potassium propionohydroxamate | 71939-10-1

• 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
• 英文名称: potassium propionohydroxamate
• 英文别名: potassium propanohydroxamate；potassium propionhydroxamate；potassium;N-oxidopropanamide
• CAS: 71939-10-1
• 化学式: C₃H₆NO₂*K
• 分子量: 127.184
• InChiKey: IYGSEIQUPCAEBW-UHFFFAOYSA-N

物化性质

• 沸点：
  107°C

计算性质

• 辛醇/水分配系数(LogP)：
  -2.99
• 重原子数：
  7.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.16
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Λ-cis-[CoCl2(ethylenediamine)2]Cl 、 potassium propionohydroxamate 以 水 为溶剂， 生成 rac-[Co(propionohydroxamate)(ethylenediamine)2]Cl₂
  参考文献：
  名称：

  Phtosubstitution of Cl− ions in Λ-cis-[CoCl2(en)2]+ with carbonate or hydroxamate anions facilitated by solid state adsorption on silicagel

  摘要：

  DOI：

  10.1016/s0020-1693(00)89344-5
• 作为产物：
  描述：

  丙酸乙酯 在 氢氧化钾 、 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以12.2 g的产率得到potassium propionohydroxamate
  参考文献：
  名称：

  Hajek, Bohumi; Benda, Frantisek, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 7, p. 1903 - 1909

  摘要：

  DOI：

文献信息

• The role of steric effects in the direct mutagenicity of N-acyloxy-N-alkoxyamides
  作者：Luke E. Andrews、Antonio M. Bonin、Linda E. Fransson、Ashley-Mae E. Gillson、Stephen A. Glover

  DOI：10.1016/j.mrgentox.2006.02.003

  日期：2006.6

  Electrophilic N-acyloxy-N-alkoxyamides are mutagenic in Salmonella typhimurium TA100 without the need for S9 metabolic activation and they react with DNA at guanine-N7 at physiological pH. Since these are direct-acting mutagens, structural factors influence binding and reactivity with DNA. Mutagenicity in TA100 can be predicted by a QSAR incorporating hydrophobicity (log P), stability to substitution reactions at nitrogen (pK(a) of the leaving acid) and steric effects of para-aryl substituents (E-s). A number of mutagens exhibit activities that deviate markedly from the predicted values and they fall into two classes: di-tert-butylated N-benzoyloxy-N-benzyloxybenzamides, which - because of their size - are most probably excluded from the major groove or are unable to achieve a transition state for reaction with DNA, and N-benzoyloxy-N-butoxyalkylamides with branching a-to the amide carbonyl, which are resistant to S(N)2 reactions at the amide nitrogen. (c) 2006 Elsevier B.V. All rights reserved.
• Rearrangement of N-acyl-3,4-dihydro-1H-2,1-benzoxazines to 2-substituted-4H-3,1-benzoxazines through a retro-Diels–Alder extrusion of formaldehyde
  作者：Stephen A. Glover、Katherine M. Jones、Ian R. McNee、Colleen A. Rowbottom

  DOI：10.1039/p29960001367

  日期：——

  N-Acyl-3,4-dihydro-1H-2,1-benzoxazines (3) undergo a thermal decomposition involving loss of formaldehyde in a retro-Diels-Alder reaction. The resultant N-acylazaxylylenes dagger (4) undergo a 6 pi electrocyclisation to give 2-substituted-4H-3, 1-benzoxazines (5) rather than a 4 pi electrocyclisation to give the N-acyl-1,2-dihydrobenzazetes (6). Compounds 5 have been fully characterised spectroscopically and their data is inconsistent with that reported previously by other workers for what are purported to be the same compounds. 2-Methyl-4H-3,1-benzoxazine (5b) and other 2-alkyl-substituted compounds undergo facile hydrolysis to o-aminobenzyl esters (9) which rearrange to the thermodynamically more stable o-hydroxymethylanilides (10). 2-Phenyl-4H-3,1-benzoxazine (5a) is relatively stable to hydrolysis but undergoes a novel photochemical ring opening (> 254 nm) to give the N-benzoylazaxylylene (12) which can be trapped with alcohols giving o'-alkoxymethylbenzanilides (11). In cyclohexanol at 160 degrees C, the intermediate in the thermal rearrangement of 3a to 5a, N-benzoylazaxylylene (12), was trapped as o'-cyclohexyloxymethylbenzanilide (11b). The rearrangements in mesitylene are unimolecular with activation energies of 35, 37 and 42 kcal mol(-1)double dagger for 3a; 3c and 3d,.respectively. The extrusion and electrocyclisation reaction pathways for N-acetyl-3,4-dihydro-2, 1-benzoxazine (3b) have been modelled using AM1 molecular orbital theory which predicts both a non-synchronous transition state for the retro-Diels-Alder reaction and the preferred mode of ring closure to be the 6 pi rather than the 4 pi electrocyclisation.
• SHATZMILLER, SHIMON;BERCOVICI, SORIN, J. CHEM. SOC. CHEM. COMMUN.,(1990) N, C. 327-328
  作者：SHATZMILLER, SHIMON、BERCOVICI, SORIN

  DOI：——

  日期：——