2,2-difluoro-4-methyl-benzo-1,3,2-2H-dioxaborine | 14974-24-4

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 2,2-difluoro-4-methyl-benzo-1,3,2-2H-dioxaborine
• 英文别名: difluoro-[1-(2-hydroxy-phenyl)-ethanonato-O,O']-boron；1-(2-difluoroboranyloxy-phenyl)-ethanone；2-Hydroxy-acetophenon-difluorbor-chelat；(o-hydroxyacetophenone)BF2；3,3-Difluoro-5-methyl-2-oxa-4-oxonia-3-boranuidabicyclo[4.4.0]deca-1(10),4,6,8-tetraene
• CAS: 14974-24-4
• 化学式: C₈H₇BF₂O₂
• 分子量: 183.95
• InChiKey: CCZHOIATJPFQJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  10.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-difluoro-4-methyl-benzo-1,3,2-2H-dioxaborine 在 盐酸 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.5h， 生成 3-氰基-4-甲基香豆素
  参考文献：
  名称：

  On the condensation of 2,2-difluoro-4-methyl-benzo[d]-1,3,2-dioxaborines with cyano acetic acid derivatives. Formation and transformation of 3-cyano-4-methyl-benzo[b]pyran-2-ones and their 2-imine precursors

  摘要：

  By condensation of 2,2-difluoro-4-methyl-benzo[d]-1,3,2-2H-dioxaborines (12) with cyano acetic acid derivatives in presence of weak bases, 3-cyano-4-methyl-benzo[b]pyran-2-ones (13) or their 3-cyano-4-methyl-benzo[b]pyran-2-imine precursors (14) are available in satisfactory yields.

  DOI：

  10.1007/bf00807640
• 作为产物：
  描述：

  2'-羟基苯乙酮 在 三氟化硼 作用下， 以 氯苯 为溶剂， 生成 2,2-difluoro-4-methyl-benzo-1,3,2-2H-dioxaborine
  参考文献：
  名称：

  Umland,F. et al., Chemische Berichte, 1973, vol. 106, p. 2427 - 2437

  摘要：

  DOI：

文献信息

• Difluoroborate complexes based on 2′-hydroxyphenones as solid-state fluorophores
  作者：Patrícia A.A.M. Vaz、João Rocha、Artur M.S. Silva、Samuel Guieu

  DOI：10.1016/j.dyepig.2020.108720

  日期：2021.1

  their optoelectronic properties studied in both solution and solid state. These new dyes exhibit fluorescence emission in the visible region at similar wavelengths, intriguingly with higher quantum yields in the solid state than in solution. The enhanced emission in the solid state is rationalized on the basis of the crystal structure of the dyes.

  合成了基于2'-羟基苯酮的二氟硼酸盐配合物，并在溶液和固态下研究了它们的光电性能。这些新染料在可见光区域以相似的波长显示荧光发射，有趣的是，固态比溶液中的量子产率更高。基于染料的晶体结构，合理地增强了固态下的发射。
• Reynolds,G.A. et al., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 369 - 370
  作者：Reynolds,G.A. et al.

  DOI：——

  日期：——
• ——
  作者：A. V. Kukharenko、G. V. Avramenko

  DOI：10.1023/a:1013994718545

  日期：——

  Condensation of o-hydroxyacetophenone with benzaldehyde in alcohol in the presence of a triple excess of a sodium hydroxide solution leads to 2'-hydroxychalcone sodium salt. The latter was heated with boron trifluoride etherate in toluene to a 2'-hydroxychalcone boron fluoride complex in which the boron atom is coordinated to the carbonyl oxygen atom. The same complex was obtained by boiling of the o-hydroxyacetophenone boron fluoride complex with benzaldehyde in acetic anhydride.