bis(α-hydroxybenzyl)phenylphosphine | 72564-43-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(α-hydroxybenzyl)phenylphosphine
• 英文别名: C,C'-diphenyl-C,C'-phenylphosphanediyl-bis-methanol；bis-(hydroxy-phenyl-methyl)-phenyl-phosphane；Phenyl-di(phenylmethylol)-phosphin；Di-(hydroxybenzyl)-phenylphosphin；Bis-(hydroxybenzyl)phenylphosphine；[[hydroxy(phenyl)methyl]-phenylphosphanyl]-phenylmethanol
• CAS: 72564-43-3
• 化学式: C₂₀H₁₉O₂P
• 分子量: 322.343
• InChiKey: FHMYCUJOCGXZEF-UHFFFAOYSA-N

物化性质

• 熔点：
  45-47 °C
• 沸点：
  510.3±50.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(α-hydroxybenzyl)phenylphosphine 在 dinitrogen tetraoxide 作用下， 生成 Bis-<α-hydroxybenzyl>-phenyl-phosphin-oxid
  参考文献：
  名称：

  Petrov,K.A. et al., Journal of general chemistry of the USSR, 1961, vol. 31, p. 3180 - 3182

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基二氯化磷 在 lithium aluminium tetrahydride 作用下， 以 甲苯 为溶剂， 反应 25.0h， 生成 bis(α-hydroxybenzyl)phenylphosphine
  参考文献：
  名称：

  PH bond activation of primary phosphine-boranes: Access to α-hydroxy and α,α′-dihydroxyphosphine-borane adducts by uncatalyzed hydrophosphination of carbonyl derivatives

  摘要：

  Primary P-phenyl and P-methyl phosphine-boranes 1 and 2 are prepared by complexation of the free phosphines with BH3 . SMe2. They are stable and can be purified by distillation. Under basic conditions, they lead selectively to secondary alkylphosphine-boranes and under neutral conditions to the corresponding mono- and bis-hydroxyphosphine-boranes 5 and 6. All these new compounds are purified by chromatography on silica gel. A competitive hydroboration induced by the decomplexation of BH3 is observed as a minor process. Conditions for the decomplexation of phosphine-borane adducts are presented.

  DOI：

  10.1016/s0022-328x(96)06640-5

文献信息

• Equilibrium of stereoisomers of 2,4,5,6-tetraphenyl-1,3,5-dioxaphosphorinane and its derivatives
  作者：B. A. Arbuzov、O. A. Erastov、S. Sh. Khetagurova、T. A. Zyablikova

  DOI：10.1007/bf00952491

  日期：1979.9
• Reactions of bis(?-hydroxyalkyl)phosphines with iminoboranes
  作者：A. A. Karasik、O. A. Erastov、B. A. Arbuzov

  DOI：10.1007/bf00953432

  日期：1988.10
• Synthesis and several properties of 1, 3, 2, 5-dioxaboraphosphorinanes with a branched substituent at the boron atom
  作者：A. A. Karasik、G. N. Nikonov、B. A. Arbuzov、R. Z. Musin、Yu. Ya. Efremov

  DOI：10.1007/bf00958010

  日期：1991.3

  Bis (alpha-hydroxyalkyl)phenylphosphines react with alpha-iminoboranes in protic solvents such as dihydric alcohols to give 2-(1',1'-dibutylamyl)-4,6-di-R-5-phenyl-1,3,2,5-dioxaboraphosphorinanes, which react with CuI in pyridine to form [LCuI(Py)] complexes. PMR spectroscopy showed that the phosphorus-containing ligands exist as a single stereoisomer.
• Synthesis and spatial structure of 4,6-disubstituted 2-boro-1,3,5-dioxaphosphorinanes
  作者：B. A. Arbuzov、O. A. Erastov、G. N. Nikonov、I. P. Romanova、R. P. Arshinova、R. A. Kadyrov

  DOI：10.1007/bf00953166

  日期：1983.6
• Synthesis of ammonium 1,3,2,5-dioxaborataphosphorinanes
  作者：B. A. Arbuzov、O. A. Erasmov、G. N. Nikonov、A. A. Karasik

  DOI：10.1007/bf00954832

  日期：1986.7