spiro<9H-fluorene-9,3'(10'bH)-fluoreno<9,1-cd><1,2>dithiin> | 160-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: spiro<9H-fluorene-9,3'(10'bH)-fluoreno<9,1-cd><1,2>dithiin>
• 英文别名: 3,3-(Biphenyl-o,o'-diyl)-fluoreno<9'1'-cd>-3,6-dihydro-1,2-dithiin；10b'H-spiro[fluorene-9,3'-fluoreno[9,1-c,d][1,2]dithiane]；10'BH-spiro[fluorene-9,3'-fluoreno[9,1-cd][1,2]dithiin]；10'BH-spiro[fluoren-9,3'-fluoreno[9,1-cd][1,2]dithiin]；9,9'-Epidithio-bifluorenyl-(9,1')；Dimeres Thiofluorenon；Spirop[9H-fluorene-9,3'(10'bH)-fluoreno[9,1-cd][1,2-dithiine]；spiro[2,3-dithiatetracyclo[7.6.1.05,16.010,15]hexadeca-5,7,9(16),10,12,14-hexaene-4,9'-fluorene]
• CAS: 160-14-5
• 化学式: C₂₆H₁₆S₂
• 分子量: 392.545
• InChiKey: JZOMYYXQGFYPFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  601.2±55.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)
• 熔点：
  223-226 °C

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  spiro<9H-fluorene-9,3'(10'bH)-fluoreno<9,1-cd><1,2>dithiin> 反应 2.5h， 以31%的产率得到玉红省
  参考文献：
  名称：

  Sachweh, Volker; Langhals, Heinz, Chemische Berichte, 1990, vol. 123, # 10, p. 1981 - 1987

  摘要：

  DOI：
• 作为产物：
  描述：

  9-芴酮 在 盐酸 、 硫化氢 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以87%的产率得到spiro<9H-fluorene-9,3'(10'bH)-fluoreno<9,1-cd><1,2>dithiin>
  参考文献：
  名称：

  Sachweh, Volker; Langhals, Heinz, Chemische Berichte, 1990, vol. 123, # 10, p. 1981 - 1987

  摘要：

  DOI：

文献信息

• Studies on organophosphorus compounds—XL
  作者：S. Scheibye、R. Shabana、S.-O. Lawesson、C. Rømming

  DOI：10.1016/0040-4020(82)85078-3

  日期：1982.1

  Cyclohexanone and cyclopentanone react with 2,4 - bis - 4 - methoxyphenyl) - 1,3,2,4 - dithiadiphosphetane 2,4-disulfide (lawesson Reagent (LR) at 80° with formation of new spiro - 1,3,5,2 - trithiaphosphorines 1 and 2, respectively. 2-Methyl and 2-phenylcyclohexanone also react with LR at 80° producing the enethiols 3 and 4, which on storage are transformed into the sulfides 5 and 6. Unsaturated cyclohexanones

  环己酮和环戊酮与2,4-双-4-甲氧基苯基）-1,3,2,4-二硫代二膦2,4-二硫（劳森试剂（LR））在80°反应形成新的螺-1,3,5 ，2--三硫代磷酸1和2. 2-甲基和2-苯基环己酮也与LR在80°下反应生成烯硫醇3和4，在储存时转化为硫化物5和6，不饱和环己酮7-9被转化。与LR在60°下反应几个小时后，生成10-12的相应硫代酮。2-羟基酮与形成1,3,2-氧杂磷腈和类似地2-氨基酮的LR得到1,3,2-噻唑磷。芳族酮与LR反应生成相应的硫代酮。X射线分析证实，噻吩芴酮二聚形成环状二硫化物31。
• 1,3-Dipolar Activity in Cycloadditions of an Aliphatic Sulfine^,¹
  作者：Rolf Huisgen、Grzegorz Mloston、Kurt Polborn

  DOI：10.1021/jo9607424

  日期：1996.1.1

  4-Tetramethyl-3-thioxocyclobutanone S-oxide (4) combines with diaryl thioketones at room temperature furnishing spiro-1,2,4-oxadithiolanes 6 in equilibrium reactions. Compound 6a was oxidized to the cis-S,S-dioxide 9, the structure of which was established by X-ray analysis. These are the first unequivocal 1,3-cycloadditions of thione S-oxides (sulfines) which possess an allyl anion type MO; cycloadditions to

  2,2,4,4-四甲基-3-硫代氧杂环丁酮S-氧化物（4）在室温下与二芳基硫代酮结合，在平衡反应中提供螺1,1,2,4-恶二硫杂环戊烷6。化合物6a被氧化为顺式S，S-二氧化物9，其结构通过X射线分析确定。这些是具有烯丙基阴离子MO的硫酮S-氧化物（亚砜）的第一个明确的1，3-环加成；以前已经描述了将硫的C ＝ S键的环加成为亲二亲性和亲二亲性。
• Lewis Acid Catalyzed Reactions of Thioketones with 1,2-Epoxycyclohexane and 1,2-Epoxycyclopentane
  作者：Milen Blagoev、Anthony Linden、Heinz Heimgartner

  DOI：10.1002/(sici)1522-2675(19991215)82:12<2316::aid-hlca2316>3.0.co;2-3

  日期：1999.12.15

  Non-enolizable thioketones and 1,2-epoxycycloalkanes undergo a Lewis acid catalyzed addition reaction to give 1.3-oxathiolanes. Appropriate reaction conditions are CH2Cl2 as the solvent, BF3. Et2O as the Lewis acid, and a temperature between -78 degrees and r.t. Under the reaction conditions, the 1,3-oxathiolanes are only moderately stable. They decompose to yield the corresponding epithiocycloalkane and ketone. In general, 1,3-dithiolanes are isolated as minor products or, after prolonged reaction, as the main product. These secondary products are formed via the Lewis acid catalyzed reaction of the intermediate epithiocycloalkane and a second molecule of the thioketone. In the reaction of thiobenzophenone and 1.2-epoxycyclohexane, trans-8,8-diphenyl-7,9-dioxabicyclo[4.3.0]nonane is formed in small amounts as an additional side product (Scheme 12). in all cases, the newly formed heterocycle and the carbocycle are trans-fused. This result is consistent with a nucleophilic ring-opening of the complexed oxirane by the thioketone via inversion of the configuration and subsequent formation of the O(1)-C(2) bond of the 13-oxathiolane (Scheme 13). The surprising formation of the fused 1,4-oxathiepan derivative 23 (Scheme 9) is in accordance with un ionic reaction mechanism (cf. Scheme 15).
• Schoenberg,A. et al., Chemische Berichte, 1962, vol. 95, p. 1910 - 1916
  作者：Schoenberg,A. et al.

  DOI：——

  日期：——
• Koester, Roland; Siedel, Guenter, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1988, vol. 43, # 6, p. 687 - 693
  作者：Koester, Roland、Siedel, Guenter

  DOI：——

  日期：——