| 144043-12-9

• 分子结构分类: 有机化合物
• CAS: 144043-12-9
• 化学式: C₉H₁₁O₅P
• 分子量: 230.157
• InChiKey: BPPZKJBSXCBEFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  15.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.66
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  dimethyl α-diazobenzylphosphonate 在 氧气 作用下， 以 solid matrix 为溶剂， 生成
  参考文献：
  名称：

  Photochemistry of matrix-isolated (.alpha.-diazobenzyl)phosphonate. Observation and reactions of phosphonylphenylcarbene, phosphonyl phenyl ketone oxide, and phenylphosphonyldioxirane

  摘要：

  Photolysis of dimethyl alpha-diazobenzylphosphonate (1) in an Ar matrix at 10 K resulted in the appearance of new absorption bands at 1268, 788, and 536 cm-1, attributable to the carbene 2. The assignment was based on the observation that the new absorptions disappeared upon thawing of the CO-containing matrix to produce the ketene 3, which can be generated by photolysis of (alpha-diazophenacyl)phosphonate 4. Photolysis of 1 in an Ar matrix doped with 20% O2 at 10 K produced benzoylphosphonate 5 along with benzoyl phosphate 8. Generation of 2 in a 0.3% O2-containing matrix, followed by warming of the matrix to 35 K in the dark, resulted in the total disappearance of the band arising from 2 and the concurrent appearance of a new intermediate, identified as the carbonyl oxide 6. Photolysis of 6 with visible light (lambda > 480 nm) gave the corresponding dioxirane 7, which was converted to the ester 8 by further irradiation (lambda > 350 nm); none of the phosphate 9, expected to arise via phenyl migration in the photoisomerization of 7, was detected.

  DOI：

  10.1021/jo00049a032