6,6-二甲氧基-2-甲基庚-2-烯 | 68992-08-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 6,6-二甲氧基-2-甲基庚-2-烯
• 英文名称: 6-methyl-hept-5-en-2-one-dimethylacetal
• 英文别名: 6,6-Dimethoxy-2-methyl-hept-2-en；6-Methyl-hept-5-en-2-on-dimethylacetal；6,6-Dimethoxy-2-methylhept-2-ene
• CAS: 68992-08-5
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: GCBQWUQBDZJZLB-UHFFFAOYSA-N

物化性质

• 沸点：
  74-76 °C(Press: 9 Torr)
• 密度：
  0.8884 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  6,6-二甲氧基-2-甲基庚-2-烯 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 、 氯仿 为溶剂， 生成
  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
• 作为产物：
  描述：

  正硅酸甲酯 、 6-甲基-5-庚烯-2-酮 在 甲醇 、 磷酸 作用下， 生成 6,6-二甲氧基-2-甲基庚-2-烯
  参考文献：
  名称：

  Nasarow et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 106,109; engl. Ausg. S. 111, 112

  摘要：

  DOI：

文献信息

• HClO₄ catalysed aldol-type reaction of fluorinated silyl enol ethers with acetals or ketals toward fluoroalkyl ethers
  作者：You-Ping Tian、Yi Gong、Xiao-Si Hu、Jin-Sheng Yu、Ying Zhou、Jian Zhou

  DOI：10.1039/c9ob02129a

  日期：——

  A highly efficient metal-free aldol-type reaction of various acetals or ketals with fluorinated silyl enol ethers catalysed by less than 1 mol% HClO4 (70 wt%, aq.) is developed. This provides expedient access to a wide array of valuable fluoroalkyl ethers featuring a ketone carbonyl functionality in good to excellent yields (40 examples). Furthermore, the thus obtained adducts are readily elaborated

  已开发出各种乙缩醛或缩酮与氟化甲硅烷基烯醇醚的高效无金属醛醇缩醛型反应，该氟化甲硅烷基烯醇醚由少于1 mol％的HClO4（水溶液中的70 wt％）催化。这可以方便地获得各种有价值的具有酮羰基官能度的有价值的氟代烷基醚，产率高至优异（40个实例）。此外，将如此获得的加合物容易地精加工成其他具有丰富结构的含氟烷基醚。
• New Approach to the Stereoselective Synthesis of Tertiary Methyl Ethers
  作者：Begoña Checa、Erik Gálvez、Ricard Parelló、Miriam Sau、Pedro Romea、Fèlix Urpí、Mercè Font-Bardia、Xavier Solans

  DOI：10.1021/ol9005135

  日期：2009.5.21

  acid-mediated addition of titanium enolates from 1 to dimethyl ketals of aliphatic methyl ketones followed by removal of the chiral auxiliary furnishes enantiomerically pure derivatives containing a tertiary methyl ether and a contiguous stereocenter in a straightforward manner.

  路易斯酸介导的从1到脂肪族甲基酮的二甲基缩酮的烯醇钛的加成，然后除去手性助剂，以直接的方式提供了含有叔甲基醚和连续的立体中心的对映体纯衍生物。
• MONOTHIOACETALIZATION OF ACETALS USING DIETHYLALUMINIUM THIOPHENOXIDE
  作者：Yukio Masaki、Yuzuru Serizawa、Kenji Kaji

  DOI：10.1246/cl.1985.1933

  日期：1985.12.5

  Reactions of diethylaluminium thiophenoxide (Et2AlSPh) with acetals of several types, in which acyclic, cyclic, and bicyclic ones are involved, were examined in comparison with the known reaction using thiophenol in the presence of Lewis acid and found to provide a new and efficient method for preparation of monothioacetals.

  与已知的在路易斯酸存在下使用苯硫酚的反应相比，检查了二乙基铝噻吩氧化物（Et2AlSPh）与几种类型的缩醛（其中涉及无环、环状和双环缩醛）的反应，并发现提供了一种新的有效方法用于制备单硫缩醛。
• Helferich; Hausen, Chemische Berichte, 1924, vol. 57, p. 797
  作者：Helferich、Hausen

  DOI：——

  日期：——
• DE404256
  申请人：——

  公开号：——

  公开（公告）日：——