 作为产物：
  描述：

  以 甲苯 为溶剂， 反应 15.0h， 以85%的产率得到(2-Chloro-4,5-dicyano-3,6-dioxo-cyclohexa-1,4-dienyl)-(triphenyl-λ⁵-phosphanylidene)-acetic acid methyl ester
  参考文献：
  名称：

  Reactions of alkylidenephosphoranes with symmetrically substituted p-quinones

  摘要：

  The reaction of p-quinone 1 with ylides 2a and 2b afforded the corresponding phosphonium salts 8a,b, p-quinone-dimethanides 4a,b(Z) and 5a,b(E); substituted phenols 7a,b(Z and E) and coumarin-derivative II (only with 2a). The reaction of 1 with ylide 2c gave, besides 4c, 5c and 8c, hydroquinone[1]cyclobutene 16 and the Diels-Alder product 17. Reactions of 1 with 2d and 3 (salts) in the presence of sodium alkoxide yielded through preferred attack on the nitrile function, azo-22 and bisimino-24 compounds, respectively. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00905-8

文献信息

• Reactions of alkylidenephosphoranes with symmetrically substituted p-quinones
  作者：Wafaa M. Abdou、Monier A.E. Salem、Ashraf A. Sediek

  DOI：10.1016/s0040-4020(97)00905-8

  日期：1997.10

  The reaction of p-quinone 1 with ylides 2a and 2b afforded the corresponding phosphonium salts 8a,b, p-quinone-dimethanides 4a,b(Z) and 5a,b(E); substituted phenols 7a,b(Z and E) and coumarin-derivative II (only with 2a). The reaction of 1 with ylide 2c gave, besides 4c, 5c and 8c, hydroquinone[1]cyclobutene 16 and the Diels-Alder product 17. Reactions of 1 with 2d and 3 (salts) in the presence of sodium alkoxide yielded through preferred attack on the nitrile function, azo-22 and bisimino-24 compounds, respectively. (C) 1997 Published by Elsevier Science Ltd.