2-(4-nitrophenyl)-4-oxo-4-phenylbutanenitrile | 95855-36-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-(4-nitrophenyl)-4-oxo-4-phenylbutanenitrile
• CAS: 95855-36-0
• 化学式: C₁₆H₁₂N₂O₃
• 分子量: 280.283
• InChiKey: KZWVCUPQYRIRIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-p-Nitrobenzylidenedibenzoylmethane 在 哌啶 、 乙醇 作用下， 以 乙醇 、 水 为溶剂， 反应 120.83h， 生成 2-(4-nitrophenyl)-4-oxo-4-phenylbutanenitrile
  参考文献：
  名称：

  Ciller, J. A.; Seoane, C.; Soto, J.L., Liebigs Annalen der Chemie, 1985, # 1, p. 51 - 57

  摘要：

  DOI：

文献信息

• Conjugate Hydrocyanation of Chalcone Derivatives Using Ethyl Cyanoacetate as an Organic Cyanide Source
  作者：Zheng Li、Junjun Yin

  DOI：10.1002/cjoc.201600860

  日期：2017.7

  The conjugate hydrocyanation of chalcone derivatives using ethyl cyanoacetate as an organic cyanide source at room temperature under open air and transition metal‐free conditions was described. The protocol has advantages of using relatively cheap, less toxic, stable and easy‐to‐handle cyanating reagent, high yield, and mild reaction condition.

  描述了在室温，露天和无过渡金属条件下使用氰基乙酸乙酯作为有机氰化物源对查尔酮衍生物进行共轭氢氰化的方法。该方案具有使用相对便宜，毒性小，稳定且易于处理的氰化试剂，产率高，反应条件温和的优点。
• Conjugate Hydrocyanation of Aromatic Enones Using Potassium Hexacyanoferrate(II) as an Eco-Friendly Cyanide Source
  作者：Zheng Li、Chenhui Liu、Yupeng Zhang、Rongzhi Li、Ben Ma、Jingya Yang

  DOI：10.1055/s-0032-1317179

  日期：——

  A selective conjugate hydrocyanation of aromatic enones by a one-pot, two-step procedure using potassium hexacyanoferrate(II) as an original eco-friendly cyanide source, potassium hydroxide as a base, and benzoyl chloride as a promoter was described. This protocol has the advantages of a nontoxic cyanide source, high yield, and simple workup procedure.

  描述了使用六氰基高铁酸钾 (II) 作为原始环保氰化物源、氢氧化钾作为碱和苯甲酰氯作为促进剂，通过一锅两步法选择性共轭氢氰化芳族烯酮。该协议具有无毒氰化物源、高产率和简单后处理程序的优点。
• Thiourea-functionalized magnetic hydroxyapatite as a recyclable inorganic–organic hybrid nanocatalyst for conjugate hydrocyanation of chalcones with TMSCN
  作者：Afsaneh Arefi Oskouie、Salman Taheri、Leila Mamani、Akbar Heydari

  DOI：10.1016/j.catcom.2015.08.016

  日期：2015.12

  The recoverable nanomagnetic catalyst was manufactured based on thiourea modified magnetic hydroxyapatite. Magnetic hydroxyapatite (mHAp) as the inorganic-organic hybrid support was fabricated using co-precipitate condition and then modified via the covalently anchoring of 1-(3,5-bis(trifluoromethyl)phenyl-3-propyl)thiourea. The hybrid nano-catalyst has been identified by TEM, SEM, FTIR, BET, TGA, and XRD. This nanocatalyst appeared efficient and robust in the 1,4-addition reaction of TMSCN to alpha,beta-unsaturated aromatic enones in excellent yields (85-96%) under mild reaction condition and simple work-up process. This recoverable organocatalyst has a great potential as an industrially viable and eco-safe catalyst. (C) 2015 Elsevier B.V. All rights reserved.