3',3'-Dichloro-10,11-dihydrospiro<5H-dibenzocyloheptene-5,2'-thiirane> | 149554-63-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 3',3'-Dichloro-10,11-dihydrospiro<5H-dibenzocyloheptene-5,2'-thiirane>
• 英文别名: 3',3'-Dichloro-10,11-dihydrospiro(5H-dibenzo[a,d]cyloheptene-5,2'-thiirane)；2,2-Dichlorospiro[thiirane-3,2'-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,11,13-hexaene]
• CAS: 149554-63-2
• 化学式: C₁₆H₁₂Cl₂S
• 分子量: 307.243
• InChiKey: VFPDDALTZYBDSN-UHFFFAOYSA-N

物化性质

• 沸点：
  416.8±45.0 °C(predicted)
• 密度：
  1.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  3',3'-Dichloro-10,11-dihydrospiro<5H-dibenzocyloheptene-5,2'-thiirane> 以 甲苯 为溶剂， 反应 408.0h， 生成 5-Dichloromethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Synthesis of substituted fluorenones and substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes] and their reactivities

  摘要：

  Several novel 9-fluorenones were synthesized and were used as precursors in an attempt to prepare unique substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes]. Several of the thiiranes were unstable and desulfurized during their preparation (7a-d,11,12). 3',3'-Dichloro(2,5-dimethoxyspiro[fluorene-9,2'-thiirane] (7f) was prepared along with 2,2-dichloro-3,3-bis(4-methoxyphenyl)thiirane (16), and 3',3'-dichloro-10,11-dihydrospiro[5H-dibenzo[a,d]cycloheptane-5,2'-thiirane] (17) all of which were stable at room temperature. A study of the reactivity of fluorenyl-substituted thiiranes and other related thiiranes showed that the extent of aromaticity of the substituents at the 3-position of the thiiranes influences their stabilities.

  DOI：

  10.1021/jo00068a039
• 作为产物：
  描述：

  10,11-二氢二苯并[a,b]环庚烯-5-酮 在 氢氧化钾 、 一水合肼 、 sodium sulfate 、 mercury(II) oxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.75h， 生成 3',3'-Dichloro-10,11-dihydrospiro<5H-dibenzocyloheptene-5,2'-thiirane>
  参考文献：
  名称：

  Synthesis of substituted fluorenones and substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes] and their reactivities

  摘要：

  Several novel 9-fluorenones were synthesized and were used as precursors in an attempt to prepare unique substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes]. Several of the thiiranes were unstable and desulfurized during their preparation (7a-d,11,12). 3',3'-Dichloro(2,5-dimethoxyspiro[fluorene-9,2'-thiirane] (7f) was prepared along with 2,2-dichloro-3,3-bis(4-methoxyphenyl)thiirane (16), and 3',3'-dichloro-10,11-dihydrospiro[5H-dibenzo[a,d]cycloheptane-5,2'-thiirane] (17) all of which were stable at room temperature. A study of the reactivity of fluorenyl-substituted thiiranes and other related thiiranes showed that the extent of aromaticity of the substituents at the 3-position of the thiiranes influences their stabilities.

  DOI：

  10.1021/jo00068a039

文献信息

• Synthesis of substituted fluorenones and substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes] and their reactivities
  作者：Warren Chew、Rosemary C. Hynes、David N. Harpp

  DOI：10.1021/jo00068a039

  日期：1993.7

  Several novel 9-fluorenones were synthesized and were used as precursors in an attempt to prepare unique substituted 3',3'-dichlorospiro[fluorene-9,2'-thiiranes]. Several of the thiiranes were unstable and desulfurized during their preparation (7a-d,11,12). 3',3'-Dichloro(2,5-dimethoxyspiro[fluorene-9,2'-thiirane] (7f) was prepared along with 2,2-dichloro-3,3-bis(4-methoxyphenyl)thiirane (16), and 3',3'-dichloro-10,11-dihydrospiro[5H-dibenzo[a,d]cycloheptane-5,2'-thiirane] (17) all of which were stable at room temperature. A study of the reactivity of fluorenyl-substituted thiiranes and other related thiiranes showed that the extent of aromaticity of the substituents at the 3-position of the thiiranes influences their stabilities.