Methyl 10,11-epithioundecanoate | 85061-20-7

• 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: Methyl 10,11-epithioundecanoate
• 英文别名: Methyl 9-(thiiran-2-yl)nonanoate
• CAS: 85061-20-7
• 化学式: C₁₂H₂₂O₂S
• 分子量: 230.371
• InChiKey: SHOISMPDYWLNDW-UHFFFAOYSA-N

物化性质

• 沸点：
  128-130 °C(Press: 0.03 Torr)
• 密度：
  1.020±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 10,11-epithioundecanoate 在 亚硝酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以65.5%的产率得到methyl 10-chloro-11-nitrososulfanylundecanoate
  参考文献：
  名称：

  Gupta, Ranjana; Ahmad, M. S.; Ahmad, F., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 429 - 431

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 9-(oxiran-2-yl)nonanoate 在 硫氰酸铵 、 1-methylimidazolium tetrafluoroborate 作用下， 以 水 为溶剂， 反应 23.0h， 以60%的产率得到Methyl 10,11-epithioundecanoate
  参考文献：
  名称：

  Synthesis, Characterization, and Evaluation of 10-Undecenoic Acid-Based Epithio Derivatives as Multifunctional Additives

  摘要：

  Novel epithio compounds from alkyl epoxy undecanoates (n-alkyl, C-1, C-4, and C-6; isoalkyl, C-3, C-4, and C-8) were synthesized using an ammonium thiocyanate in ionic liquid 1-methylimidazolium tetrafluoroborate/H2O (2:1) solvent system in 8590% yields by gas chromatographic (GC) analysis. The synthesized products were characterized by H-1 and C-13 nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy (FTIR), gas chromatography, and GC mass spectral (GC-MS) analyses and evaluated for their antioxidant, extreme pressure (EP), and antiwear (AW) properties in three different base oils, namely, epoxy jatropha fatty acid n-butyl esters (EJB), di-2-ethylhexyl sebacate (DOS), and mineral oil (S-105). Among the synthesized products, n-butyl epithio undecanoate exhibited superior antioxidant property (229.2 degrees C) compared to butylated hydroxytoluene (BHT, 193.8 degrees C) in base oil DOS and comparable performance in EJB and S-105 base oils. All of the epithio derivatives exhibited significantly enhanced weld point for the base oils EJB and DOS at 2 wt % level and displayed moderate enhancement in S-105 base oil. Methyl epithio undecanoate at 0.6% concentration exhibited considerable improvement in the wear scar of DOS base oil. The synthesized epithio derivatives have potential as multifunctional additives in lubricant formulations.

  DOI：

  10.1021/jf5033558

文献信息

• ABE, FUJIO;SUHARA, YASUO, J. NAT. CHEM. LAB. IND., 1982, 77, N 10, 531-533
  作者：ABE, FUJIO、SUHARA, YASUO

  DOI：——

  日期：——
• GUPTA RANJANA; AHMAD M. S. JR.; AHMAD F.; OSMAN S. M., INDIAN J. CHEM., 25,(1986) N 4, 429-431
  作者：GUPTA RANJANA、 AHMAD M. S. JR.、 AHMAD F.、 OSMAN S. M.

  DOI：——

  日期：——