2-(methylthio)ethyl nitrite

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(methylthio)ethyl nitrite
• 英文别名: 2-Methylsulfanylethyl nitrite；2-methylsulfanylethyl nitrite
• 化学式: C₃H₇NO₂S
• 分子量: 121.16
• InChiKey: RZWLRJCVMLGKKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲硫基乙醇 在 硫酸 、 sodium nitrite 作用下， 生成 2-(methylthio)ethyl nitrite
  参考文献：
  名称：

  Methylthiomethyl Radical. A Variable-Time Neutralization-Reionization and ab Initio Study

  摘要：

  Stable CH3SCH2. (1), relevant to the high-energy chemistry of dimethyl sulfide, is prepared as an isolated species in the gas phase by flash-vacuum pyrolysis of CH3SCH2CH2ONO at 550 degrees C, collisionally activated dissociation of CH3SCH2CH2SCH3.+, and collisional neutralization of its CH3SCH2+ cation. Loss of methyl is the major dissociation of 1 on thermal or collisional excitation, requiring 104 kJ mol(-1) at the thermochemical threshold, Variable-time neutralization-reionization mass spectrometry is introduced and used to distinguish the dissociations of neutral 1 from those of its cation following collisional reionization with oxygen. The latter deposits similar to 270 kJ mol(-1) in the CH3SCH2+ ion formed due to collisional activation and moderate Franck-Condon effects, calculated as 36-40 kJ mol(-1). Ab initio calculations at the G2(MP2) level of theory give the adiabatic ionization energy of 1 as IE(a) = 6.84 eV and the enthalpy of formation of 1(+) as Delta H-f,H-298 = 809 kJ mol(-1).

  DOI：

  10.1021/j100069a013

文献信息

• Methylthiomethyl Radical. A Variable-Time Neutralization-Reionization and ab Initio Study
  作者：David W. Kuhns、Thuy B. Tran、Scott A. Shaffer、Frantisek Turecek

  DOI：10.1021/j100069a013

  日期：1994.5

  Stable CH3SCH2. (1), relevant to the high-energy chemistry of dimethyl sulfide, is prepared as an isolated species in the gas phase by flash-vacuum pyrolysis of CH3SCH2CH2ONO at 550 degrees C, collisionally activated dissociation of CH3SCH2CH2SCH3.+, and collisional neutralization of its CH3SCH2+ cation. Loss of methyl is the major dissociation of 1 on thermal or collisional excitation, requiring 104 kJ mol(-1) at the thermochemical threshold, Variable-time neutralization-reionization mass spectrometry is introduced and used to distinguish the dissociations of neutral 1 from those of its cation following collisional reionization with oxygen. The latter deposits similar to 270 kJ mol(-1) in the CH3SCH2+ ion formed due to collisional activation and moderate Franck-Condon effects, calculated as 36-40 kJ mol(-1). Ab initio calculations at the G2(MP2) level of theory give the adiabatic ionization energy of 1 as IE(a) = 6.84 eV and the enthalpy of formation of 1(+) as Delta H-f,H-298 = 809 kJ mol(-1).