1-methylhexamethylene diacetate | 39846-60-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-methylhexamethylene diacetate
• 英文别名: 1,6-heptanediol diacetate；6-Acetyloxyheptyl acetate
• CAS: 39846-60-1
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: UJIGVOPTXQREBF-UHFFFAOYSA-N

物化性质

• 沸点：
  277.4±23.0 °C(Predicted)
• 密度：
  0.994±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲基氧杂环庚烷-2-酮 在 potassium fluoride on basic alumina 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.5h， 生成 1-methylhexamethylene diacetate
  参考文献：
  名称：

  KF–Al 2 O 3是一种有效的固体支持剂，用于胺，醇和酚的乙酰化。溶剂对反应速率的阻碍作用

  摘要：

  KF–Al 2 O 3可以用Ac 2 O / AcCl快速乙酰化各种胺，醇和酚。在酚存在下，脂族醇被化学选择性乙酰化。1°醇的反应速度比2°醇快几倍。3°酒精不反应。

  DOI：

  10.1016/s0040-4020(01)00677-9

文献信息

• Reactions on a Solid Surface. A Simple, Economical, and Efficient Acylation of Alcohols and Amines over Al₂O₃
  作者：Veejendra K. Yadav、K. Ganesh Babu

  DOI：10.1021/jo035412f

  日期：2004.1.1

  Al2O3 brings about a rapid acylation of a range of alcohols and amines with acid chlorides and acid anhydrides, respectively. Amines are easily Boc- and Cbz-protected on reaction with Boc-anhydride and Cbz-Cl, respectively. The acylation of phenols is slow enough to allow chemoselective acylation of alcohols and amines in the presence of phenols.

  Al 2 O 3分别使多种醇和胺分别与酰氯和酸酐快速酰化。分别与Boc酸酐和Cbz-Cl反应时，胺很容易受到Boc和Cbz保护。酚的酰化足够慢，以允许在酚存在下醇和胺的化学选择性酰化。
• A USEFUL METHOD FOR SELECTIVE ACYLATION OF ALCOHOLS USING 2,2′-BIPYRIDYL-6-YL CARBOXYLATE AND CESIUM FLUORIDE
  作者：Teruaki Mukaiyama、Fong-Chang Pai、Makoto Onaka、Koichi Narasaka

  DOI：10.1246/cl.1980.563

  日期：1980.5.5

  Primary and secondary alcohols are acylated under mild conditions by the use of 2,2′-bipyridyl-6-yl carboxylates and cesium fluoride. Furthermore, the reaction is successfully applied to selective acylation of a primary carbinol group of diols containing primary and secondary carbinol groups or exclusive O-acylation of aromatic amino alcohols.

  伯醇和仲醇在温和条件下通过使用 2,2'-联吡啶-6-基羧酸盐和氟化铯进行酰化。此外，该反应成功地应用于含有伯和仲甲醇基团的二醇的伯醇基团的选择性酰化或芳香氨基醇的排他性O-酰化。
• Me₂S-induced Highly Selective Reduction of Aldehydes in the Presence of Ketones Involving Aldehyde-selective Rate Enhancement: A Triruthenium Cluster-catalyzed Hydrosilylation
  作者：Shohei Yumino、Toru Hashimoto、Atsushi Tahara、Hideo Nagashima

  DOI：10.1246/cl.140731

  日期：2014.12.5

  Addition of appropriate amounts of Me2S unusually accelerated the hydrosilylation of aldehydes catalyzed by [Ru3(CO)7(Acy)] (1, Acy: µ3-η2,η3,η5-acenaphthylene). The reduction of ketones was comple...

  添加适量的 Me2S 异常加速了由 [Ru3(CO)7(Acy)] (1, Acy: µ3-η2,η3,η5-acenaphthylene) 催化的醛的氢化硅烷化。酮体的还原完全...
• New free-radical halogenations of alkanes, catalysed by N-hydroxyphthalimide. Polar and enthalpic effects on the chemo- and regioselectivity
  作者：Francesco Minisci、Ombretta Porta、Francesco Recupero、Cristian Gambarotti、Roberto Paganelli、Gian Franco Pedulli、Francesca Fontana

  DOI：10.1016/j.tetlet.2003.12.130

  日期：2004.2

  Reactions of alkanes with different halogenating systems are compared in order to explore the reactivity of phthalimido-N-oxyl radical in hydrogen abstraction; the importance of polar effects is emphasised.

  比较了烷烃与不同卤代体系的反应，以探索邻苯二甲酰亚胺-N-氧基在氢提取中的反应性。强调了极性效应的重要性。
• Highly efficient and versatile acetylation of alcohols catalyzed by cerium(III) triflate
  作者：Renato Dalpozzo、Antonio De Nino、Loredana Maiuolo、Antonio Procopio、Monica Nardi、Giuseppe Bartoli、Roberto Romeo

  DOI：10.1016/s0040-4039(03)01358-3

  日期：2003.7

  Cerium(III) triflate is a powerful catalyst for the acetylation of alcohols. The reaction works well for a large variety of simple and functionalized alcohols, without isomerisation of chiral centres. Changes of hydroxyl protective groups are possible in a one-pot procedure. The catalyst can be easily recycled. (C) 2003 Elsevier Ltd. All rights reserved.