(2E)-3-(2-methylphenyl)-1-(4-nitrophenyl)prop-2-en-1-one | 1100793-44-9

• 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: (2E)-3-(2-methylphenyl)-1-(4-nitrophenyl)prop-2-en-1-one
• 英文别名: (E)-1-(p-nitrophenyl)-3-(o-tolyl)prop-2-en-1-one；2MPNP；(E)-3-(2-methylphenyl)-1-(4-nitrophenyl)prop-2-en-1-one
• CAS: 1100793-44-9
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: YRKQXIQAZKLKLD-DHZHZOJOSA-N

物化性质

• 沸点：
  447.3±45.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 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：

  (2E)-3-(2-methylphenyl)-1-(4-nitrophenyl)prop-2-en-1-one 、 Methyl (E)-N-benzylideneglycinate 在 tetrakis(acetonitrile)copper(I) perchlorate 、 （Rp）-2-（叔丁硫基）-1-（二苯基膦基）二茂铁 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以69%的产率得到(2S,3S,4R,5R)-methyl 4-(p-nitrobenzoyl)-3-(o-methylphenyl)-5-phenylpyrrolidine-2-carboxylate
  参考文献：
  名称：

  α，β-不饱和酮与甲亚胺叶立德的催化不对称1,3-偶极环加成反应

  摘要：

  α，β-不饱和酮不再是偶氮甲亚胺催化的不对称1,3-偶极环加成反应中缺少的偶极亲和剂。在Cu I -Fesulphos络合物作为催化剂（5摩尔％）的存在下，这些底物结合了高反应活性，宽取代取代度，中等至良好的内/外选择性和高对映体控制性。反应的内/外-非对映体选择性强烈取决于烯酮部分的顺式或反式性质。

  DOI：

  10.1021/ol802664m
• 作为产物：
  描述：

  2-甲基苯甲醛 、 对硝基苯乙酮 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.67h， 生成 (2E)-3-(2-methylphenyl)-1-(4-nitrophenyl)prop-2-en-1-one
  参考文献：
  名称：

  Structure and Characterization of a Novel Chalcone Crystal Having Nitro as an Acceptor Group

  摘要：

  A novel organic nonlinear optical (NLO) compound (2E)-3-(2-methylphenyl)-1-(4-nitrophenyl) prop-2-en-1-one (2MPNP) has been synthesized and grown as a high-quality single crystal by the slow evaporation technique. 2MPNP crystals were characterized by FT-IR, UV-Vis-NIR, NMR, DSC, and Single Crystal XRD techniques. 2MPNP crystallizes in the orthorhombic crystal class in the noncentrosymmetric space group Pca2(1) with cell parameters a = 29.905(4) angstrom, b = 4.8241(5) angstrom, c = 9.0984(10) angstrom, alpha = beta = gamma = 90.00 degrees, and V = 1312.58 angstrom(3) and Z = 4. Second harmonic generation (SHG) efficiency of the grown crystal was found to be 1.17times that of urea. Thermal analysis reveals that the crystal has better thermal stability.

  DOI：

  10.1080/15421406.2014.928434

文献信息

• Catalytic Asymmetric 1,3-Dipolar Cycloaddition of Azomethine Ylides with α,β-Unsaturated Ketones
  作者：Jorge Hernández-Toribio、Ramón Gómez Arrayás、Belén Martín-Matute、Juan C. Carretero

  DOI：10.1021/ol802664m

  日期：2009.1.15

  α,β-Unsaturated ketones are no longer the missing dipolarophiles in catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides. In the presence of CuI−Fesulphos complexes as catalysts (5 mol %), these substrates combine high reactivity, wide substitution tolerance, moderate to good endo/exo selectivities, and high enantiocontrol. The endo/exo-diastereoselectivity of the reaction is strongly

  α，β-不饱和酮不再是偶氮甲亚胺催化的不对称1,3-偶极环加成反应中缺少的偶极亲和剂。在Cu I -Fesulphos络合物作为催化剂（5摩尔％）的存在下，这些底物结合了高反应活性，宽取代取代度，中等至良好的内/外选择性和高对映体控制性。反应的内/外-非对映体选择性强烈取决于烯酮部分的顺式或反式性质。
• Structure and Characterization of a Novel Chalcone Crystal Having Nitro as an Acceptor Group
  作者：Shobha R. Prabhu、A. Jayarama、V. Upadhyaya、K. Subrahmanya Bhat、Seik Weng Ng

  DOI：10.1080/15421406.2014.928434

  日期：2015.1.22

  A novel organic nonlinear optical (NLO) compound (2E)-3-(2-methylphenyl)-1-(4-nitrophenyl) prop-2-en-1-one (2MPNP) has been synthesized and grown as a high-quality single crystal by the slow evaporation technique. 2MPNP crystals were characterized by FT-IR, UV-Vis-NIR, NMR, DSC, and Single Crystal XRD techniques. 2MPNP crystallizes in the orthorhombic crystal class in the noncentrosymmetric space group Pca2(1) with cell parameters a = 29.905(4) angstrom, b = 4.8241(5) angstrom, c = 9.0984(10) angstrom, alpha = beta = gamma = 90.00 degrees, and V = 1312.58 angstrom(3) and Z = 4. Second harmonic generation (SHG) efficiency of the grown crystal was found to be 1.17times that of urea. Thermal analysis reveals that the crystal has better thermal stability.