3-fluoro-2-keto-3-methypentanoic acid | 83611-26-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-fluoro-2-keto-3-methypentanoic acid
• 英文别名: 3-fluoro-3-methyl-2-oxopentanoic acid
• CAS: 83611-26-1
• 化学式: C₆H₉FO₃
• mdl: MFCD19229187
• 分子量: 148.134
• InChiKey: BSALSVXDCLOITN-UHFFFAOYSA-N

物化性质

• 沸点：
  193.7±15.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-fluoro-2-keto-3-methypentanoic acid 在 diborane(6) 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以55%的产率得到3-fluoro 3-methyl pentanol
  参考文献：
  名称：

  Remli, M.; Ayi, A. I.; Condom, R., Bulletin de la Societe Chimique de France, 1986, # 6, p. 864 - 867

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基-2-氧基戊酸 在 N-fluorobis<(trifluoromethyl)sulfonyl>imide 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以95%的产率得到3-fluoro-2-keto-3-methypentanoic acid
  参考文献：
  名称：

  N-fluorobis[(trifluoromethyl)sulfonyl]imide: an efficient reagent for the .alpha.-fluorination of functionalized carbonyl compounds

  摘要：

  The N-fluorobis[(trifluoromethyl)sulfonyl]imide (1) has been used in the electrophilic fluorination of the lithium enolate of esters, amides, and ketones. The corresponding alpha-fluorocarbonyl compounds have been obtained in good yields. The alpha-fluorination of beta-diesters, beta-diamides, beta-keto esters, and beta-diketones has been performed either on the neutral compounds or on the metal enolates. In this way some geminal azafluoro, chlorofluoro, fluorooxy compounds have been prepared in nearly quantitative yields. Also some alpha-keto esters and acids have been selectively monofluorinated in the beta-position by simple treatment of the neutral compound with 1.

  DOI：

  10.1021/jo00016a022

文献信息

• The synthesis of derivatives of 3-fluoro-2-ketoacids
  作者：M. Remli、A.I. Ayi、R. Guedj

  DOI：10.1016/s0022-1139(00)82293-9

  日期：1982.7
• REMLI, M.;AYI, A. I.;GUEDJ, R., J. FLUOR. CHEM., 1982, 20, N 5, 677-682
  作者：REMLI, M.、AYI, A. I.、GUEDJ, R.

  DOI：——

  日期：——
• REMLI M.; AYI A. I.; CONDOM R.; GUEDJ R., BULL. SOC. CHIM. FR.,(1986) N 6, 864-867
  作者：REMLI M.、 AYI A. I.、 CONDOM R.、 GUEDJ R.

  DOI：——

  日期：——
• N-fluorobis[(trifluoromethyl)sulfonyl]imide: an efficient reagent for the .alpha.-fluorination of functionalized carbonyl compounds
  作者：Giuseppe Resnati、Darryl D. DesMarteau

  DOI：10.1021/jo00016a022

  日期：1991.8

  The N-fluorobis[(trifluoromethyl)sulfonyl]imide (1) has been used in the electrophilic fluorination of the lithium enolate of esters, amides, and ketones. The corresponding alpha-fluorocarbonyl compounds have been obtained in good yields. The alpha-fluorination of beta-diesters, beta-diamides, beta-keto esters, and beta-diketones has been performed either on the neutral compounds or on the metal enolates. In this way some geminal azafluoro, chlorofluoro, fluorooxy compounds have been prepared in nearly quantitative yields. Also some alpha-keto esters and acids have been selectively monofluorinated in the beta-position by simple treatment of the neutral compound with 1.
• Remli, M.; Ayi, A. I.; Condom, R., Bulletin de la Societe Chimique de France, 1986, # 6, p. 864 - 867
  作者：Remli, M.、Ayi, A. I.、Condom, R.、Guedj, R.

  DOI：——

  日期：——