2-(1,5,3-dithiazepane-3-yl)ethanol | 1604783-75-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫半缩醛胺衍生物
• 英文名称: 2-(1,5,3-dithiazepane-3-yl)ethanol
• 英文别名: 2-(1,5,3-dithiazepan-3-yl)ethanol；N-hydroxyethyl-1,5,3-dithiazepane；2-(1,5,3-Dithiazepan-3-yl)ethanol
• CAS: 1604783-75-6
• 化学式: C₆H₁₃NOS₂
• 分子量: 179.307
• InChiKey: RPJLFCQBTYQUJB-UHFFFAOYSA-N

物化性质

• 沸点：
  334.3±37.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 C.I.酸性橙108 、 1,2-乙二硫醇 以 甲醇 、 氯仿 、 水 为溶剂， 生成 2-(1,5,3-dithiazepane-3-yl)ethanol
  参考文献：
  名称：

  矿物油中N-取代的二硫杂氮杂环烷烃的抗磨和极压性能

  摘要：

  通过胺（一乙醇胺，丙胺）与甲醛和SH酸（H 2 S，1，2-乙二硫醇）的环硫甲基化反应获得的N-取代的1,3,5-二硫杂嗪烷和1,5,3-二硫杂庚烷的抗磨性和极压性能已经研究了在矿物油中以3 wt％的量提取的）。

  DOI：

  10.1134/s0965544116090085

文献信息

• Multicomponent reactions of amino alcohols with CH2O and dithiols in the synthesis of 1,3,5-dithiazepanes and macroheterocycles
  作者：Guzel R. Khabibullina、Vnira R. Akhmetova、Marat F. Abdullin、Tatiana V. Tyumkina、Leonard M. Khalilov、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tet.2014.03.053

  日期：2014.5

  A series of new hydroxyl-substituted 1,3,5-dithiazepanes and N,N'-(2-hydroxyethyl)tetrathiadiazacycloalkanes were synthesized by the multicomponent reactions (MCRs) of amino alcohols with formaldehyde and (alpha,omega-dithiols. The MCR with 1,2-dithiol proceeds via a (1+2+1)-cyclocondensation with selective formation of 1,3,5-dithiazepanes. Stereochemisty of the dithiazepane ring was determined by X-ray diffraction. The reaction with higher alpha,omega-dithiols (1,3-propane-, 1,4-butane-, 1,5-pentane-, 1,6-hexanedithiol and 2-[2-(2-sulfanyletoxy)ethoxy]-1-ethanethiol) yielded OH-substituted macroheterocycles as a result of (2+4+2)-cyclocondensation. The structure of the latter was determined by NMR spectroscopy, MALDI-TOF and electrospray ionization methods. The doubly charged ions like [M+2H](2+) are found in the ESI spectra of the macrocycles. (C) 2014 Elsevier Ltd. All rights reserved.
• One-pot synthesis and fungicidal activity of 2-(1,5,3-dithiazepan-3-yl)ethanol and N,N′-bis(2-hydroxyethyl)tetrathiadiazacycloalkanes
  作者：V. R. Akhmetova、G. R. Khabibullina、N. F. Galimzyanova、A. G. Ibragimov

  DOI：10.1134/s1070427214030082

  日期：2014.3

  Synthesis of 2-(1,5,3-dithiazepan-3-yl)ethanol and N,N'-bis(2-hydroxyethyl)tetrathiadiazacycloalkanes was performed by multicomponent condensation of monoethanolamine with formaldehyde and SH-acids (1,2-ethane, 1,3-propane-, 1,4-butane-, 1,5-pentane-, and 1,6-hexanedithiols). The resulting S,N-containing heterocycles and macrocycles possess fungicidal properties relative to microscopic fungi, plant pathogens.
• Antiwear and extreme pressure properties of N-substituted dithiazacycloalkanes in mineral oils
  作者：G. R. Khabibullina、V. R. Akhmetova、E. S. Fedotova、V. R. Nigmatullin、R. G. Nigmatullin、A. G. Ibragimov

  DOI：10.1134/s0965544116090085

  日期：2016.9

  and 1,5,3-dithiazepanes obtained via the cyclothiomethylation of amines (monoethanolamine, propylamine) with formaldehyde and SH acids (H2S, 1,2-ethanedithiol), taken in an amount of 3 wt %, in mineral oils have been studied.

  通过胺（一乙醇胺，丙胺）与甲醛和SH酸（H 2 S，1，2-乙二硫醇）的环硫甲基化反应获得的N-取代的1,3,5-二硫杂嗪烷和1,5,3-二硫杂庚烷的抗磨性和极压性能已经研究了在矿物油中以3 wt％的量提取的）。