3-2-(2-溴乙酰氨基)乙酰胺]-2,2,5,5-四甲基-1-吡咯烷基氧化物 | 100900-13-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-2-(2-溴乙酰氨基)乙酰胺]-2,2,5,5-四甲基-1-吡咯烷基氧化物
• 中文别名: 3-[2-(2-溴乙酰胺)乙酰胺]-2,2,5,5-四甲基-1-吡咯烷基氧化物；(S)-4-溴-ALPHA-甲基苄基醇
• 英文名称: 3-(2-(2-Bromoacetamido)acetamido)-proxyl free radical
• CAS: 100900-13-8
• 化学式: C₁₂H₂₁BrN₃O₃
• 分子量: 335.221
• InChiKey: FCOQWAAKZGWIFF-UHFFFAOYSA-N

物化性质

• 熔点：
  145-147 °C
• 密度：
  1.4922 (rough estimate)
• 稳定性/保质期：
  <p>遵照规定使用和储存，则不会分解。</p>

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  62.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S36,S37,S39

反应信息

• 作为反应物：
  描述：

  dimethyl(2,2'-bipyridine)platinum(II) 、 3-2-(2-溴乙酰氨基)乙酰胺]-2,2,5,5-四甲基-1-吡咯烷基氧化物 以 丙酮 为溶剂， 以87%的产率得到[3-(2-(acetamido-C(2))acetamido)-2,2,5,5-tetramethylpyrrolidinyl-N-oxyl](2,2'-bipyridine)bromodimethylplatinum(IV)
  参考文献：
  名称：

  Stable Organoplatinum(IV) Complexes with Pendant Free Radicals

  摘要：

  Oxidative addition of 2-bromoacetamido derivatives of the stable, free-radical nitroxides tempo and proxyl (2,2,6,6-tetramethylpiperidinyl-N-oxyl and 2,2,5,5-tetramethylpyrrolidinyl-N-oxyl, respectively) to [PtMe(2)(bpy)] (bpy = 2,2(')-bipyridine) affords the novel organoplatinum-(IV) complexes [Pt{CH2C(O)NH-tempo}BrMe(2)(bpy)] (1), [Pt{CH2C(O)NH-proxyl}BrMe(2)(bpy)] (2), [Pt{CH2C(O)NHCH2-proxyl}BrMe(2)(bpy)] (3), [Pt{CH2C(O)NHCH2C(O)NH-proxyl}-BrMe(2)(bpy)] (4), and [Pt{CH2C(O)NH(CH2)(3) NHC(O)-proxyl}BrMe(2)(bpy)] (5) in good yields. The complexes exist as a mixture of trans (a) and cis (b) isomers and are the result of traits and cis oxidative addition, respectively. The broad H-1 NMR spectra and distinctive three-line pattern in the ESR spectra conclusively demonstrate the paramagnetic nature of the complexes. The X-ray structure of la was determined. Crystals of la are monoclinic, space group P2(1)/c, with a = 13.401(2) Angstrom, b = 16.979(1) Angstrom, c = 11.199(1) Angstrom, beta = 93.01(1)degrees, Z = 4, and R = 0.0499. The bromo and Pt-C sigma-bonded 4-(2-acetamido)-tempo ligands occupy a mutually trans arrangement about the octahedral platinum(IV) center. Complexes 1-5 are rare examples of stable organometallic species with pendant free radicals.

  DOI：

  10.1021/om00005a019

文献信息

• Stable Organoplatinum(IV) Complexes with Pendant Free Radicals
  作者：Louis M. Rendina、Jagadese J. Vittal、Richard J. Puddephatt

  DOI：10.1021/om00005a019

  日期：1995.5

  Oxidative addition of 2-bromoacetamido derivatives of the stable, free-radical nitroxides tempo and proxyl (2,2,6,6-tetramethylpiperidinyl-N-oxyl and 2,2,5,5-tetramethylpyrrolidinyl-N-oxyl, respectively) to [PtMe(2)(bpy)] (bpy = 2,2(')-bipyridine) affords the novel organoplatinum-(IV) complexes [PtCH2C(O)NH-tempo}BrMe(2)(bpy)] (1), [PtCH2C(O)NH-proxyl}BrMe(2)(bpy)] (2), [PtCH2C(O)NHCH2-proxyl}BrMe(2)(bpy)] (3), [PtCH2C(O)NHCH2C(O)NH-proxyl}-BrMe(2)(bpy)] (4), and [PtCH2C(O)NH(CH2)(3) NHC(O)-proxyl}BrMe(2)(bpy)] (5) in good yields. The complexes exist as a mixture of trans (a) and cis (b) isomers and are the result of traits and cis oxidative addition, respectively. The broad H-1 NMR spectra and distinctive three-line pattern in the ESR spectra conclusively demonstrate the paramagnetic nature of the complexes. The X-ray structure of la was determined. Crystals of la are monoclinic, space group P2(1)/c, with a = 13.401(2) Angstrom, b = 16.979(1) Angstrom, c = 11.199(1) Angstrom, beta = 93.01(1)degrees, Z = 4, and R = 0.0499. The bromo and Pt-C sigma-bonded 4-(2-acetamido)-tempo ligands occupy a mutually trans arrangement about the octahedral platinum(IV) center. Complexes 1-5 are rare examples of stable organometallic species with pendant free radicals.