1-decyl phenylacetate | 848727-32-2

• 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-decyl phenylacetate
• 英文别名: decyl phenylacetate；phenyl-acetic acid decyl ester；Phenyl-essigsaeure-decylester；Benzeneacetic acid, decyl ester；decyl 2-phenylacetate
• CAS: 848727-32-2
• 化学式: C₁₈H₂₈O₂
• 分子量: 276.419
• InChiKey: AKKHCVAUQXJEOR-UHFFFAOYSA-N

物化性质

• 保留指数：
  2005.97

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  癸醇 、 苯乙腈 在 三氟甲磺酸三甲基硅酯 作用下， 反应 65.0h， 以85%的产率得到1-decyl phenylacetate
  参考文献：
  名称：

  路易斯酸促进的无氯化氢固定反应

  摘要：

  开发了Pinner反应的无氯化氢变体，其中醇与腈反应生成羧酸盐。在2当量的存在下，使用脂肪族醇，脂肪族或苄基腈可获得最佳结果。三氟甲磺酸三甲基甲硅烷基酯（Me 3 SiOTf）。使用这些基材，可实现超过80％的产率。当1当量时，此协议可能会出现严格中性的变化。将3N Et 3 N加入到反应混合物中。

  DOI：

  10.1002/hlca.201200435

文献信息

• Cobalt(II)-catalyzed direct acetylation of alcohols with acetic acid
  作者：Subbarayan Velusamy、Sarbani Borpuzari、T. Punniyamurthy

  DOI：10.1016/j.tet.2005.01.006

  日期：2005.2

  Cobalt(II) chloride hexahydrate (CoCl2·6H2O) efficiently catalyzes the acetylation of alcohols with AcOH in high yields. This protocol is also effective with other carboxylic acids, trifluoroacetic acid, propanoic acid, phenylacetic acid and benzoic acid, affording the corresponding acylated products in moderate to good yields. Removal of water is not necessary in these reactions. The catalyst can

  六水合氯化钴（II）（CoCl 2 ·6H 2 O）以高收率有效催化醇与AcOH的乙酰化。该方案对其他羧酸，三氟乙酸，丙酸，苯乙酸和苯甲酸也有效，以中等至良好的收率提供相应的酰化产物。在这些反应中不需要除水。催化剂可以过滤和再循环而不损失活性。
• A Lewis acid-promoted Pinner reaction
  作者：Dominik Pfaff、Gregor Nemecek、Joachim Podlech

  DOI：10.3762/bjoc.9.179

  日期：——

  Carbonitriles and alcohols react in a Lewis acid-promoted Pinner reaction to carboxylic esters. Best results are obtained with two equivalents of trimethylsilyl triflate as Lewis acid. Good yields are achieved with primary alcohols and aliphatic or benzylic carbonitriles, but the straightforward synthesis of acrylates and benzoates starting with acrylonitrile and benzonitrile, respectively, is similarly possible. Phenols are not acylated under these reaction conditions. The method has been used for the first total synthesis of the natural product monaspilosin. In the reaction of benzyl alcohols variable amounts of amides are formed in a Ritter-type side reaction.

  Carbonitriles和醇在Lewis酸促进的Pinner反应中反应生成羧酸酯。最佳结果是使用两当量的三甲基硅酰三氟甲烷作为Lewis酸。一次醇和脂肪族或苄基腈可以获得良好产率，但使用丙烯腈和苯甲腈分别合成丙烯酸酯和苯甲酸酯也同样可行。苯酚在这些反应条件下不会酰化。该方法已被用于天然产物单孢氨基脂的首次全合成。在苄醇的反应中，会形成不同量的酰胺，这是一种Ritter型的副反应。
• Tabenkin et al., Archives of Biochemistry, 1952, vol. 38, p. 43,44
  作者：Tabenkin et al.

  DOI：——

  日期：——
• LOW VISCOSITY LOW VOLATILITY LUBRICATING OIL BASE STOCKS AND METHODS OF USE THEREOF
  申请人：ExxonMobil Research and Engineering Company

  公开号：EP3397736A2

  公开（公告）日：2018-11-07
• [EN] LOW VISCOSITY LOW VOLATILITY LUBRICATING OIL BASE STOCKS AND METHODS OF USE THEREOF<br/>[FR] HUILE DE BASE D'HUILE DE LUBRIFIATION À FAIBLE VOLATILITÉ ET FAIBLE VISCOSITÉ
  申请人：EXXONMOBIL RES & ENG CO

  公开号：WO2017116895A2

  公开（公告）日：2017-07-06

  A composition including one or more aromatic alkanoate monoester compounds represented by the formulae (I) and (II) as defined herein. The composition has a viscosity (Kv100) from about 1 cSt to about 10 cSt at 100°C as determined by ASTM D445, a viscosity index (VI) from about -100 to about 300 as determined by ASTM D2270, and a Noack volatility of no greater than 50 percent as determined by ASTM D5800. A process for producing the composition, a lubricating oil base stock and lubricating oil containing the composition, and a method for improving one or more of thermal and oxidative stability, solubility and dispersancy of polar additives, deposit control and traction control in a lubricating oil by using as the lubricating oil a formulated oil containing the composition.