14,15-octacosanedione | 22089-76-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 14,15-octacosanedione
• 英文别名: octacosane-14,15-dione；bimyristoyl；Octacosan-14,15-dion；myristil
• CAS: 22089-76-5
• 化学式: C₂₈H₅₄O₂
• 分子量: 422.736
• InChiKey: UCYSRYIRDGLJTI-UHFFFAOYSA-N

物化性质

• 熔点：
  74 °C
• 沸点：
  496.4±14.0 °C(Predicted)
• 密度：
  0.871±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  30
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  14,15-octacosanedione 、 2,5-二(2-噻吩基)-3,4-二胺 以 甲醇 为溶剂， 生成 5,7-Dithiophen-2-yl-2,3-di(tridecyl)thieno[3,4-b]pyrazine
  参考文献：
  名称：

  Synthesis of new narrow bandgap polymers based on 5,7-di(2-thienyl)thieno[3,4-b]pyrazine and its derivatives

  摘要：

  从标题单体中合成了带隙为 1.0-1.5 eV 的新型窄带隙聚合物。

  DOI：

  10.1039/c39940001585
• 作为产物：
  描述：

  五甲基呋喃溴酸酯 在 sodium 、 三氯化铁 、 溶剂黄146 、 xylene 作用下， 生成 14,15-octacosanedione
  参考文献：
  名称：

  Bouquet; Paquot, Bulletin de la Societe Chimique de France, 1948, p. 1165

  摘要：

  DOI：

文献信息

• Long-chain acyloins and vicinal diketones
  作者：D. E. Ames、G. Hall、B. T. Warren

  DOI：10.1039/j39680002617

  日期：——

  Several methods for the preparation of long-chain vicinal diketones are examined. The acyloin condensation, followed by oxidation, provides an excellent route to symmetrical compounds but is not satisfactory for unsymmetrical diketones. The latter are prepared (i) from dialkylacetylenes by semihydrogenation, hydroxylation, and oxidation with aqueous N-bromosuccinimide; and (ii) from an α-acetoxy-acid

  研究了制备长链邻二酮的几种方法。酰基转移酶缩合，然后进行氧化，提供了一种制备对称化合物的极佳途径，但对于不对称二酮而言并不令人满意。后者由（i）由二烷基乙炔经半氢化，羟基化和用N-溴代琥珀酰亚胺水溶液氧化而制得；（ii）由α-乙酰氧基酰氯和双四氢吡喃基或二苄基烷基丙二酸酯的钠衍生物衍生，然后除去保护基并脱羧得到α-乙酰氧基-酮，然后将其水解和氧化。
• Highly efficient and selective oxidation of secondary alcohols to ketones under organic solvent and transition metal free conditions
  作者：Suman L. Jain、Vishal B. Sharma、Bir Sain

  DOI：10.1016/j.tet.2006.04.097

  日期：2006.7

  The aqueous HBr/H2O2 was found to be highly efficient and green catalytic system for the selective oxidation of the secondary alcohols to ketones in excellent yields under organic solvent free conditions. The results of the oxidation of the secondary alcohols with solid alternatives of the aqueous hydrogen peroxide like SPC or SPB are also described.

  发现HBr / H 2 O 2水溶液是高效且绿色的催化体系，用于在无有机溶剂的条件下以优异的产率将仲醇选择性氧化为酮。还描述了用过氧化氢水溶液的固体替代物（如SPC或SPB）氧化仲醇的结果。
• A New and Efficient Transition Metal-Free Oxidation of Secondary Alcohols to Ketones Using Aqueous HBr and H₂O₂ <b />
  作者：Bir Sain、Vishal Sharma、Suman Jain

  DOI：10.1055/s-2004-836047

  日期：——

  Aqueous HBr/H2O2 was found to be an efficient and green system for the oxidation of secondary alcohols in excellent yields under very mild conditions.

  水相HBr/H2O2被发现是一种高效且环保的体系，可以在非常温和的条件下高产量地氧化二级醇。
• Cobalt phthalocyanine catalyzed aerobic oxidation of secondary alcohols: an efficient and simple synthesis of ketones
  作者：Vishal B Sharma、Suman L Jain、Bir Sain

  DOI：10.1016/s0040-4039(02)02453-x

  日期：2003.1

  A variety of activated and non-activated secondary alcohols have been efficiently oxidized to their corresponding ketones in excellent fields with Molecular oxygen using cobalt phthalocyanine as catalyst in the presence of powdered potassium hydroxide. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Ruthenium Catalyzed Oxidation of 1,2‐Diols to 1,2‐Diketones Using Bromamine‐T as an Oxidizing Agent
  作者：Suman L. Jain、Vishal B. Sharma、Bir Sain

  DOI：10.1081/scc-200048974

  日期：2005.1.1

  A variety of 1,2-diols were selectively oxidized to their corresponding 1,2-diketones with bromamine-T using RuCl3 . xH(2)O as catalyst in alkaline acetonitrile/water (1 : 1) medium. The reaction was pH dependent (pH 8.4), and at higher pH the rate of the reaction decreased significantly.