2-Butyl-3-hydroxy-n-octanoic acid | 73891-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 2-Butyl-3-hydroxy-n-octanoic acid
• 英文别名: 2-butyl-3-hydroxyoctanoic acid；2-Butyl-3-hydroxyoctansaeure；2-Butyl-3-hydroxyoctanoic acid
• CAS: 73891-56-2
• 化学式: C₁₂H₂₄O₃
• 分子量: 216.321
• InChiKey: HRHOBMXTMJAHHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Butyl-3-hydroxy-n-octanoic acid 以 吡啶 、 乙醚 为溶剂， 反应 24.0h， 生成 Methyl 2-butyl-3-acetoxy-n-octanate
  参考文献：
  名称：

  Structure of elasnin, a novel elastase inhibitor containing an .alpha.-pyrone ring

  摘要：

  DOI：

  10.1021/jo01304a025
• 作为产物：
  描述：

  3,5-二丁基-6-(1-丁基-2-氧代庚基)-4-羟基-2H-吡喃-2-酮; 抑弹朊酶素 在 sodium tetrahydroborate 、 双氧水 、 臭氧 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 2-Butyl-3-hydroxy-n-octanoic acid
  参考文献：
  名称：

  Structure of elasnin, a novel elastase inhibitor containing an .alpha.-pyrone ring

  摘要：

  DOI：

  10.1021/jo01304a025

文献信息

• Synthesis of mycolic acid biosurfactants and their physical and surface-active properties
  作者：Myungjin Lee、Hyung Sub Gwak、Byeong Deog Park、Sung-Taik Lee

  DOI：10.1007/s11746-005-5170-8

  日期：2005.3

  AbstractFive mycolic acids [2‐alkyl‐3‐hydroxy FA: R1C*(OH)C*HR2COOH] were synthesized using acyl chlorides with alkyl chains of different lengths (total carbon numbers of mycolic acids, 12, 16, 20, 24, 36). The relationship between the chemical structures of the mycolic acids and their surface‐active properties was determined. The acids were synthesized in three steps: (i) dimerization of acyl chloride into alkyl ketene dimer, (ii) selective reduction of C=C to C‐C by hydrogenation, and (iii) β‐lactone ring cleavage under alkaline conditions. The yields of C12‐, C16‐, C20‐, C24‐, and C36‐mycolic acid were 72, 73, 73, 73, and 73%, respectively. The critical micelle concentrations (CMC) of C12‐, C16‐, and C20‐mycolic acid were 2.2×10−4, 1.36×10−4, and 7.4×10−5 M, respectively. As the carbon number increased, the surface tension at the CMC value was also lower; the values for C12‐, C16‐ and C20‐mycolic acid were 46.54, 43.59, and 41.57 dyn/cm, respectively. The emulsifying activities of mycolic acids were determined for n‐tetradecane, n‐hexadecane, cyclohexane, and diesel oil. The results showed that C12‐mycolic acid was the best emulsifier for diesel oil, C16‐mycolic acid was the best emulsifier for n‐tetradecane and n‐hexadecane, and C20‐mycolic acid was the best emulsifier for cyclohexane. This study showed that mycolic acids having, surface‐active properties can be chemically synthesized for potential applications in the detergent/cleaning material industries, for example, in oil spill cleanup, oil recovery, textiles, pharmaceuticals, and cosmetics.
• Structure of elasnin, a novel elastase inhibitor
  作者：S. Omura、A. Nakagawa、H. Ohno

  DOI：10.1021/ja00509a063

  日期：1979.7
• Structure of elasnin, a novel elastase inhibitor containing an .alpha.-pyrone ring
  作者：Akira Nakagawa、Hiroie Ohno、Katsuji Miyano、Satoshi Omura

  DOI：10.1021/jo01304a025

  日期：1980.8