2,4-二甲基-3-亚甲基戊酸 | 162293-07-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2,4-二甲基-3-亚甲基戊酸
• 英文名称: 2-methyl-3-isopropyl-3-butenoic acid
• 英文别名: 2-Methyl-3-i-propyl-3-butenoic acid；2,4-dimethyl-3-methylidenepentanoic acid
• CAS: 162293-07-4
• 化学式: C₈H₁₄O₂
• mdl: MFCD19229251
• 分子量: 142.198
• InChiKey: PJAKHUYLRBQXSU-UHFFFAOYSA-N

物化性质

• 沸点：
  225.2±9.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 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：

  2,4-二甲基-3-亚甲基戊酸 在 lithium aluminium tetrahydride 、 硫酸 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (Z)-2-Methyl-3-(1-methylethyl)-2-pentene-1,5-diol
  参考文献：
  名称：

  Enynones in Organic Synthesis. 7. Substituent Effects on the .alpha.-Tocopherol-Catalyzed Cyclization of Enynones to Methylenecyclopentenones. Convenient Syntheses of Members of the Methylenomycin Class of Antibiotics

  摘要：

  Substituent effects on the a-tocopherol (vitamin E, 3b) catalyzed cyclization of a wide variety of enynones 1a-z to methylenecyclopentenones 7a-z have been examined, with particular emphasis given to electron-withdrawing and -donating groups at positions 2-4 and 6. In general, electron-withdrawing groups at positions 4 and 6 dramatically accelerate the cyclization process, while strong electron-donating groups at positions 3 and 4 completely inhibit reaction. Relatively little effect is exerted by groups at C-2, except for the methyl ester derivative 1i, which is totally unreactive. This methodology was employed in the syntheses of the methylenecyclopentenone antibiotics methylenomycin B (7a) and desepoxy-4,5-didehydromethylenomycin A (7z) and in formal syntheses of methylenomycin A (8) and xanthocidin (9).

  DOI：

  10.1021/jo00097a036
• 作为产物：
  描述：

  2-甲氧基-1,3-丁二烯 、 二氧化碳 、 异丙基氯化镁 在 bis(triphenylphosphine)nickel(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以12%的产率得到2,4-二甲基-3-亚甲基戊酸
  参考文献：
  名称：

  Viktorov, N. B.; Zubritskii, L. M., Russian Journal of General Chemistry, 1996, vol. 66, # 5, p. 851 - 852

  摘要：

  DOI：

文献信息

• ——
  作者：N. B. Viktorov、L. M. Zubritskii

  DOI：10.1023/a:1013906827883

  日期：——

  The effect of alkyl substituents in 2-alkylbutadienes on their hydromagnesiation with alkyl-magnesium halides was studied.
• Enynones in Organic Synthesis. 7. Substituent Effects on the .alpha.-Tocopherol-Catalyzed Cyclization of Enynones to Methylenecyclopentenones. Convenient Syntheses of Members of the Methylenomycin Class of Antibiotics
  作者：Peter A. Jacobi、Harry L. Brielmann、Reginald O. Cann

  DOI：10.1021/jo00097a036

  日期：1994.9

  Substituent effects on the a-tocopherol (vitamin E, 3b) catalyzed cyclization of a wide variety of enynones 1a-z to methylenecyclopentenones 7a-z have been examined, with particular emphasis given to electron-withdrawing and -donating groups at positions 2-4 and 6. In general, electron-withdrawing groups at positions 4 and 6 dramatically accelerate the cyclization process, while strong electron-donating groups at positions 3 and 4 completely inhibit reaction. Relatively little effect is exerted by groups at C-2, except for the methyl ester derivative 1i, which is totally unreactive. This methodology was employed in the syntheses of the methylenecyclopentenone antibiotics methylenomycin B (7a) and desepoxy-4,5-didehydromethylenomycin A (7z) and in formal syntheses of methylenomycin A (8) and xanthocidin (9).
• Viktorov, N. B.; Zubritskii, L. M., Russian Journal of General Chemistry, 1996, vol. 66, # 5, p. 851 - 852
  作者：Viktorov, N. B.、Zubritskii, L. M.

  DOI：——

  日期：——