3,5-dimethyl-3a,7a-dihydro-1-benzothiophene 1,1-dioxide | 108919-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: 3,5-dimethyl-3a,7a-dihydro-1-benzothiophene 1,1-dioxide
• 英文别名: 3,5-Dimethyl-3a,7a-dihydro-1H-1-benzothiophene-1,1-dione
• CAS: 108919-97-7
• 化学式: C₁₀H₁₂O₂S
• 分子量: 196.27
• InChiKey: YNCXCBCAOLAHGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴-4-甲基-2,3-二氢噻吩 1,1-二氧化物 在 氢化钾 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以33%的产率得到3,5-dimethyl-3a,7a-dihydro-1-benzothiophene 1,1-dioxide
  参考文献：
  名称：

  Chemoselective Reactions of Ultrasonically Dispersed Potassium with Some Brominated Hydrothiophene S,S-Dioxides

  摘要：

  DOI：

  10.3987/r-1987-11-2829

文献信息

• Synthesis, Isolation, and Dimerization and Trimerization of Monosubstituted Thiophene 1,1-Dioxides
  作者：Juzo Nakayama、Hidehiro Nagasawa、Yoshiaki Sugihara、Akihiko Ishii

  DOI：10.3987/com-99-s32

  日期：——

  Monosubstituted thiophenes were oxidized with dimethyldioxirane in acetone at -20 degrees C and then the solvent and volatile materials were removed below -40 degrees C. This allowed the isolation of kinetically labile 2-methyl-, 3-methyl-, 2-ethyl-, and 2-bromothiophene 1,1-dioxides (3a, 3b, 3c, and 3e, respectively) in practically pure form. These were characterized by H-1- and C-13-NMR, IR, UV/Vis, and MS spectroscopies. The half-lives of the parent thiophene 1,1-dioxide (1), 3b, 3a, and 3c were determined to be 14, 47, 68, and 76 min, respectively, at 313 K (40 degrees C) in 0.32 M CDCl3 solutions. The 1,1-dioxide (3a) underwent a [4+2] cyclodimerization in which one molecule of 3a acted as a diene and the other as a dienophile to provide two isomeric products (4a and 5a). In addition, the trimeric product (16a) was formed owing to a further [4+2] cycloaddition of the major isomer (4a) with 3a which took place in the endo and head-to-head mode. Dimeric and trimeric products formation was also observed on decomposition of 3b and 3c, whereas 3e underwent only dimerization.
• 4-Bromo-2-sulfolenes. Butadienyl cation equivalents
  作者：Ta Shue Chou、Su Chun Hung、Hsi Hwa Tso

  DOI：10.1021/jo00391a042

  日期：1987.7
• CHOU, TA-SHUE;CHEN, MEI-MAN, HETEROCYCLES, 26,(1987) N 11, 2829-2834
  作者：CHOU, TA-SHUE、CHEN, MEI-MAN

  DOI：——

  日期：——
• CHOU, TA-SHUE;HUNG, SU CHUN;TSO, HSI-HWA, J. ORG. CHEM., 52,(1987) N 15, 3394-3399
  作者：CHOU, TA-SHUE、HUNG, SU CHUN、TSO, HSI-HWA

  DOI：——

  日期：——
• Chemoselective Reactions of Ultrasonically Dispersed Potassium with Some Brominated Hydrothiophene S,S-Dioxides
  作者：Ta-shue Chou、Mei-Man Chen

  DOI：10.3987/r-1987-11-2829

  日期：——