2-(methylthio)octane | 85293-38-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(methylthio)octane
• 英文别名: 2-methylsulfanyl-octane；methyl-(1-methyl-heptyl)-sulfide；Methyl-(1-methyl-heptyl)-sulfid；Methyl-sec-octylsulfid；2-(Methylsulfanyl)octane；2-methylsulfanyloctane
• CAS: 85293-38-5
• 化学式: C₉H₂₀S
• 分子量: 160.324
• InChiKey: OSRHSOWEXQGTPG-UHFFFAOYSA-N

物化性质

• 沸点：
  80-82 °C(Press: 10 Torr)
• 密度：
  0.837±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(methylthio)octane 生成 2-[(R)-methylsulfinyl]octane
  参考文献：
  名称：

  KATOPODIS, ANDREAS G.;SMITH, HOMER A.;MAY, SHELDON W., J. AMER. CHEM. SOC., 110,(1988) N 3, 897-899

  摘要：

  DOI：
• 作为产物：
  描述：

  仲辛醇 在 吡啶 、 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 2-(methylthio)octane
  参考文献：
  名称：

  Structure–Odor Correlations in Homologous Series of Alkanethiols and Attempts To Predict Odor Thresholds by 3D-QSAR Studies

  摘要：

  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.

  DOI：

  10.1021/jf506135c

文献信息

• New oxyfunctionalization capabilities for .omega.-hydroxylases. Asymmetric aliphatic sulfoxidation and branched ether demethylation
  作者：Andreas G. Katopodis、Homer A. Smith、Sheldon W. May

  DOI：10.1021/ja00211a033

  日期：1988.2.3
• Ohmori, Hidenobu; Maeda, Hatsuo; Konomoto, Kohichi, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 11, p. 4473 - 4481
  作者：Ohmori, Hidenobu、Maeda, Hatsuo、Konomoto, Kohichi、Sakai, Kiyoshi、Masui, Masaichiro

  DOI：——

  日期：——
• Kenyon; Phillips; Pittman, Journal of the Chemical Society, 1935, p. 1079
  作者：Kenyon、Phillips、Pittman

  DOI：——

  日期：——
• <i>S,S</i>-Dialkyl Dithiocarbonates as a Convenient Source of Alkanethiolate Anions in Phase-Transfer-Catalysis Systems: An Improved Synthesis of Organic Sulfides
  作者：Iacopo Degani、Rita Fochi、Valeria Regondi

  DOI：10.1055/s-1983-30450

  日期：——
• Chemistry of the Aliphatic Esters of Phosphorothioic Acids.¹ III. Alkoxide Cleavage of O,O,S-Trialkyl Phosphorodithioates²
  作者：W. E. Bacon、W. M. LeSuer

  DOI：10.1021/ja01632a011

  日期：1954.2