1,1,1-trichloro-4-methoxydec-3-en-2-one | 436850-08-7

• 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: 1,1,1-trichloro-4-methoxydec-3-en-2-one
• CAS: 436850-08-7
• 化学式: C₁₁H₁₇Cl₃O₂
• 分子量: 287.614
• InChiKey: MSTOHBAFKASXPP-UHFFFAOYSA-N

物化性质

• 沸点：
  294.2±40.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.43
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,1,1-trichloro-4-methoxydec-3-en-2-one 在 盐酸肼 作用下， 生成 3-n-hexyl-5-ethoxycarbonyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis of Fatty Trichloromethyl-β-diketones and New 1H-Pyrazoles as Unusual FAMEs and FAEEs

  摘要：

  The efficient synthesis of new fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl3CC(O)C(R-2)=C(R-1)OMe, where R-1=n-hexyl, heptyl, nonyl, undecyl, tridecyl and R-2 = H] and 1,1,1-trichloro-2,4-alkanediones [Cl3CC(O)(CHRC)-C-2(O)R-1, where R-1 = n-pentyl and R-2 = Me, R-1 = Et and R-2 = n-butyl, R-1 = n-butyl and R-2 = n-propyl] in good yields (85-95%) from acetal acylation with trichloroacetyl chloride is reported. The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1,1,1-trichloro-2,4-alkanediones were reacted with hydrazine hydrochloride, leading to respective 1H-pyrazole-5-carboxylates, unusual class of fatty acid methyl (FAMEs) and ethyl (FAEEs) esters. Their structures were confirmed by elemental analysis and H-1 and C-13 nuclear magnetic resonance (NMR). The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1H-pyrazole derivatives are new oleochemicals with potentially interesting and differential properties.

  DOI：

  10.5935/0103-5053.20130237
• 作为产物：
  描述：

  2,2-二甲氧基辛烷 、 三氯乙酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 生成 1,1,1-trichloro-4-methoxydec-3-en-2-one
  参考文献：
  名称：

  Synthesis of Fatty Trichloromethyl-β-diketones and New 1H-Pyrazoles as Unusual FAMEs and FAEEs

  摘要：

  The efficient synthesis of new fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl3CC(O)C(R-2)=C(R-1)OMe, where R-1=n-hexyl, heptyl, nonyl, undecyl, tridecyl and R-2 = H] and 1,1,1-trichloro-2,4-alkanediones [Cl3CC(O)(CHRC)-C-2(O)R-1, where R-1 = n-pentyl and R-2 = Me, R-1 = Et and R-2 = n-butyl, R-1 = n-butyl and R-2 = n-propyl] in good yields (85-95%) from acetal acylation with trichloroacetyl chloride is reported. The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1,1,1-trichloro-2,4-alkanediones were reacted with hydrazine hydrochloride, leading to respective 1H-pyrazole-5-carboxylates, unusual class of fatty acid methyl (FAMEs) and ethyl (FAEEs) esters. Their structures were confirmed by elemental analysis and H-1 and C-13 nuclear magnetic resonance (NMR). The fatty 1,1,1-trichloro-4-methoxy-3-alken-2-ones and 1H-pyrazole derivatives are new oleochemicals with potentially interesting and differential properties.

  DOI：

  10.5935/0103-5053.20130237

文献信息

• Regiospecific synthesis of 3<i>H</i>-pyrido[2,3-<i>b</i>][1,4]diazepin-4(5<i>H</i>)-ones<i>via</i>haloform reaction with the isolation of<i>N</i>³-[3-oxo-4,4,4-trichloroalk-1-en-1-yl]-2,3-diaminopyridine intermediates
  作者：Helio G. Bonacorso、Rogério V. Lourega、Liliane M. F. Porte、Everton D. Deon、Nilo Zanatta、Alex F. C. Flores、Marcos A. P. Martins

  DOI：10.1002/jhet.89

  日期：2009.7

  2-aryl/heteroaryl-3H-pyrido[2,3-b][1,4]diazepin-4(5H)-ones obtained from intramolecular cyclization reaction of the first series of trichloroacetyl enamines or from the direct cyclocondensation reaction of 4-methoxy-1,1,1-trichloalk-3-en-2-ones with 2,3-diaminopyridine, under mild conditions, is also demonstrated. J. Heterocyclic Chem., (2009).

  一系列新的类似的中间体的合成Ñ 3 - [1 -烷基（芳基/杂芳基）-3-氧代- 4,4,4- trichloroalk -1-烯-1-基] -2,3-二氨基吡啶和Ñ 2 - （甲磺酰基）[氯3 CC（O）CH CRNH（C 5 H ^ 3 N）NHY]，其中R = H中，Me，C 6 H ^ 5，4-FC 6 H ^ 4，4-CLC 6 ħ 4， 4- BRC 6 ħ 4，4-CH 3 C ^ 6 ħ 4，4-OCH 3 C ^ 6 ħ 4据报道，有4,4'-联苯，1-萘基，2-噻吩基，2-呋喃基，且Y ＝ H，SO 2 Me。从第一系列三氯乙酰基烯胺的分子内环化反应获得的新的相应系列的2-芳基/杂芳基-3 H-吡啶并[2,3- b ] [1,4]二氮杂-4-4（5 H）- 4-甲氧基-1,1,1-trichloalk-3-en-2-ones与还证明了在温和条件下的2，3-二氨基吡啶。J