α-phenyltelluro acetic acid | 127291-78-5

• 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: α-phenyltelluro acetic acid
• 英文别名: phenyltellurenylacetic acid；2-Phenyltellanylacetic acid
• CAS: 127291-78-5
• 化学式: C₈H₈O₂Te
• 分子量: 263.75
• InChiKey: ZXEZZQJBMHZYDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.52
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  potassium tetrachloroplatinate(II) 、 α-phenyltelluro acetic acid 以 氯仿 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  FUNCTIONALIZED DIORGANOTELLURIDE AND DIORGANODITELLURIDE: COMPLEXATION BEHAVIOUR AS A HYBRID (Te, O) LIGAND

  摘要：

  The ligation of asymmetric diorganotelluride aryltelluroacetic acid (I) with Pd(II) and Pt(II) and bis(5-methyl-2-hydroxyphenyl)ditelluride (2) with Hg(LI) and Cu(II) have been studied. In square planar complexes of stoichiometry [MCl(1-H)](2)(M= Pd or Pt) the bidentate uninegative behaviour of 1 has been inferred on the basis of IR H-1 and C-13{H-1} NMR, data in conjunction with elemental analysis. The presence of an M-Cl(bridging) vibration band in the IR spectra around 260-270 cm(-1) supports the dimeric formulation of these complexes. In DMSO these chloro bridges are broken which result in lower Values for molecular weights in comparison to those calculated on the basis of dimeric stoichiometry. The reaction of 2 with CuCl2 results in an unusually stable aryltellurenyl chloride. The Te <-- O secondary interaction seems to be responsible for its stability. The reaction of HgCl2 with 2 gives an intricate material of composition ArTeHgCl2. It seems to be aryltellurenyl chloride which is mercurated at a position ortho to the OH group.

  DOI：

  10.1080/10426509708043568
• 作为产物：
  描述：

  ethoxycarbonylmethyl phenyl telluride 在 lithium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以55%的产率得到α-phenyltelluro acetic acid
  参考文献：
  名称：

  Synthesis and¹²⁵Te NMR Spectroscopy of α-Tellurocarbonyl Compounds and Derivatives

  摘要：

  The reaction of lithium alkyl-, alkenyl-, alkynyl-, and aryl tellurolates with alpha-bromocarbonyl compounds in anhydrous tetrahydrofuran gives the title compounds in yields ranging from 55-92%. The Te-125 NMR chemical shift range for these compounds is 405-1024 ppm.

  DOI：

  10.1080/00397919108019802

文献信息

• Synthesis of α-phenylchalcogeno acetic acids, ethyl-α-phenylchalcogeno acetates and ethyl-α-halo-α-phenylchalcogeno acetates
  作者：M Dabdoub

  DOI：10.1016/0022-328x(93)80355-f

  日期：1993.11.2

  Reaction of phenyltellurolate or phenylselenolate anion with alpha-bromoacetic acid under phase transfer conditions using a liquid-solid system affords the alpha-phenyltelluro acetic acid and the alpha-phenylseleno acetic acid in 44 and 50% yields respectively. Under similar reaction conditions, phenyl chalcogenate anions react with ethyl alpha-bromoacetate to give the corresponding ethyl-alpha-phenyltelluro acetate in 52% and ethyl-alpha-phenylseleno acetate in 47% yield.Reaction of phenylselenenyl chloride with ethyl diazoacetate in THF at 0-degrees-C yields exclusively the ethyl-alpha-chloro-alpha-phenylseleno acetate in 88% yield. Similar reactions performed by addition of phenylselenenyl bromide in THF or benzene to the ethyl diazoacetate at different temperatures result in mixtures of ethyl-alpha-bromo-alpha-phenylseleno acetate and ethyl-alpha,alpha-bis(phenylseleno) acetate in different ratios. However, when the ethyl diazoacetate was slowly added to a solution of phenylselenenyl bromide in benzene under reflux, the ethyl-alpha-bromo-alpha-phenylseleno acetate was obtained in 84% yield as the only product. Reaction of ethyl diazoacetate with phenyltellurenyl bromide in benzene at room temperature results in formation of ethyl-alpha-bromo-alpha-phenyltelluro acetate that decomposes rapidly into the corresponding tellurone.Addition of ethyl diazoacetate to a mixture of diphenyldiselenide and copper sulfate in benzene under reflux results in a mixture of ethyl-alpha-phenylseleno acetate: ethyl-alpha,alpha-bis(phenylseleno) acetate (10:1). Using an alternative route, the ethyl-alpha-phenylseleno acetate was obtained in 74% yield by esterification of alpha-phenylseleno acetic acid in benzene with ethanol/sulfuric acid. The ethyl-alpha-phenylseleno acetate was transformed into the ethyl-alpha-bromo-alpha-phenylseleno acetate in 41% yield by treatment with N-bromosuccinimide.On the other hand, the copper-catalyzed thermal reaction of ethyl diazoacetate with diphenyl ditelluride in benzene afforded the corresponding ethyl-alpha-phenyltelluro acetate as the only product.
• Synthesis and¹²⁵Te NMR Spectroscopy of α-Tellurocarbonyl Compounds and Derivatives
  作者：Louis A. Silks、Jerome D. Odom、R. Bruce Dunlap

  DOI：10.1080/00397919108019802

  日期：1991.4

  The reaction of lithium alkyl-, alkenyl-, alkynyl-, and aryl tellurolates with alpha-bromocarbonyl compounds in anhydrous tetrahydrofuran gives the title compounds in yields ranging from 55-92%. The Te-125 NMR chemical shift range for these compounds is 405-1024 ppm.
• FUNCTIONALIZED DIORGANOTELLURIDE AND DIORGANODITELLURIDE: COMPLEXATION BEHAVIOUR AS A HYBRID (Te, O) LIGAND
  作者：S. Thomas、B. L. Khandelwal、Ajai K Singh

  DOI：10.1080/10426509708043568

  日期：1997.7.1

  The ligation of asymmetric diorganotelluride aryltelluroacetic acid (I) with Pd(II) and Pt(II) and bis(5-methyl-2-hydroxyphenyl)ditelluride (2) with Hg(LI) and Cu(II) have been studied. In square planar complexes of stoichiometry [MCl(1-H)](2)(M= Pd or Pt) the bidentate uninegative behaviour of 1 has been inferred on the basis of IR H-1 and C-13H-1} NMR, data in conjunction with elemental analysis. The presence of an M-Cl(bridging) vibration band in the IR spectra around 260-270 cm(-1) supports the dimeric formulation of these complexes. In DMSO these chloro bridges are broken which result in lower Values for molecular weights in comparison to those calculated on the basis of dimeric stoichiometry. The reaction of 2 with CuCl2 results in an unusually stable aryltellurenyl chloride. The Te <-- O secondary interaction seems to be responsible for its stability. The reaction of HgCl2 with 2 gives an intricate material of composition ArTeHgCl2. It seems to be aryltellurenyl chloride which is mercurated at a position ortho to the OH group.