(Z)-4-(4-氯苯基)-2-(4-甲基亚苄基)丁腈 | 1026729-34-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 中文名称: (Z)-4-(4-氯苯基)-2-(4-甲基亚苄基)丁腈
• 英文名称: (Z)-4-(4-chlorophenyl)-2-(4-methylbenzylidene)butanenitrile
• 英文别名: (2Z)-4-(4-chlorophenyl)-2-[(4-methylphenyl)methylidene]butanenitrile
• CAS: 1026729-34-9
• 化学式: C₁₈H₁₆ClN
• 分子量: 281.785
• InChiKey: MYRSRTYYULSSKZ-ATVHPVEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Acetic acid 2-cyano-1-p-tolyl-allyl ester 、 4-氯苄溴 在 硫酸 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-4-(4-chlorophenyl)-2-(4-methylbenzylidene)butanenitrile 、 (Z)-4-(4-氯苯基)-2-(4-甲基亚苄基)丁腈
  参考文献：
  名称：

  Titanocene(III) Chloride Mediated Radical-Induced Addition to Baylis−Hillman Adducts: Synthesis of (E)- and (Z)-Trisubstituted Alkenes and α-Methylene/Arylidene δ-Lactones

  摘要：

  Baylis-Hillman adduct underwent smooth radical-induced condensation with activated bromo compounds and epoxides using titanocene(III) chloride (CP2TiCl) as the radical generator. The reactions of activated bromo compounds with 3-acetoxy-2-methylene alkanoates provided (E)-alkenes exclusively, whereas similar reactions with 3-acetoxy-2-methylenealkanenitriles led to (Z)-alkenes as the major product. The reactions of epoxides with Baylis-Hillman adduct furnished alpha-methylene/arylidene-delta-lactones in good yield via addition followed by in situ lactonization.

  DOI：

  10.1021/jo800049p

文献信息

• Titanocene(III) Chloride Mediated Radical-Induced Addition to Baylis−Hillman Adducts: Synthesis of (<i>E</i>)- and (<i>Z</i>)-Trisubstituted Alkenes and α-Methylene/Arylidene δ-Lactones
  作者：Samir K. Mandal、Moumita Paira、Subhas C. Roy

  DOI：10.1021/jo800049p

  日期：2008.5.1

  Baylis-Hillman adduct underwent smooth radical-induced condensation with activated bromo compounds and epoxides using titanocene(III) chloride (CP2TiCl) as the radical generator. The reactions of activated bromo compounds with 3-acetoxy-2-methylene alkanoates provided (E)-alkenes exclusively, whereas similar reactions with 3-acetoxy-2-methylenealkanenitriles led to (Z)-alkenes as the major product. The reactions of epoxides with Baylis-Hillman adduct furnished alpha-methylene/arylidene-delta-lactones in good yield via addition followed by in situ lactonization.