2-Hexadecylsulfanyl-benzoic acid | 2182-24-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Hexadecylsulfanyl-benzoic acid
• 英文别名: 2-(Hexadecylthio)benzoic acid；2-hexadecylsulfanylbenzoic acid
• CAS: 2182-24-3
• 化学式: C₂₃H₃₈O₂S
• 分子量: 378.62
• InChiKey: BRIKRLUEFVZEQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  26
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hexadecylsulfanyl-benzoic acid 在 过氧乙酸 作用下， 生成 2-(Hexadecane-1-sulfinyl)-benzoic acid
  参考文献：
  名称：

  Lipase-catalyzed kinetic resolution of a series of esters having a sulfoxide group as the stereogenic centre

  摘要：

  A series of methyl 2-(alkylsulfinyl)benzoates (alkyl = C1, n-C4, n-C-8, n-C-12 and n-C-16) was investigated with respect to substrate behaviour and enantioselectivity in a lipase (Candida rugosa)-catalyzed hydrolytic reaction. Although three bonds separate the stereogenic centre and the ester carbonyl group, very high enantioselectivity values (>100) could be obtained. It was found that the enzyme consistently showed a strong kinetic preference for the (-)-(S)-enantiomer.

  DOI：

  10.1016/s0957-4166(00)80104-4
• 作为产物：
  描述：

  硫代水杨酸 、 溴代十六烷 在 alkaline water 作用下， 以 乙醇 为溶剂， 生成 2-Hexadecylsulfanyl-benzoic acid
  参考文献：
  名称：

  Lipase-catalyzed kinetic resolution of a series of esters having a sulfoxide group as the stereogenic centre

  摘要：

  A series of methyl 2-(alkylsulfinyl)benzoates (alkyl = C1, n-C4, n-C-8, n-C-12 and n-C-16) was investigated with respect to substrate behaviour and enantioselectivity in a lipase (Candida rugosa)-catalyzed hydrolytic reaction. Although three bonds separate the stereogenic centre and the ester carbonyl group, very high enantioselectivity values (>100) could be obtained. It was found that the enzyme consistently showed a strong kinetic preference for the (-)-(S)-enantiomer.

  DOI：

  10.1016/s0957-4166(00)80104-4

文献信息

• Lipase-catalyzed kinetic resolution of a series of esters having a sulfoxide group as the stereogenic centre
  作者：Stig G. Allenmark、A.Christina Andersson

  DOI：10.1016/s0957-4166(00)80104-4

  日期：1993.11

  A series of methyl 2-(alkylsulfinyl)benzoates (alkyl = C1, n-C4, n-C-8, n-C-12 and n-C-16) was investigated with respect to substrate behaviour and enantioselectivity in a lipase (Candida rugosa)-catalyzed hydrolytic reaction. Although three bonds separate the stereogenic centre and the ester carbonyl group, very high enantioselectivity values (>100) could be obtained. It was found that the enzyme consistently showed a strong kinetic preference for the (-)-(S)-enantiomer.