1-vinyl-2,2,3-trifluorocyclobutene | 2247-96-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1-vinyl-2,2,3-trifluorocyclobutene
• 英文别名: 2,3,3-trifluoro-1-vinylcyclobutene；2,3,3-Trifluor-1-vinyl-cyclobuten；1-Vinyl-2,3,3-trifluorcyclobuten；Cyclobutene, 1-ethenyl-2,3,3-trifluoro-；1-ethenyl-2,3,3-trifluorocyclobutene
• CAS: 2247-96-3
• 化学式: C₆H₅F₃
• 分子量: 134.101
• InChiKey: ZGGMSGVUAHZKPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-vinyl-2,2,3-trifluorocyclobutene 在 氢氧化钾 、 terpene B 、 对苯二酚 作用下， 生成 3,3,3',3'-Tetrafluor-2,2'-dimethoxy-1,1'-bicyclobutenyl
  参考文献：
  名称：

  Bicyclobutyl Derivatives. I. Synthesis of Conjugated Diolefins and Diolefin Diketones

  摘要：

  DOI：

  10.1021/jo01029a043
• 作为产物：
  描述：

  2-chloro-2,3,3-trifluoro-1-vinylcyclobutane 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 1-vinyl-2,2,3-trifluorocyclobutene
  参考文献：
  名称：

  Bicyclobutyl Derivatives. I. Synthesis of Conjugated Diolefins and Diolefin Diketones

  摘要：

  DOI：

  10.1021/jo01029a043

文献信息

• Formation of Cyclobutylidenepyrazolines by Methanolysis of 6-(2,3,3-Trifluorocyclobutenyl)-4,5-diazaspiro[2.4]hept-4-ene
  作者：Ekaterina V. Guseva、Nikolay V. Volchkov、Yury V. Tomilov、Boris B. Averkiev、Oleg M. Nefedov

  DOI：10.1002/ejoc.200390084

  日期：2003.2

  The reaction of 6-(2,3,3-trifluorocyclobutenyl)-4,5-diazaspiro[2.4]hept-4-ene with NaOMe in MeOH results in a mixture of isomeric (6E)- and (6Z)-6-(2-fluoro-3,3-dimethoxycyclobutylidene)-4,5-diazaspiro[2.4]hept-4-ene due to the formal substitution of methoxy groups for two geminal fluorine atoms. Both of the isomers selectively add acetyl chloride at the azo-olefin unit to give 4-acetyl-6-(1-chloro-2-fluoro-3

  6-(2,3,3-三氟环丁烯基)-4,5-二氮杂螺[2.4]庚-4-烯与NaOMe在MeOH中的反应产生异构体(6E)-和(6Z)-6-( 2-氟-3,3-二甲氧基环亚丁基)-4,5-二氮杂螺[2.4]庚-4-烯由于甲氧基对两个孪生氟原子的形式取代。两种异构体都选择性地在偶氮烯烃单元添加乙酰氯，得到 4-乙酰基-6-(1-氯-2-氟-3,3-二甲氧基环丁基)-4,5-二氮杂螺[2.4]hept-4-烯作为反式异构体，产率超过 95%。(© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2003)
• ——
  作者：Yu. V. Tomilov、E. V. Guseva、N. V. Volchkov、E. V. Shulishov

  DOI：10.1023/a:1015049317831

  日期：——

  The reactions of diazomethane and diazocyclopropane generated in situ with 1,1,2,2-tetrafluoro-3-vinylcyclobutane (1) and 2,3,3-trifluoro-1-vinylcyclobutene (2) proceeded at the double bond of the substituent as the 1,3-dipolar cycloaddition to form the corresponding 1-pyrazolines. Under the conditions of thermolysis (340-400 degreesC), the resulting cyclobutylpyrazolines 4 and 5 selectively lost the dinitrogen molecule to generate 3-cyclopropyl-1,1,2,2-tetrafluorocyclobutane (6) or 1,1, 2,2-tetrafluoro-3-spiropentylcyclobutane (7), respectively, in high yields. In the presence of Pd(acac)(2), the reactions of these fluorine-containing unsaturated compounds and 2-chloro-1,1,2-trifluoro-3-vinylcyclobutane (3) with diazomethane gave rise directly to cyclopropane derivatives 6, 11, and 12, respectively. The reactions of compounds 1 and 2 with methyl diazoacetate in the presence of Rh-2(OAc)(4) proceeded analogously to yield cis- and trans-disubstituted cyclopropanes.
• Cycloaddition. XIII. Thermal and photosensitized cycloaddition of trifluoroethylene to butadiene. Competitive concerted and biradical mechanisms
  作者：Paul D. Bartlett、Barry M. Jacobson、Leigh E. Walker

  DOI：10.1021/ja00782a024

  日期：1973.1
• Bicyclobutyl Derivatives. I. Synthesis of Conjugated Diolefins and Diolefin Diketones
  作者：J. D. Park、William C. Frank

  DOI：10.1021/jo01029a043

  日期：1964.6

表征谱图