2,3-dichloro-2,3,3-trifluoropropanoyl fluoride | 41594-59-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 2,3-dichloro-2,3,3-trifluoropropanoyl fluoride
• 英文别名: 2,3-dichloro-trifluoropropionyl fluoride；2,3-dichlorotrifluoropropionyl fluoride；α,β-Dichlor-trifluorpropionylfluorid；2,3-Dichlor-2,3,3-trifluorpropionylfluorid
• CAS: 41594-59-6
• 化学式: C₃Cl₂F₄O
• 分子量: 198.932
• InChiKey: LJIYRMPNTRHOLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-dichloro-2,3,3-trifluoropropanoyl fluoride 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 生成 2,3,3-trifluoro-2,3-dichloropropanoyl chloride
  参考文献：
  名称：

  Perfluorovinyl isocyanates

  摘要：

  DOI：

  10.1021/jo00962a022
• 作为产物：
  描述：

  2,3,3-三氟丙烯酰氟 在 氯 作用下， 生成 2,3-dichloro-2,3,3-trifluoropropanoyl fluoride
  参考文献：
  名称：

  Perfluorovinyl isocyanates

  摘要：

  DOI：

  10.1021/jo00962a022

文献信息

• Radical Additions to Fluoroolefins: Experimental Evidence for a Free-Radical Chain Mechanism in the Photo-Initiated Addition of Alcohols to Fluoroolefins
  作者：Oldřich Paleta、Jaroslav Kvíčala、Zuzana Budková、Hans-Joachim Timpe

  DOI：10.1135/cccc19950636

  日期：——

  Photo-initiated addition of 2-propanol to two fluoroolefinic compounds, i.e. methyl 2,4,4,5,6,6-hexafluoro-3-oxa-2-(trifluoromethyl)hex-5-enoate (IV) containing perfluoroallyloxy group and 8,9-dichloro-1,1,2,4,4,5,7,7,8,9,9-undecafluoro-3,6-dioxa-5-(t rifluoromethyl)dodec-1-ene (V) containing trifluorovinyloxy group were used to verify a free-radical chain mechanism by means of quantum yield measurements based on substrate-decay kinetic. UV-Light energy (254 nm) was transferred to the reaction system via triplet-excited acetone. Quantum yields Fi of the addition products (X, XI) reached values 68 and 42, respectively, and thus confirmed the chain mechanism. The olefinic compounds IV and V were synthesized on the basis of the reaction of 2,3-dichloro-2,3,3-trifluoropropanoyl fluoride (I) with hexafluoropropene-1,2-oxide. The photoaddition of 2-propanol to both olefins took place with complete regioselectivity.

  将2-丙醇光引发加成到两种含氟烯烃基团的化合物中，即甲基2,4,4,5,6,6-六氟-3-氧-2-(三氟甲基)己-5-烯酸酯（IV）含有全氟烯氧基团和8,9-二氯-1,1,2,4,4,5,7,7,8,9,9-十一氟-3,6-二氧-5-(三氟甲基)十二碳-1-烯（V）含有三氟乙烯氧基团，用于通过底物衰减动力学的量子产率测量验证自由基链机制。紫外光能量（254 nm）通过三重激发丙酮传递到反应系统中。加成产物（X，XI）的量子产率Fi分别达到68和42，从而确认了链机制。基于2,3-二氯-2,3,3-三氟丙酰氟与六氟丙烯-1,2-氧化物反应合成了烯烃化合物IV和V。2-丙醇对两种烯烃的光加成过程具有完全的区域选择性。
• Ionic telomerization of chlorofluoropropionyl fluorides with hexafluoropropene oxide
  作者：J. Kvíčala、O. Paleta、V. Dědek

  DOI：10.1016/s0022-1139(00)82397-0

  日期：1990.5

  Six chlorofluoropropionyl fluorides were synthesized by converting a −CCl3 group in perhalogenated chlorofluoropropanes to a −COF group in two reaction steps. The ionic telomerization of the acyl fluorides with hexafluoropropene oxide, catalyzed by fluoride ion, afforded mainly a mixture of 1:1 to 1:3 telomers. In some cases, substitution of chlorine for fluorine in the acyl moiety and hexafluoropropene

  通过在两个反应步骤中将全卤代氯氟丙烷中的-CCl 3基团转化为-COF基团，合成了六种氯氟丙酰氟。在氟离子的催化下，酰基氟与六氟环氧丙烷的离子端粒化主要提供了1：1至1：3端粒的混合物。在某些情况下，作为副反应发生了氯取代酰基部分中的氟和六氟环氧丙烷的低聚反应。讨论了起始酰基氟中氯的数目对端粒分布和副产物形成的影响。酰基的反应顺序在调聚反应的氟化物YCOF是：CF 3 CClF（ ），的CClF 2 CF 2（）> CF3 CCl 2（），的CClF 2 CClF（）>的CClF 2 CCl 2（），CCL 2 FCClF（ ）。讨论了可能的反应途径。
• Experimental evidence for a free-radical chain mechanism in the photo-initiated addition of alcohols
  作者：Oldřich Paleta、Zuzana Budková、Jaroslav Kvičala、Hans-Joachim Timpe

  DOI：10.1016/0040-4039(91)80868-7

  日期：1991.1

  Photo-initiated addition of 2-propanol to two fluoroolefins (, ) was used to verify a free-radical chain mechanism by means of quantum yield measurements. UV-light energy (254 nm) was transferred to the reaction system triplet-excited acetone. Quantum yields Φ of the addition products (, ) reached the values 68 and 42, respectively, and thus confirmed the chain mechanism.

  光引发的加成2-丙醇两个氟烯烃（，）用于验证由量子产率测量来自由基链机理。紫外光能（254 nm）被转移到三重态激发的丙酮反应体系中。加成产物（，）的量子产率Φ分别达到值68和42，从而证实了链机理。
• Copolymers of polyhalogenated isocyanates
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US03943112A1

  公开（公告）日：1976-03-09

  Disclosed herein are polyhalogenated isocyanates (intermediates for polyfluorinated vinyl isocyanates); polyfluorinated vinyl isocyanates, process therefor, and homopolymers and copolymers thereof; and use of said polyfluorinated vinyl isocyanate homopolymers and copolymers as water and oil repelling agents for cloth and paper.

  本文披露了聚卤代异氰酸酯（用于制备聚氟乙烯异氰酸酯）；聚氟乙烯异氰酸酯，其制备过程，以及其同聚物和共聚物；以及使用所述聚氟乙烯异氰酸酯同聚物和共聚物作为布料和纸张的防水和防油剂。
• Homopolymers of polyfluorinated vinyl isocyanates
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US03965074A1

  公开（公告）日：1976-06-22

  Disclosed herein are polyhalogenated isocyanates (intermediates for polyfluorinated vinyl isocyanates); polyfluorinated vinyl isocyanates, process therefor, and homopolymers and copolymers thereof; and use of said polyfluorinated vinyl isocyanate homopolymers and copolymers as water and oil repelling agents for cloth and paper.

  本文公开了多卤代异氰酸酯（用于制备多氟代乙烯基异氰酸酯）；多氟代乙烯基异氰酸酯及其制备方法、同聚物和共聚物；以及将该多氟代乙烯基异氰酸酯同聚物和共聚物用作纺织品和纸张的防水和防油剂的用途。