4,4,5,5,6,6,7,7-八氟-3-氧庚酸 | 89129-69-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4,4,5,5,6,6,7,7-八氟-3-氧庚酸
• 英文名称: Methyl 4,4,5,5,6,6,7,7-octafluoro-3-oxoheptanoate
• CAS: 89129-69-1
• 化学式: C₈H₆F₈O₃
• mdl: MFCD00155896
• 分子量: 302.121
• InChiKey: AXJGVTDNUULIKN-UHFFFAOYSA-N

物化性质

• 沸点：
  63°C 5mm

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  11

安全信息

• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7-八氟-3-氧庚酸 生成 (Z)-4,4,5,5,6,6,7,7-Octafluoro-3-hydroxy-hept-2-enoic acid methyl ester
  参考文献：
  名称：

  RUDAYA M. N.; SALOUTIN V. I.; FOMIN A. N.; PASHKEVICH K. I., IZV. AN CCCP. CEP. XIM.,(1987) N 6, 1412-1415

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-4,4,5,5,6,6,7,7-Octafluoro-3-hydroxy-hept-2-enoic acid methyl ester 生成 4,4,5,5,6,6,7,7-八氟-3-氧庚酸
  参考文献：
  名称：

  RUDAYA M. N.; SALOUTIN V. I.; FOMIN A. N.; PASHKEVICH K. I., IZV. AN CCCP. CEP. XIM.,(1987) N 6, 1412-1415

  摘要：

  DOI：

文献信息

• Biomimetic base-catalyzed [1,3]-proton shift reaction. A practical synthesis of β-fluoroalkyl-β-amino acids
  作者：Vadim A. Soloshonok、Valery P. Kukhar

  DOI：10.1016/0040-4020(96)00300-6

  日期：1996.5

  An efficient approach to practical synthesis of β-fluoroalkyl-β-amino acids is described. The method consists in the reducing reagent-free base-catalyzed biomimetic transamination reaction between fluorinated β-keto carboxylic esters and benzylamine. This transformation involves two sequential base-catalyzed [1,3]-proton transfers giving rise to corresponding N-benzylidene derivatives as the products

  描述了一种有效合成β-氟烷基-β-氨基酸的有效方法。该方法在于氟化β-酮羧酸酯和苄胺之间的无还原剂的无碱催化的仿生转氨反应。该转变涉及两个连续的碱催化的[1,3]-质子转移，产生相应的N-亚苄基衍生物，作为最终热力学平衡的产物，由氟代烷基的吸电子特性指导。证明了通过应用单手性碱作为这些异构化的催化剂来催化对映体控制的靶向β-氨基酸合成的机会。
• Reactions of fluoroalkyl-?-ketoesters with ammonia
  作者：K. I. Pashkevich、V. I. Saloutin、A. N. Fomin、M. N. Rudaya、L. G. Egorova

  DOI：10.1007/bf00954820

  日期：1986.7
• Vilsmeier-Haack reaction for polyfluorinated ?-dicarbonyl compounds
  作者：K. I. Pashkevich、M. B. Bobrov、V. I. Saloutin、M. N. Rudaya

  DOI：10.1007/bf00961110

  日期：1988.8
• Reaction of fluorine-containing ?-ketoesters with bifunctional N-nucleophiles
  作者：V. I. Saloutin、A. N. Fomin、K. I. Pashkevich

  DOI：10.1007/bf01157341

  日期：1985.1
• Steric structure of alkyl 2-aryl(hetaryl)hydrazono-3-fluoroalkyl-3-oxopropionates
  作者：O. G. Khudina、Ya. V. Burgart、E. V. Shchegol’kov、V. I. Saloutin、O. N. Kazheva、A. N. Chekhlov、O. A. D’yachenko

  DOI：10.1134/s1070428009060013

  日期：2009.6

  Steric structure of fluorinated 2-arylhydrazono-3-oxo esters was studied by H-1, F-19, and C-13 NMR spectroscopy and X-ray analysis. It was found that these compounds in the crystalline state and in solutions in acetone-d (6), DMSO-d (6), and CDCl3 exist as Z isomers with the ester fragment involved in intramolecular hydrogen bond with the hydrazone NH proton. Exceptions are alkyl 2-arylhydrazono-4,4-difluoro-3-oxobutanoates which exist in acetone-d (6) as mixtures of Z and E isomers, the former prevailing. Unlike fluorinated analogs, ethyl 2-(4-methylphenyl)hydrazono-3-oxobutanoate in crystal has the structure of E isomer in which intramolecular hydrogen bond is formed between the NH proton and acetyl carbonyl group. The same compound in acetone-d (6), DMSO-d (6), and CDCl3 gives rise to a mixture of Z and E isomers, the latter prevailing.