1-(2-苯甲酰氧基-5-甲基苯基)-2-溴乙酮 | 4174-27-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 中文名称: 1-(2-苯甲酰氧基-5-甲基苯基)-2-溴乙酮
• 英文名称: 2'-bromo-5-methyl-2-benzoyloxyacetophenone
• 英文别名: Benzoesaeure-(2-bromacetyl-4-methylphenyl)ester；1-(2-benzoyloxy-5-methylphenyl)-2-bromoethanone；[2-(2-Bromoacetyl)-4-methylphenyl] benzoate；[2-(2-bromoacetyl)-4-methylphenyl] benzoate
• CAS: 4174-27-0
• 化学式: C₁₆H₁₃BrO₃
• 分子量: 333.181
• InChiKey: AXIKFSLXNHGFAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-苯甲酰氧基-5-甲基苯基)-2-溴乙酮 反应 5.5h， 生成 dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate
  参考文献：
  名称：

  Synthesis, antimicrobial, and alkylating properties of 3-phosphonic derivatives of chromone

  摘要：

  Dimethyl 2,6-dimethyl-4-oxo-4H-chromen-3-yl-phosphonate (1a) and dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate (1b) were synthesized and reacted with primary aliphatic amines to yield title compounds 4-6. Their antibacterial properties against Gram-positive and Gram-negative bacteria strains were tested by the MIC method. Four of seventeen tested compounds (1d, 3, 4a, and 4b) exhibit detectable activity against S. aureus. Some representative examples of newly synthesized compounds were tested for their alkylating properties in vitro in the Preussmann test. Compounds 1a, 1c, 1d, 3, 5d, and 6a possess highly alkylating activity toward standard derivative 4-(4'-nitrobenzyl)pyridine (NBP).

  DOI：

  10.1002/1521-4184(200112)334:12<381::aid-ardp381>3.0.co;2-0
• 作为产物：
  描述：

  2-乙酰基-4-甲基苯基苯甲酸酯 在 溴 、 溶剂黄146 作用下， 以69%的产率得到1-(2-苯甲酰氧基-5-甲基苯基)-2-溴乙酮
  参考文献：
  名称：

  分子内光化学Wittig反应在水中合成黄酮和吡喃黄酮

  摘要：

  朝向黄酮和pyranoflavone的合成的新的合成方法已被开发通过光诱导的分子内光化学维悌希反应在水到芳氧基羰基和适当取代的鏻溴化物SANS任何相转移催化剂或助催化剂。

  DOI：

  10.1016/j.tetlet.2011.10.134

文献信息

• A new synthesis of flavones and pyranoflavone by intramolecular photochemical Wittig reaction in water
  作者：Jhantu Das、Somnath Ghosh

  DOI：10.1016/j.tetlet.2011.10.134

  日期：2011.12

  A new synthetic approach toward the synthesis of flavones and pyranoflavone has been developed by light induced intramolecularphotochemicalWittigreaction in water onto aryloxycarbonyl groups and suitably substituted phosphonium bromides sans any phase transfer catalyst or promoter.

  朝向黄酮和pyranoflavone的合成的新的合成方法已被开发通过光诱导的分子内光化学维悌希反应在水到芳氧基羰基和适当取代的鏻溴化物SANS任何相转移催化剂或助催化剂。
• Synthesis, antimicrobial, and alkylating properties of 3-phosphonic derivatives of chromone
  作者：Elzbieta Budzisz、Ewa Nawrot、Magdalena Malecka

  DOI：10.1002/1521-4184(200112)334:12<381::aid-ardp381>3.0.co;2-0

  日期：2001.12

  Dimethyl 2,6-dimethyl-4-oxo-4H-chromen-3-yl-phosphonate (1a) and dimethyl 6-methyl-2-phenyl-4-oxo-4H-chromen-3-yl-phosphonate (1b) were synthesized and reacted with primary aliphatic amines to yield title compounds 4-6. Their antibacterial properties against Gram-positive and Gram-negative bacteria strains were tested by the MIC method. Four of seventeen tested compounds (1d, 3, 4a, and 4b) exhibit detectable activity against S. aureus. Some representative examples of newly synthesized compounds were tested for their alkylating properties in vitro in the Preussmann test. Compounds 1a, 1c, 1d, 3, 5d, and 6a possess highly alkylating activity toward standard derivative 4-(4'-nitrobenzyl)pyridine (NBP).