1-(2,4-二甲氧基苯基)-1,3-丁二酮 | 65547-54-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2,4-二甲氧基苯基)-1,3-丁二酮
• 英文名称: 1-(2,4-Dimethoxyphenyl)-1,3-butanedione
• 英文别名: o,p-Dimethoxybenzoylacetone；2.4-Dimethoxybenzoylaceton；1-(2,4-dimethoxy-phenyl)-butane-1,3-dione；1-(2,4-Dimethoxy-phenyl)-butan-1,3-dion；1-(2,4-Dimethoxyphenyl)butane-1,3-dione
• CAS: 65547-54-8
• 化学式: C₁₂H₁₄O₄
• mdl: MFCD01110230
• 分子量: 222.241
• InChiKey: AGKXFNIJKRGQMC-UHFFFAOYSA-N

物化性质

• 熔点：
  58.5 °C
• 沸点：
  368.3±27.0 °C(Predicted)
• 密度：
  1.116±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,4-二甲氧基苯基)-1,3-丁二酮 在 溴 作用下， 以 氯仿 为溶剂， 反应 24.0h， 生成 4-Bromo-1-(2,4-dimethoxy-phenyl)-butane-1,3-dione
  参考文献：
  名称：

  Hablouj; Robert; Panouse, European Journal of Medicinal Chemistry, 1986, vol. 21, # 6, p. 499 - 504

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 sodium 作用下， 生成 1-(2,4-二甲氧基苯基)-1,3-丁二酮
  参考文献：
  名称：

  Sachs; Herold, Chemische Berichte, 1907, vol. 40, p. 2722

  摘要：

  DOI：

文献信息

• Control of the regioselectivity of oxidative free-radical cyclizations by addition to haloalkenes
  作者：Barry B. Snider、Qingwei Zhang、Mark A. Dombroski

  DOI：10.1021/jo00041a026

  日期：1992.7

  Chlorine substituents on the alkene control the regioselectivity of the cyclization of 5-hexenyl or 6-heptenyl radicals generated by oxidation of an acetoacetate ester or 1,3-diketone with Mn(OAc)3.2H2O. 6-Exo-cyclization of the radicals obtained by oxidation of benzoylacetone derivatives 10 and 13, containing a chlorine on the terminal double bond carbon, gives alpha-chloroalkyl radicals that add to the aromatic ring to give 11 and 16, respectively. Loss of HCl leads to naphthols 8 and 17 indicating that this reaction may be useful for aureolic acid synthesis. Exo-cyclization is the exclusive process with acetoacetates 28b, 44, 55b, and 59 containing a chlorine on the terminal double bond carbon. 6-Endo-cyclization is the exclusive process with acetoacetates 18c and 51b containing a chlorine on the internal double bond carbon. Intra- and intermolecular competition experiments indicate that these effects are primarily steric. The chlorine substituent controls the regioselectivity of the cyclization by sterically hindering attack of the radical on the chlorine bearing double bond carbon thereby retarding formation of the beta-chloroalkyl radical. The chlorine substituent does not electronically accelerate attack on the other end of the double bond to give the alpha-chloroalkyl radical.
• Gupta, Vandana; Gautam, R. K.; Jain, S. K., Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 47, # 1 + 2, p. 225 - 228
  作者：Gupta, Vandana、Gautam, R. K.、Jain, S. K.、Gupta, R. R.

  DOI：——

  日期：——
• GUPTA, R. R.;JAIN, S. K.;GUPTA, VANDANA;RATHORE, R. K., PHARMAZIE, 44,(1989) N, C. 572
  作者：GUPTA, R. R.、JAIN, S. K.、GUPTA, VANDANA、RATHORE, R. K.

  DOI：——

  日期：——
• AHLUWALIA V. K.; KUMAR D., INDIAN J. CHEM., 1977, B 15, NO 6, 514-518
  作者：AHLUWALIA V. K.、 KUMAR D.

  DOI：——

  日期：——
• MIHALIC M.; SUNJIC V.; KAJFEZ F.; CAPLAR V.; KOVAC T., CROAT. CHEM. ACTA, 1978, 51, NO 1, 81-92
  作者：MIHALIC M.、 SUNJIC V.、 KAJFEZ F.、 CAPLAR V.、 KOVAC T.

  DOI：——

  日期：——