dichloro(methyl)-<1,2-bisethyl>silane | 57105-83-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: dichloro(methyl)-<1,2-bisethyl>silane
• 英文别名: dichloro(methyl)-(1,2-bis[bis(trifluoromethyl)amino-oxy]ethyl)silane
• CAS: 57105-83-6
• 化学式: C₇H₆Cl₂F₁₂N₂O₂Si
• 分子量: 477.109
• InChiKey: OPTNNUWAZPAVOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.99
• 重原子数：
  26.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  dichloro(methyl)-<1,2-bisethyl>silane 生成 dichloro(methyl)-<<1-bis(trifluoromethyl)amino-2-bis(trifluoromethyl)amino-oxy>ethoxy>silane
  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
• 作为产物：
  描述：

  甲基乙烯基二氯硅烷 、 氧代[二(三氟甲基)]铵 生成 dichloro(methyl)-<1,2-bisethyl>silane
  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

文献信息

• Organosilicon chemistry. Part 21. Reactions of NN-bistrifluoromethylamino-oxyl and perfluoro(2,4-dimethyl-3-oxa-2,4-diazapentane) with vinylsilanes, and pyrolysis of the resulting adducts
  作者：Terence R. Fernandes、Robert N. Haszeldine、Anthony E. Tipping

  DOI：10.1039/dt9780001024

  日期：——

  α-(CF3)2N·O group on silicon to eliminate a fluorosilane and perfluoro-2-azapropene and form a carbonyl compound, e.g.(CF3)2N·O·CH2·CH(SiF3)·O·N(CF3)2→ SiF4+ CF3N:CF2+(CF3)2N·CH2·CHO; (ii) nucleophilic attack by an α-chlorine atom on silicon to eliminate a chlorosilane and form an amide, e.g.(CF3)2N·CH2·CCl(SiCl3)·O·N(CF3)2→ SiCl4+(CF3)2N·CH2·CO·N(CF3)2; and (iii) intramolecular elimination of bis(trifluoromethyl)amine

  的氧基（CF 3）2 N·O与oxadiazapentane（CF 3）2 N·O·N（CF 3）2上的反应与乙烯基硅烷CH 2：CH·的SiX 3，CH 2：四氯化碳·的SiX 3， CHCl：CH·SiX 3以高收率得到相应的加合物。硅烷顺式-MeCH：CH·SiCl 3与二氮杂戊烷的反应得到1：1的加合物（50％）和烯丙基取代产物（CF 3）2 N·O·CH 2 ·CH：CH·SiCl 3（50 ％）。热解中的加合物通常会重新排列，例如RCH 2 ·CH（SiX 3）·O·N（CF 3）2 → RCH 2 ·CH（O·SiX 3）·N（CF 3）2 [R =（CF 3）2 N·O或（CF 3）2 N]，但在硅上含有两个或三个氟取代基和/或烷基中的氯的那些进行消除反应。可能发生三种不同的消除方式，包括：（i）硅上α-（CF 3）2 N·O基团中的氟对氟的亲核攻击，以消除氟硅烷和全氟-2-氮杂丙烯并形成羰基化合物，例如（CF