(4aS,8aR)-Octahydro-isothiochromen-6-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: (4aS,8aR)-Octahydro-isothiochromen-6-one
• 英文别名: (4aS,8aR)-1,3,4,4a,5,7,8,8a-octahydroisothiochromen-6-one
• 化学式: C₉H₁₄OS
• 分子量: 170.276
• InChiKey: BNQVFEGEUPLQFI-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4aS,8aR)-Octahydro-isothiochromen-6-one 生成 trans-2-methylene-6-thiaperhydronaphthalene
  参考文献：
  名称：

  通过键相互作用的4-亚甲基硫代环己烷衍生物的光电子能谱

  摘要：

  描述了4-亚甲基硫代环己烷，4-二氟亚丙基硫代环己烷和反式-2-亚甲基-6-硫代过萘的光电子能谱，并与噻吩环己烯，二氟亚甲基-环己烷和顺式-2-亚甲基-6-硫代过萘进行了比较。

  DOI：

  10.1016/0040-4020(80)80171-2
• 作为产物：
  描述：

  8,8A-dihydro-7H-isothiochroman-6-one 在 sodium dithionite 、 Aliquat 、 碳酸氢钠 作用下， 以 水 为溶剂， 生成 (4aS,8aR)-Octahydro-isothiochromen-6-one
  参考文献：
  名称：

  A Spectroscopic Study of Solvent Reorganization Energy:  Dependence on Temperature, Charge Transfer Distance, and the Type of Solute−Solvent Interactions

  摘要：

  The dependence of the free energy gap, Delta G(S-0 --> CT), and of the solvent reorganization energy, lambda(S), on solvent, donor/acceptor separation, and temperature are determined from analyses of the intramolecular charge transfer absorption and emission bands from 1 and 2. The following trends are observed: (a) for either probe molecule, differences in the CT state energies among the various solvents are attended by nearly identical magnitude (but opposite sign) differences in the solvent reorganization energies. This correlation is observed for solvents in which the most significant electrostatic moment is a dipole or a quadrupole. (b) Solvents with nearly zero dipole moments but large quadrupole moments (8-11 D-Angstrom) solvate the CT state as effectively as moderately dipolar solvents (mu approximate to 1-2 D). (c) Larger charge separation distances produce larger solvent reorganization energies in the nonalkane solvents. The ratios of the solvent reorganization energies lambda(S)(2)/lambda(S)(1) are roughly the same in the dipolar and quadrupolar solvents. (d) Changes in both Delta G and lambda(S) upon increasing the temperature are consistent with a decrease in the solvent polarity. The absolute values of the temperature derivatives lie between 0.5 and 2.0 meV/K. In contrast to the correlated variation of Delta G(S-0 CT) and lambda(S) from solvent to solvent (i.e., Delta G(solvent A) - Delta G(solvent B) approximate to -(lambda(S,solvent A) - lambda(S,solvent B)), the ratio (partial derivative lambda(S)/partial derivative T)/(partial derivative Delta G/partial derivative T) similar to -(0.7 - 0.9). A simple continuum model, using dielectric constant data, is unable to reproduce the solvent and temperature dependence of Delta G(S-0 --> CT) and lambda(S). A more detailed molecular model produces reasonable estimates of these two quantities across a wide range of solvents at 300 K but overestimates their temperature variation.

  DOI：

  10.1021/jp993667k

文献信息

• A Spectroscopic Study of Solvent Reorganization Energy:  Dependence on Temperature, Charge Transfer Distance, and the Type of Solute−Solvent Interactions
  作者：Peter Vath、Matthew B. Zimmt

  DOI：10.1021/jp993667k

  日期：2000.3.1

  The dependence of the free energy gap, Delta G(S-0 --> CT), and of the solvent reorganization energy, lambda(S), on solvent, donor/acceptor separation, and temperature are determined from analyses of the intramolecular charge transfer absorption and emission bands from 1 and 2. The following trends are observed: (a) for either probe molecule, differences in the CT state energies among the various solvents are attended by nearly identical magnitude (but opposite sign) differences in the solvent reorganization energies. This correlation is observed for solvents in which the most significant electrostatic moment is a dipole or a quadrupole. (b) Solvents with nearly zero dipole moments but large quadrupole moments (8-11 D-Angstrom) solvate the CT state as effectively as moderately dipolar solvents (mu approximate to 1-2 D). (c) Larger charge separation distances produce larger solvent reorganization energies in the nonalkane solvents. The ratios of the solvent reorganization energies lambda(S)(2)/lambda(S)(1) are roughly the same in the dipolar and quadrupolar solvents. (d) Changes in both Delta G and lambda(S) upon increasing the temperature are consistent with a decrease in the solvent polarity. The absolute values of the temperature derivatives lie between 0.5 and 2.0 meV/K. In contrast to the correlated variation of Delta G(S-0 CT) and lambda(S) from solvent to solvent (i.e., Delta G(solvent A) - Delta G(solvent B) approximate to -(lambda(S,solvent A) - lambda(S,solvent B)), the ratio (partial derivative lambda(S)/partial derivative T)/(partial derivative Delta G/partial derivative T) similar to -(0.7 - 0.9). A simple continuum model, using dielectric constant data, is unable to reproduce the solvent and temperature dependence of Delta G(S-0 --> CT) and lambda(S). A more detailed molecular model produces reasonable estimates of these two quantities across a wide range of solvents at 300 K but overestimates their temperature variation.
• The photoelectron spectra of 4-methylene thiacyclohexane derivatives through-bond interaction
  作者：R. Sarneel、C.W. Worrell、P. Pasman、J.W. Verhoeven、G.F. Mes

  DOI：10.1016/0040-4020(80)80171-2

  日期：1980.1

  The photoelectron spectra of 4-methylene thiacyclohexane, 4-difluo romethylene thiacyclohexane and trans-2-methylene-6-thiaperhydronaphthalene are described and compared with thiacyclohexabne, difluoromethylene-cyclo hexane and cis-2-methylene-6-thiaperhydronaphthalene.

  描述了4-亚甲基硫代环己烷，4-二氟亚丙基硫代环己烷和反式-2-亚甲基-6-硫代过萘的光电子能谱，并与噻吩环己烯，二氟亚甲基-环己烷和顺式-2-亚甲基-6-硫代过萘进行了比较。