3-methylsulfanyl-pyridine N-oxide | 85060-32-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-methylsulfanyl-pyridine N-oxide
• 英文别名: 3-methylthio-pyridine N-oxide；3-Methylsulfanyl-1-oxidopyridin-1-ium
• CAS: 85060-32-8
• 化学式: C₆H₇NOS
• 分子量: 141.194
• InChiKey: MZRYYBUSBOPIBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  76 °C
• 沸点：
  347.4±15.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-methylsulfanyl-pyridine N-oxide 在 间氯过氧苯甲酸 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2-氯吡啶-3-磺酰氯
  参考文献：
  名称：

  The reaction of some Halogenated Pyridine Thioethers and sulphones with carbon disulphide

  摘要：

  Dithiocarboxylation of some halogenated pyridine sulphones with carbon disulphide and sodium hydride leads to the formation of thiomethyl derivatives via Smiles rearrangement of the inititially produced dianion, fragmentation and subsequent methylation. In one instance the pyridino[2,3-b]-1,4-dithiine 7 was obtained. The thioether 2d was also converted into a thiomethyl derivative when subjected to the same reaction sequence.

  DOI：

  10.1002/prac.19933350309
• 作为产物：
  描述：

  3-溴吡啶-N-氧化物 、 sodium thiomethoxide 以 乙醇 为溶剂， 反应 1.0h， 以75%的产率得到3-methylsulfanyl-pyridine N-oxide
  参考文献：
  名称：

  Rational engineering of dimeric Dy-based Single-Molecule Magnets for surface grafting

  摘要：

  The deposition of Single-Molecule Magnets (SMMs) on surfaces is a mandatory step toward their possible use as data-storage units or qubits. In this study we report the structural and magnetic characterization of two parent compounds of a well-known SMM called DyPyNO, ([Dy(hfac)(3)(PyNO)](2) with hfac = hexafluoroacetylacetonate and PyNO = pyridine-N-oxide), that are targeted to be deposited on gold surfaces. Thio-substitution of the pyridine ring of these dimers is expected to provide good anchoring group toward deposition on gold. We have investigated two significantly different geometries of the anchoring groups in dimers 1 and 2. Interestingly, despite these strong differences, SMM behavior is remarkably well-preserved in the polycrystalline material offering possibilities to graft these SMMs on surface. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.02.040

文献信息

• TALIK, T.;TALIK, Z., PR. NAUK. AE WROCLAWIU, 1982, N 191, 91-96
  作者：TALIK, T.、TALIK, Z.

  DOI：——

  日期：——
• BATMANGHELICH, SHARIAR;TURNER, JOHN R., J. CHEM. RES. SYNOP.,(1987) N 11, 378-379
  作者：BATMANGHELICH, SHARIAR、TURNER, JOHN R.

  DOI：——

  日期：——
• The reaction of some Halogenated Pyridine Thioethers and sulphones with carbon disulphide
  作者：A. D. Dunn、R. Norrie

  DOI：10.1002/prac.19933350309

  日期：——

  Dithiocarboxylation of some halogenated pyridine sulphones with carbon disulphide and sodium hydride leads to the formation of thiomethyl derivatives via Smiles rearrangement of the inititially produced dianion, fragmentation and subsequent methylation. In one instance the pyridino[2,3-b]-1,4-dithiine 7 was obtained. The thioether 2d was also converted into a thiomethyl derivative when subjected to the same reaction sequence.
• Rational engineering of dimeric Dy-based Single-Molecule Magnets for surface grafting
  作者：Xiaohui Yi、Fabrice Pointillart、Boris Le Guennic、Julie Jung、Carole Daiguebonne、Guillaume Calvez、Olivier Guillou、Kevin Bernot

  DOI：10.1016/j.poly.2019.02.040

  日期：2019.5

  The deposition of Single-Molecule Magnets (SMMs) on surfaces is a mandatory step toward their possible use as data-storage units or qubits. In this study we report the structural and magnetic characterization of two parent compounds of a well-known SMM called DyPyNO, ([Dy(hfac)(3)(PyNO)](2) with hfac = hexafluoroacetylacetonate and PyNO = pyridine-N-oxide), that are targeted to be deposited on gold surfaces. Thio-substitution of the pyridine ring of these dimers is expected to provide good anchoring group toward deposition on gold. We have investigated two significantly different geometries of the anchoring groups in dimers 1 and 2. Interestingly, despite these strong differences, SMM behavior is remarkably well-preserved in the polycrystalline material offering possibilities to graft these SMMs on surface. (C) 2019 Elsevier Ltd. All rights reserved.