7--3,3,4,4-tetrafluoro-2,5-bis(trifluoromethyl)-1,6-dioxa-2,5-diazacyclo-octane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 7--3,3,4,4-tetrafluoro-2,5-bis(trifluoromethyl)-1,6-dioxa-2,5-diazacyclo-octane
• 英文别名: 7-[dichloro(methyl)silyl]-3,3,4,4-tetrafluoro-2,5-bis(trifluoromethyl)-1,6-dioxa-2,5-diazacyclo-octane；Dichloro-methyl-[3,3,4,4-tetrafluoro-2,5-bis(trifluoromethyl)-1,6,2,5-dioxadiazocan-7-yl]silane；dichloro-methyl-[3,3,4,4-tetrafluoro-2,5-bis(trifluoromethyl)-1,6,2,5-dioxadiazocan-7-yl]silane
• 化学式: C₇H₆Cl₂F₁₀N₂O₂Si
• 分子量: 439.112
• InChiKey: LQMXYNCJGONNES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.9
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  甲基乙烯基二氯硅烷 、 全氟-2,5-二氮杂己烷-2,5-二氧基 反应 6.0h， 以5%的产率得到Perfluoro-2-azapropen
  参考文献：
  名称：

  Reaction of bis(trifluoromethyl)amino-oxyl with alkylchlorosilanes and allyldichloro(methyl)silane and of perfluoro-2,5-diazahexane 2,5-dioxyl with vinylsilanes and hydrolysis of the products

  摘要：

  Treatment of the silanes MeSiHCl2, Me2SiHCl and EtSiMeCl2 with the oxyl (CF3)2NO. (1) gives the substitution products (CF3)2NOSiMeCl2 (4) and (CF3)2NOSiMe2Cl (5), and a mixture of (CF3)2NOCHMeSiMeCl2 (8) and (CF3)2NOCH2CH2SiMeCl2 (9) (ratio 20:37), respectively, while the silane EtSiMe2Cl affords mainly the ester (CF3)2NO2CMe (7). Attack of oxyl 1 on the silane CH2 = CHCH2SiMeCl2 results in both allylic substitution and addition to give the compounds CH2 = CHCH(SiMeCl2)ON(CF3)2 (14) and (CF3)2NOCH2CH(CH2SiMeCl2)ON(CF3)2 (15) (ratio 56:40). Reaction of the dioxyl . ON(CF3)CF2CF2N(CF3)O. (2) with the vinylsilanes CH2 = CHSiX3 (X3 = Me3, Cl3, MeCl2) gives mainly 1:1 copolymers [ON(CF3)CF2CF2N(CF3)OCH2CH(SiX3)]n (17), although the cyclic 1:1 adduct ON(CF3)CF2CF2N(CF3)OCH2CHSiMeCl2 (18) is also formed in low yield.Hydrolysis of the silanes 15, (CF3)2NOCH2CH(SiMeCl2)ON(CF3)2 (19a) and (CF3)2NOCH2CH(SiCl3)ON(CF3)2 (19b) affords the corresponding polysiloxanes 24 and 25, and the polysilsesquioxane 26, respectively; the polymers 25 and 26 undergo rearrangement of the type -CH(Si)ON(CF3)2 --> -CH(OSi)N(CF3)2 on storage. The 1:1 copolymers 17b (X3 = MeCl2) and 17c (X3 = Cl3) are also hydrolysed to the corresponding siloxane and silsesquioxane polymers. In contrast, hydrolysis of the compounds 4, 5 and (CF3)2NOCH2CH(OSiX3)N(CF3)2 (20a; X3 = MeCl2) and (20b; X3 = Cl3) results in Si-O bond cleavage.

  DOI：

  10.1016/0022-1139(93)02976-l