methylsulfanylium | 20828-73-3

• 分子结构分类: 有机化合物 - 有机硫化合物
• 英文名称: methylsulfanylium
• CAS: 20828-73-3
• 化学式: CH₃S
• 分子量: 47.1008
• InChiKey: CQEQSXTYXMSSHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  2
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  methylsulfanylium 、 苯戊酮 在 tetrabutylammonium tetrafluoroborate 作用下， 以 二氯甲烷 为溶剂， 以50%的产率得到2-(Methylsulfanyl)-1-phenylpentan-1-one
  参考文献：
  名称：

  电产生的sulf阳离子R 1 -S +的亲电取代

  摘要：

  通过有机二硫化物的氧化而电生成的sulf阳离子R 1 -S +与酚，芳族醚和在α位带有氢原子的酮反应，得到烷基（芳基）硫烷基化合物。

  DOI：

  10.1016/s0040-4039(98)00871-5
• 作为产物：
  描述：

  二甲基二硫 在 n-Bu₄ClO₄ 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 methylsulfanylium
  参考文献：
  名称：

  A new electrochemical method of preparation of unsymmetrical disulfides

  摘要：

  A new method is described for the preparation of unsymmetrical disulfides by reaction of the electrogenerated sulfenium cation R-1-S+ with thiols or disulfides. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00624-2

文献信息

• Use of the vinyl group as an efficient protecting group for azole N- atoms: Synthesis of polyfunctionalized imidazoles and thieno[2,3-d] ⇌ [3,2-d]imidazole
  作者：David J. Hartley、Brian Iddon

  DOI：10.1016/s0040-4039(97)00957-x

  日期：1997.6

  2 → 5 → 4 via Br → MgBr and other exchange reactions. Efficient removal of the vinyl groups from the resulting polyfunctionalized imidazoles was achieved with ozone or potassium permanganate. An extension of this methodology has allowed the first synthesis of thieno[2,3-d] ⇌ [3,2-d]-imidazole.

  由2,4,5-三溴咪唑和1,2-二溴乙烷制得2,4,5-三溴-1-乙烯基咪唑，并通过Br→MgBr等交换反应以2→5→4的顺序选择性取代其Br原子反应。用臭氧或高锰酸钾可有效地从所得的多官能化咪唑中除去乙烯基。此方法的扩展允许首次合成噻吩并[2,3- d ]⇌[3,2- d ]-咪唑。
• A photo-ionization study of organosulfur ring compounds: Thiirane, thietane and tetrahydrothiophene
  作者：James J. Butler、Tomas Baer

  DOI：10.1002/oms.1210180606

  日期：1983.6

  AbstractThe gas phase heats of formation of several organosulfur cations were determined from thiirane, thietane and tetrahydrothiophene precursor molecules by photoionization mass spectrometry. Heats of formation at 0 K and 298 K are reported for the following ions: [H2CS]+˙, [H3CS]+, [C2H3S]+, [C2H4S]+˙, [C3H5S]+, [C3H6S]+˙, [C4H7S]+ and [C4H8S]+˙. The [C4H7S]+ (m/z 87), [C2H4S]+˙ (m/z 60), [C2H3S]+ (m/z 59), [C4H7]+ (m/z 55), [C4H6]+˙ (m/z 54) and [CH2S]+˙ (m/z 46) ions are produced from metastable tetrahydrothiophene ions at photon energies between 10.2 and 10.7 eV. Decay rates of internal energy selected parent ions to the m/z 60, 59, 55 and 54 fragments were measured by threshold photoelectron‐photoion coincidence, the results of which are compared to statistical theory (RRKM/QET) calculations. The [C2H4S]+˙ ion from tetrahydrothiophene is found to have the thioacetaldehyde structure. From the measured [C2H4S]+˙ onset a ΔH = 50±8 kJ mol−1 was calculated for the thioacetaldehyde molecule.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: S: SVol.4a/b, 1.3.8.11.3, page 217 - 219
  作者：

  DOI：——

  日期：——
• Dissociative photoionization of CH3SSCH3 in the region of ∼8–25 eV
  作者：Su-Yu Chiang、Chien-I Ma、Der-Jr Shr

  DOI：10.1063/1.478826

  日期：1999.5.8

  The dissociative photoionization of CH3SSCH3 has been investigated in the photon energy range of ∼8–25 eV with a molecular beam/photoionization mass spectrometry/threshold photoelectron spectrometry system using synchrotron radiation as an ionization source. For dissociation above photon energy of 11.5 eV, six fragment ions of CH3+, C2H3+, SH3+, HCS+, S2+, and CH2S2+ were reported for the first time. The photoionization efficiency spectra for the parent ion and for 12 observed fragment ions, CH3+, C2H3+, SH3+, HCS+, CH2S+, CH2SH+, CH3SH+, CH3SH2+, CH3SCH2+, S2+, CH2S2+, and CH2S2H+, were measured; their branching ratios as a function of photon energy were derived. Ionization energy of 8.20±0.04 eV for CH3SSCH3 and the appearance energy for each fragment ion were determined from the onsets of the photoionization efficiency spectra. Based on the appearance energy and existing thermochemical data, plausible structures of the fragment ions and their neutral counterparts are proposed. Fragmentation mechanisms that involve H migration and structural rearrangement in the dissociative photoionization processes are discussed.
• Selected ion flow drift tube studies of the reactions of S+(4S) with CH4, C2H2, C2H4, and C3H8
  作者：P. Zakouril、J. Glosik、V. Skalsky、W. Lindinger

  DOI：10.1021/j100043a030

  日期：1995.10

  The reaction rate coefficients, k, and the product distributions for the reactions of ground-state S+(S-4) with small hydrocarbon molecules CH4, C2H2, C2H4, and C3H8 have been measured as a function of reactant ion/ reactant neutral average center-of-mass kinetic energy, KE(CM), in a selected ion flow drift tube (SIFDT) apparatus. The measurements have been performed at a temperature 298 +/- 2 K with helium as a buffer gas. The values k of the studied reactions have pronounced negative energy dependencies. For some reactions k decreases by about one order of magnitude when KE(CM) is increasing from near thermal values to a few electronvolts. This is interpreted in terms of a simple model assuming the reactions to proceed via the formation of long-lived complexes. The lifetimes of these intermediate complexes against decomposition back to reactants and forward to products (or corresponding unimolecular rate coefficients k(-1) and k(2)) govern the overall rate of the reactions. It is found from the kinetics of the studied reactions that a power law of the form k(-1)/k(2) = const(KE(CM))(m), where m is a constant parameter, can be used to describe the energy dependencies of the overall reaction rate coefficients of studied reactions.