4-Bromo-4,5-dihydro-cyclopenta[b]thiophen-6-one | 189179-72-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Bromo-4,5-dihydro-cyclopenta[b]thiophen-6-one
• 英文别名: 4-Bromo-4,5-dihydrocyclopenta[b]thiophen-6-one
• CAS: 189179-72-4
• 化学式: C₇H₅BrOS
• 分子量: 217.086
• InChiKey: LSKGMJDCRAPFRH-UHFFFAOYSA-N

物化性质

• 沸点：
  277.9±40.0 °C(Predicted)
• 密度：
  1.826±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Bromo-4,5-dihydro-cyclopenta[b]thiophen-6-one 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 反应 48.0h， 生成 4-hydroxy-5,6-dihydrocyclopentathiophen-6-one
  参考文献：
  名称：

  Novel synthesis of thianinhydrin

  摘要：

  The synthesis of the previously reported thianinhydrin (12) was achieved from 3-methylthiophene via the corresponding 5,6-dihydrocyclopenta[b]thiophen-4,6-dio (10). Conversion of 10 to the tricarbonyl (12) proceeded in good yield using dimethydioxirane oxidation of 5,6-dihydro-5-dimethyl aminomethylenecyclopenta[b]thiophen-4,6-dione (14). The fluorescence intensity of the zinc salt of the product of 12 and glycine was similar to that obtained from the product of ninhydrin and the same amino acid. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00151-8
• 作为产物：
  描述：

  3-甲基噻吩 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 甲烷磺酸 、 phosphorus pentoxide 、 sodium hydride 、 1,1'-偶氮(氰基环己烷) 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 、 水 、 苯 为溶剂， 反应 8.67h， 生成 4-Bromo-4,5-dihydro-cyclopenta[b]thiophen-6-one
  参考文献：
  名称：

  Novel synthesis of thianinhydrin

  摘要：

  The synthesis of the previously reported thianinhydrin (12) was achieved from 3-methylthiophene via the corresponding 5,6-dihydrocyclopenta[b]thiophen-4,6-dio (10). Conversion of 10 to the tricarbonyl (12) proceeded in good yield using dimethydioxirane oxidation of 5,6-dihydro-5-dimethyl aminomethylenecyclopenta[b]thiophen-4,6-dione (14). The fluorescence intensity of the zinc salt of the product of 12 and glycine was similar to that obtained from the product of ninhydrin and the same amino acid. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00151-8

文献信息

• Novel synthesis of thianinhydrin
  作者：Diane B. Hauze、Madeleine M. Joullié、Robert Ramotowski、Antonio Cantu

  DOI：10.1016/s0040-4020(97)00151-8

  日期：1997.3

  The synthesis of the previously reported thianinhydrin (12) was achieved from 3-methylthiophene via the corresponding 5,6-dihydrocyclopenta[b]thiophen-4,6-dio (10). Conversion of 10 to the tricarbonyl (12) proceeded in good yield using dimethydioxirane oxidation of 5,6-dihydro-5-dimethyl aminomethylenecyclopenta[b]thiophen-4,6-dione (14). The fluorescence intensity of the zinc salt of the product of 12 and glycine was similar to that obtained from the product of ninhydrin and the same amino acid. (C) 1997 Elsevier Science Ltd.