1-(3-nitro-phenyl)-5-phenyl-penta-2,4-dien-1-one | 87082-26-6

• 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: 1-(3-nitro-phenyl)-5-phenyl-penta-2,4-dien-1-one
• 英文别名: 3-Nitro-ω-cinnamyliden-acetophenon；1-(3-Nitro-phenyl)-5-phenyl-penta-2,4-dien-1-on；1-(3-Nitrophenyl)-5-phenylpenta-2,4-dien-1-one
• CAS: 87082-26-6
• 化学式: C₁₇H₁₃NO₃
• 分子量: 279.295
• InChiKey: DAIJPOQUZMFSOB-UHFFFAOYSA-N

物化性质

• 熔点：
  135-136 °C
• 沸点：
  461.1±45.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-nitro-phenyl)-5-phenyl-penta-2,4-dien-1-one 在 氯仿 、 溴 作用下， 生成 2,3,4,5-tetrabromo-1-(3-nitro-phenyl)-5-phenyl-pentan-1-one
  参考文献：
  名称：

  Giua, Gazzetta Chimica Italiana, 1925, vol. 55, p. 571,572, 575

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴-3'-硝基苯乙酮 以 四氢呋喃 、 甲苯 为溶剂， 反应 28.0h， 生成 1-(3-nitro-phenyl)-5-phenyl-penta-2,4-dien-1-one
  参考文献：
  名称：

  Asymmetric 1,4-Conjugate Addition of Diarylphosphines to α,β,γ,δ-Unsaturated Ketones Catalyzed by Transition-Metal Pincer Complexes

  摘要：

  An enantioselective asymmetric 1,4-addition of diarylphosphines to linear alpha,beta,gamma,delta-unsaturated dienones was developed. A series of chiral PCP- and PCN-transition-metal (Pd, Pt and Ni) pincers, themselves prepared catalytically via asymmetric hydrophosphination, were sequentially screened to reveal the roles of backbone architecture and metal ion in catalyst design. The selected ester-functionalized PCP-palladium pincer afforded the chiral 1,4-phosphine adducts in excellent yields with up to >99% ee. The same catalyst when utilized for the hydrophosphination of an alpha,beta,gamma,delta-unsaturated malonate ester also revealed the critical role played by the ester functionality on the ligand backbone in dictating the enantioselectivity of the 1,6-adduct.

  DOI：

  10.1021/acs.organomet.5b00787

文献信息

• Aniline derivatives and their use for controlling undesirable plant
  申请人：BASF Aktiengesellschaft

  公开号：US04566900A1

  公开（公告）日：1986-01-28

  Aniline derivatives of the formula ##STR1## where R.sup.1, Y, A, Z and n have the meanings given in the description, are used for controlling undesirable plant growth.

  公式为##STR1##的苯胺衍生物，在其中R.sup.1，Y，A，Z和n具有说明中所给的含义，用于控制不良植物生长。
• Anilinderivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung unerwünschten Pflanzenwuchses
  申请人：BASF Aktiengesellschaft

  公开号：EP0081206A2

  公开（公告）日：1983-06-15

  Die Erfindung betrifft Anilinderivate der Formel in der R1, Y, A. Z und n die in der Beschreibung genannten Bedeutungen haben, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung unerwünschten Pflanzenwuchses.

  本发明涉及式中 R1、Y、A、Z 和 n 具有说明中给出的含义的苯胺衍生物，涉及其制备工艺及其在防止植物不良生长方面的用途。
• Design, Synthesis, and Bioactivities Screening of a Diaryl Ketone-Inspired Pesticide Molecular Library as Derived from Natural Products
  作者：Hong Zhang、Hong Jin、Lan-zhu Ji、Ke Tao、Wei Liu、Hao-yu Zhao、Tai-ping Hou

  DOI：10.1111/j.1747-0285.2011.01082.x

  日期：2011.7

  Three natural products, 1,5‐diphenylpentan‐1‐one, 1,5‐diphenylpent‐2‐en‐1‐one, and 3‐hydroxy‐1,5‐diphenylpentan‐1‐one, with good insecticidal activities were extracted from Stellera chamaejasme L. Based on their shared diaryl ketone moiety as ‘pharmacophores’, a series of diaryl ketones were synthesized and tested for insecticidal activity, acetylcholinesterase inhibitory activity, and antifungal activity. All synthesized compounds showed poor insecticidal and acetylcholinesterase inhibitory activities. Compound III with a furyl ring showed strong activities against plant pathogenic fungi. The IC50 of compound (E)‐1‐(2,4‐dichlorophenyl)‐3‐(furan‐2‐yl)‐ ‐prop‐2‐en‐1‐one (III2) was 1.20 mg/L against Rhizoctonia solani, suggesting its strong potential as a novel antifungal drug.
• Pal, Rammohan; Mandal, Tapas K.; Guha, Chayan, Journal of the Indian Chemical Society, 2011, vol. 88, # 5, p. 711 - 717
  作者：Pal, Rammohan、Mandal, Tapas K.、Guha, Chayan、Mallik, Asok K.

  DOI：——

  日期：——
• Pal, Rammohan; Mandal, Tapas K.; Mallik, Asok K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 4, p. 619 - 623
  作者：Pal, Rammohan、Mandal, Tapas K.、Mallik, Asok K.

  DOI：——

  日期：——