2,2-dimethoxytridecane | 149075-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-dimethoxytridecane
• CAS: 149075-50-3
• 化学式: C₁₅H₃₂O₂
• 分子量: 244.418
• InChiKey: DXKDFADGDJHAQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethoxytridecane 在 吡啶 、 盐酸肼 作用下， 以 氯仿 为溶剂， 生成
  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：

  2-十三烷酮 、 原甲酸三甲酯 在 对甲苯磺酸 作用下， 生成 2,2-dimethoxytridecane
  参考文献：
  名称：

  An Acetal Acylation Methodology for Producing Diversity of Trihalomethyl- 1,3‑dielectrophiles and 1,2-Azole Derivatives

  摘要：

  A series of functionalized 1,1,1-trihalo-4-methoxy-3-alken-2-ones [CX3C(O)CR1=CROMe, where X = F or Cl; R = n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-tridecyl, (CH2)(2)CH=C(Me)(2), (CH2)(2)Ph, (CH2)(2)-(4-HOC6H4), (CH2)(2)-(4-MeOC6H4), (CH2)(2)CO2Me, (CH2)(3)CO2Me, CH(SMe)CH3, CH2(2-MeOC6H4), and R-1 = H, and R = H and R-1 = n-decyl] were synthesized from respective alkyl methyl ketones or aldehyde via acetal acylation using trifluoroacetic anhydride and trichloroacetyl chloride. 1,1,1-Trihalo-4-methoxy-3-alken-2-ones with acid-compatible substituents were easily hydrolyzed to respective trihalomethyl-1,3-diketones. The 1,1,1-trihalo-4-methoxy-3-alken-2-ones and/or respective trihalomethyl-1,3-diketones were reacted regiospecifically with hydroxylamine hydrochloride, leading to isoxazole derivatives, and with hydrazines, leading to respective 1H-pyrazole derivatives. The structures of all compounds were assigned based on nuclear magnetic resonance (NMR) and mass spectrometric data. This method represents an efficient pathway for the regioselective trihaloacetylation of asymmetrically substituted alkyl methyl ketones and highly self-condensing aldehydes. Moreover, this approach allows the introduction of biologically recognizable moieties, such as those from levulinic acid, sulcatone (prenyl), benzylacetone, anisylacetone, and raspberry ketone, as synthetic molecular targets.

  DOI：

  10.21577/0103-5053.20190160

文献信息

• Long-chain acetals derived from sucrose as a new class of surfactants
  作者：Elisabeth Fanton、Catherine Fayet、Jacques Gelas

  DOI：10.1016/s0008-6215(96)00300-x

  日期：1997.2

  Abstract Classical acetalation and transacetalation of sucrose (α- d -glucopyranosyl β- d -fructofuranoside) with long-chain alkyl carbonyl derivatives lead conveniently to a new class of acetals of great interest, due to their detergent properties.

  摘要具有长链烷基羰基衍生物的蔗糖（α-d-吡喃葡萄糖基β-d-果糖呋喃糖苷）的经典缩醛化和反缩醛化因其去污剂性质而方便地引起了人们的极大兴趣。
• The introduction of an hydrophobic chain on α, α-trehalose via the synthesis of acetals. The detergent properties of these derivatives
  作者：Jacques Besson、Catherine Fayet、Jacques Gelas

  DOI：10.1016/s0008-6215(97)00154-7

  日期：1997.9

  Abstract Classical transacetalation of trehalose with 2,2-dimethoxyalkanes leads conveniently to a new class of acetals of a great potential due to their detergent properties. The control of the mono- or di-functionalization was possible.

  摘要海藻糖与2,2-二甲氧基链烷烃的经典转缩醛反应由于其清洁剂的特性，可方便地产生具有巨大潜力的新型缩醛。单官能或双官能化的控制是可能的。
• Mechanism of hydrolysis of vinyl selenides and stability of .alpha.-selenocarbonium ions
  作者：Laszlo Hevesi、Jean Luc Piquard、Henri Wautier

  DOI：10.1021/ja00394a024

  日期：1981.2
• IMPROVED PREPARATION OF SURFACTANTS DERIVED FROM SUCROSE WITH ULTRASOUND
  作者：Jacques Besson、Catherine Fayet、J. Gelas、Christelle Lamazzi

  DOI：10.1080/00304949809355311

  日期：1998.8
• An Acetal Acylation Methodology for Producing Diversity of Trihalomethyl- 1,3‑dielectrophiles and 1,2-Azole Derivatives
  作者：Valéria Bareño、Daiane Santos、Leandro Frigo、Debora de Mello、Juliana Malavolta、Rogerio Blanco、Lucas Pizzuti、Darlene Flores、Alex Flores

  DOI：10.21577/0103-5053.20190160

  日期：——

  A series of functionalized 1,1,1-trihalo-4-methoxy-3-alken-2-ones [CX3C(O)CR1=CROMe, where X = F or Cl; R = n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-tridecyl, (CH2)(2)CH=C(Me)(2), (CH2)(2)Ph, (CH2)(2)-(4-HOC6H4), (CH2)(2)-(4-MeOC6H4), (CH2)(2)CO2Me, (CH2)(3)CO2Me, CH(SMe)CH3, CH2(2-MeOC6H4), and R-1 = H, and R = H and R-1 = n-decyl] were synthesized from respective alkyl methyl ketones or aldehyde via acetal acylation using trifluoroacetic anhydride and trichloroacetyl chloride. 1,1,1-Trihalo-4-methoxy-3-alken-2-ones with acid-compatible substituents were easily hydrolyzed to respective trihalomethyl-1,3-diketones. The 1,1,1-trihalo-4-methoxy-3-alken-2-ones and/or respective trihalomethyl-1,3-diketones were reacted regiospecifically with hydroxylamine hydrochloride, leading to isoxazole derivatives, and with hydrazines, leading to respective 1H-pyrazole derivatives. The structures of all compounds were assigned based on nuclear magnetic resonance (NMR) and mass spectrometric data. This method represents an efficient pathway for the regioselective trihaloacetylation of asymmetrically substituted alkyl methyl ketones and highly self-condensing aldehydes. Moreover, this approach allows the introduction of biologically recognizable moieties, such as those from levulinic acid, sulcatone (prenyl), benzylacetone, anisylacetone, and raspberry ketone, as synthetic molecular targets.