4-oxo-2,3-epoxy-2,4-bis(p-nitrophenyl)-1-bromobutane | 19513-90-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-oxo-2,3-epoxy-2,4-bis(p-nitrophenyl)-1-bromobutane
• 英文别名: [3-bromomethyl-3-(4-nitro-phenyl)-oxiranyl]-(4-nitro-phenyl)-methanone；4-Nitro-α-brommethyl-β-<4-nitro-benzoyl>-α,β-oxido-styrol；[3-(Bromomethyl)-3-(4-nitrophenyl)oxiran-2-yl](4-nitrophenyl)methanone；[3-(bromomethyl)-3-(4-nitrophenyl)oxiran-2-yl]-(4-nitrophenyl)methanone
• CAS: 19513-90-7
• 化学式: C₁₆H₁₁BrN₂O₆
• 分子量: 407.177
• InChiKey: AQGWYDKJIIPFSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-溴-4'-硝基苯乙酮 在 potassium cyanide 作用下， 生成 4-oxo-2,3-epoxy-2,4-bis(p-nitrophenyl)-1-bromobutane
  参考文献：
  名称：

  Scott, James H.; Smith, Thomas A.; Hutchinson, James H., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 903 - 904

  摘要：

  DOI：

文献信息

• Electrophilic and nucleophilic side chain fluorination of para-substituted acetophenones
  作者：Erik Fuglseth、Thor Håkon Krane Thvedt、Maria Førde Møll、Bård Helge Hoff

  DOI：10.1016/j.tet.2008.05.060

  日期：2008.7

  para-Substituted alpha-fluoroacetophenones have been synthesised by three different routes. Electrophilic fluorination of trimethylsilyl enol ethers of acetophenones using Selectfluor (F-TEDA-BF4, 1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[ 2.2.2]octane bis-(tetrafluoroborate)) gave high to moderate yield depending on the electronic properties of the substituents. F-TEDA-BF4 mediated fluorination of acetophenones in methanol resulted in a mixture of alpha-fluoroacetophenones and the corresponding 2-fluoro- 1,1 -dimethyl acetals. The dimethyl acetals were hydrolysed using trifluoroacetic acid in water to maximise the yield of the product. Nucleophilic fluorination of alpha-bromoacetophenones using tetrabutylammoniurn hydrogen bifluoride (TBABF) led to moderate yield when having electron-donating substituents, whereas low yields were experienced when more electron-withdrawing substituents were introduced. (c) 2008 Elsevier Ltd. All rights reserved.
• SABA, ANTONIO, J. CHEM. RES. (S),(1990) N, C. 288-289
  作者：SABA, ANTONIO

  DOI：——

  日期：——
• SCOTT, J. H.;SMITH, TH. A.;HUTCHINSON, J. H., J. HETEROCYCL. CHEM., 1984, 21, N 3, 903-904
  作者：SCOTT, J. H.、SMITH, TH. A.、HUTCHINSON, J. H.

  DOI：——

  日期：——
• Scott, James H.; Smith, Thomas A.; Hutchinson, James H., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 903 - 904
  作者：Scott, James H.、Smith, Thomas A.、Hutchinson, James H.

  DOI：——

  日期：——