1-ethyl-2-methylpropyl toluene-p-sulphonate | 1516-13-8

• 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: 1-ethyl-2-methylpropyl toluene-p-sulphonate
• 英文别名: 4-Methyl-benzolsulfonsaeure-<2-methyl-pent-3-yl-ester>；2-Methyl-pentyl-3-tosylat；2-Methyl-3-pentyltosylat；2-methyl-3-(toluene-4-sulfonyloxy)-pentane；2-Methylpentan-3-yl 4-methylbenzenesulfonate
• CAS: 1516-13-8
• 化学式: C₁₃H₂₀O₃S
• 分子量: 256.366
• InChiKey: QGXSYGYDTQEXDX-UHFFFAOYSA-N

物化性质

• 沸点：
  353.0±11.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-ethyl-2-methylpropyl toluene-p-sulphonate 在 六氟异丙醇 、 水 作用下， 生成 2-甲基-3-戊醇
  参考文献：
  名称：

  Alicyclic reaction mechanisms. 7. The predominance and quantification of steric effects in the solvolysis of secondary aliphatic esters

  摘要：

  DOI：

  10.1021/jo00369a010
• 作为产物：
  描述：

  2-甲基-3-戊醇 、 对甲苯磺酰氯 以 吡啶 为溶剂， 反应 3.5h， 生成 1-ethyl-2-methylpropyl toluene-p-sulphonate
  参考文献：
  名称：

  4-和5-苯并噻唑-2-基二硫代2,6-二甲基辛基-2,6-二烯的合成以及其他用于天然橡胶硫磺硫化中侧基的模型

  摘要：

  2,6-和3,7-二甲基辛基-2,6-二烯-4-醇（14）和（15）与硫代乙酸和偶氮二羧酸二异丙酯-三苯基膦反应，除其他以外，得到硫代乙酸酯（16b）和（18b）。还原硫代乙酸盐得到硫醇（16c）和（18c），通过用N-（苯并噻唑-2-基硫基）邻苯二甲酰亚胺处理将其转化为标题二硫化物（21）和（22）。通过分别使苯并噻唑-2-硫代硫酸根阴离子与适当的氯代化合物或邦特盐进行亲核取代反应，制备单硫基和其他二硫基模型侧基。

  DOI：

  10.1039/p19840000101

文献信息

• Structure–Odor Correlations in Homologous Series of Alkanethiols and Attempts To Predict Odor Thresholds by 3D-QSAR Studies
  作者：Johannes Polster、Peter Schieberle

  DOI：10.1021/jf506135c

  日期：2015.2.11

  Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,?-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structureactivity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.
• Mechanisms of elimination reactions. XVIII. The effect of base, solvent, and structure on product ratios in E2 reactions of some sulfonium salts
  作者：Irving N. Feit、Frank Schadt、Jacek Lubinkowski、William H. Saunders

  DOI：10.1021/ja00753a046

  日期：1971.12
• The E2C mechanism in elimination reactions. 8. Interaction of conjugating substituents with E2C- and E2H-like transition states
  作者：D. M. Muir、A. J. Parker

  DOI：10.1021/jo00881a030

  日期：1976.9
• Muir, David M.; Parker, Alan J., Australian Journal of Chemistry, 1983, vol. 36, # 9, p. 1667 - 1673
  作者：Muir, David M.、Parker, Alan J.

  DOI：——

  日期：——
• MUIR, D. M.;PARKER, A. J., AUSTRAL. J. CHEM., 1983, 36, N 9, 1667-1673
  作者：MUIR, D. M.、PARKER, A. J.

  DOI：——

  日期：——