4-methyl-2-phenyl-3,6-dihydro-2H-thiopyran | 87362-82-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 4-methyl-2-phenyl-3,6-dihydro-2H-thiopyran
• CAS: 87362-82-1
• 化学式: C₁₂H₁₄S
• 分子量: 190.309
• InChiKey: CUFLNPHVLFBRLW-UHFFFAOYSA-N

物化性质

• 沸点：
  288.5±40.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4-methyl-2-phenyl-3,6-dihydro-2H-thiopyran 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 3,6-Dihydro-1,1-dioxydo-4-methyl-2-phenyl 2H-thiopyrane
  参考文献：
  名称：

  Stereospecific cyclisations of substituted α′-lithiatedα(Z), γ-butadienyl sulfoxides

  摘要：

  DOI：

  10.1016/s0040-4039(00)98128-0
• 作为产物：
  描述：

  3,6-Dihydro-4-methyl-1α-oxydo-2β-phenyl 2H-thiopyrane 在 tetraphosphorus decasulfide 作用下， 以 二氯甲烷 为溶剂， 生成 4-methyl-2-phenyl-3,6-dihydro-2H-thiopyran
  参考文献：
  名称：

  Reglier, M.; Julia, S. A., Bulletin de la Societe Chimique de France, 1990, # 2, p. 226 - 235

  摘要：

  DOI：

文献信息

• On the properties of some substituted α'-lithiated α(z), -butadienyl sulfides: cyclisations and rearrangements
  作者：Marius Reglier、Sylvestre A. Julia

  DOI：10.1016/s0040-4039(00)95086-x

  日期：1985.1

  The conditions for the preparation and cyclisation of the title compounds are described. The stability of the intermediate lithio-thiacyclohexenes is shown to depend on the reaction conditions and the substituents R1-R4. The final products , and arise from via a [1.4] sigmatropic rearrangement, a [1.3]prototropic shift followed by a [2.3] sigmatropic rearrangement, or the elimination of lithium methanethiolate

  描述了标题化合物的制备和环化的条件。中间体硫代-噻吩并环己烯的稳定性显示出取决于反应条件和取代基R 1 -R 4。最终产物，并从产生的经由[1.4]σ重排，一个[1.3]的质子移随后是[2.3]σ重排，或甲硫醇锂的分别的消除。
• Silicon-assisted synthesis of thiocarbonyl derivatives and reactivity of dienophilic thioaldehydes
  作者：Antonella Capperucci、Alessandro Degl'Innocenti、Alfredo Ricci、Alessandro Mordini、Gianna Reginato

  DOI：10.1021/jo00026a025

  日期：1991.12

  Treatment of bis(trimethylsilyl) sulfide with CoCl2.6H2O in the presence of aldehydes affords the corresponding thiocarbonyl analogues which can be trapped to avoid polymerization. The sulfurization reaction also takes place in the presence of TfOSiMe3, in which case, besides thioaldehydes, thioketones may be obtained in satisfactory yields. When thioaldehydes are generated with the CoCl2.6H2O method the Diels-Alder reaction with cyclohexadiene occurs with very high selectivity in favor of the endo isomer, whereas when the TfOSiMe3-based method is employed, the stereochemistry of the cycloadduct can be conveniently selected toward endo or exo by varying the molar ratio of the sulfurating agent.
• Stereoselective conversion of lithiated benzylic or allylic 3-methyl-1(Z),3-butadienyl sulfides into cis-disubstituted cyclopropane compounds
  作者：Marius Reglier、Sylvestre A. Julia

  DOI：10.1016/s0040-4039(00)81932-2

  日期：1983.1
• REGLIER, M.;JULIA, S. A., BULL. SOC. CHIM. FR.,(1990) N, C. 226-235
  作者：REGLIER, M.、JULIA, S. A.

  DOI：——

  日期：——
• REGLIER, M.;JULIO, S. A., TETRAHEDRON LETT., 1983, 24, N 23, 2387-2390
  作者：REGLIER, M.、JULIO, S. A.

  DOI：——

  日期：——