difluoromethylvinylsilane | 677-27-0

• 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: difluoromethylvinylsilane
• 英文别名: Ethenyldifluoro(methyl)silane；ethenyl-difluoro-methylsilane
• CAS: 677-27-0
• 化学式: C₃H₆F₂Si
• 分子量: 108.163
• InChiKey: YWDNPUPJGIAAOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• 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：
  2

反应信息

• 作为反应物：
  描述：

  N,N-双(三氟甲基)羟胺 、 difluoromethylvinylsilane 生成 O,O'-(1-(difluoro(methyl)silyl)ethane-1,2-diyl)bis(N,N-bis(trifluoromethyl)hydroxylamine)
  参考文献：
  名称：

  有机硅化学。部21的反应NN -bistrifluoromethylamino氧基和全氟（2,4-二甲基-3-氧杂-2,4-二氮杂戊烷）与乙烯基硅烷，将得到的加合物的热解

  摘要：

  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

  DOI：

  10.1039/dt9780001024
• 作为产物：
  描述：

  甲基乙烯基二氯硅烷 在 氟硼酸钠 作用下， 以 various solvent(s) 为溶剂， 以30%的产率得到difluoromethylvinylsilane
  参考文献：
  名称：

  Synthesis of 2-methylidene-1-silacyclohexanes from 2,6-dibromohex-1-ene and polyhalosilanes

  摘要：

  Various 2-methylidene-l-silacyclohexanes were prepared by straightforward syntheses from readily available polychloro- or polyfluorosilanes, magnesium and 2,6-dibromohex-l-ene using Barbier-type conditions or a previously synthesized Grignard reagent. Good yields were obtained considering the low stability of the products in the reaction conditions. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.08.061

文献信息

• Synthesis of Double-Decker Silsesquioxanes from Substituted Difluorosilane
  作者：Toru Tanaka、Yasuharu Hasegawa、Takashi Kawamori、Rungthip Kunthom、Nobuhiro Takeda、Masafumi Unno

  DOI：10.1021/acs.organomet.8b00896

  日期：2019.2.25

  novel synthetic method for the construction of a double-decker silsesquioxane from fluorosilanes was developed. Phenyl-substituted double-decker silsesquioxane was prepared under mild conditions by coupling difluorodiphenylsilane and a tetrasiloxanolate precursor. A similar reaction was performed using difluorovinylsilane, and a divinyl double-decker silsesquioxane was obtained. The one-step reaction

  开发了一种新型的由氟硅烷合成双层倍半硅氧烷的合成方法。在温和的条件下，通过偶合二氟二苯基硅烷和四硅氧烷酸酯前体制备苯基取代的倍半硅氧烷。使用二氟乙烯基硅烷进行类似的反应，并且获得二乙烯基双层倍半硅氧烷。含氨基丙基的功能性二氟硅烷的一步反应制得了一种新颖的双层倍半硅氧烷，其中两个氨基与BF 3络合可以与羧酸酐反应得到酰胺产物。这种使用二氟硅烷的合成方法可耐受各种官能团，并且适用于合成带有氨基的多环倍半硅氧烷，而这些氨基环戊二烷很难直接从二氯硅烷中获得。
• METHOD FOR MANUFACTURING SILSESQUIOXANE COMPOUND
  申请人：HITACHI CHEMICAL COMPANY, LTD.

  公开号：US20210061828A1

  公开（公告）日：2021-03-04

  Provided is a method for manufacturing a silsesquioxane compound represented by general formula (III) shown below, the method having a step of reacting a compound represented by general formula (I) shown below and a compound represented by general formula (II) shown below. In general formulas (I) to (III): each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group of 1 to 8 carbon atoms, an aryl group of 6 to 14 carbon atoms, an aminoalkyl group, an amino group-containing group, a nitrile group-containing group, a vinyl group-containing group, a (meth)acryloyl group-containing group, a chloro group-containing group, a bromo group-containing group, or a functional group containing a boron trifluoride-complexed amino group, each of R 3 to R 10 independently represents an alkyl group of 1 to 8 carbon atoms or an aryl group of 6 to 14 carbon atoms, and M represents at least one element selected from the group consisting of hydrogen, lithium, sodium and potassium.

  提供了一种制备硅氧烷化合物的方法，该方法包括以下步骤：反应下面所示的通用式（I）表示的化合物和下面所示的通用式（II）表示的化合物。在通用式（I）到（III）中：R1和R2中的每一个独立地表示氢原子，1至8个碳原子的烷基基团，6至14个碳原子的芳基基团，氨基烷基基团，含氨基团的基团，含腈基团的基团，含乙烯基团的基团，含（甲基）丙烯酰基团的基团，含氯基团的基团，含溴基团的基团，或含三氟化硼络合氨基团的功能基团，R3到R10中的每一个独立地表示1至8个碳原子的烷基基团或6至14个碳原子的芳基基团，M代表从氢、锂、钠和钾组成的群中选择的至少一个元素。
• Reactions of organylhalosilanes with 1,1,3,3-tetra- and hexamethyldisilazane
  作者：S. V. Basenko、I. A. Gebel'、D. D. Toryashinova、V. Yu. Vitkovskii、R. G. Mirskov、M. G. Voronkov

  DOI：10.1007/bf00961370

  日期：1991.5

  Organylchlorosilanes, and also SiCl4, decompose 1,1,3,3-tetra- and hexamethyl-disilazanes with formation of hitherto unknown organylchlorosilazanes of general formulas R4-nSiCln-1NHSiH(CH3)2 and R4-nSiCln-1NHSi(CH3)3 (n = 2-4) in yields of 54-98%. The IR and mass spectra of the prepared compounds were studied.
• Cleavage of siloxanes with organyltrifluoro- and diorganyldifluorosilanes
  作者：M.G. Voronkov、S.V. Basenko、I.A. Gebel、V.Yu. Vitkovskii、R.G. Mirskov

  DOI：10.1016/0022-328x(92)80125-h

  日期：1992.7

  Hexamethyldisiloxane is cleaved with organyltrifluoro- or diorganyldifluorosilanes as low as 20-degrees-C in the absence of catalysts to form earlier unknown 1,1,1-trimethyl, 3-organyl-3,3-difluoro- or 1,1,1-trimethyl-, 3,3-diorganyl-3-difluorodisiloxanes with the general formula R4-nSiFn-1OSi(CH3)3 (n = 2-3) in 57-97% yield. The Si-O bond in 1,1,3,3-tetramethyldisiloxane is broken with organyltrifluoro- or diorganyldifluorosilanes in a similar manner but more slowly to give 1,1-dimethyl-, 3-organyl-, 3,3-difluoro- or 1,1-dimethyl, 3,3-diorganyl-, 3-fluorodisiloxanes with the general formula R4-nSiFn-1OSi-H(CH3)2 (n = 2-3) in 50-70% yield. The reaction of phenyltrifluorosilane with 1,1,1,3,3,5,5,5-octamethyltrifluorosiloxane leads to 1,1,1,3,3-pentamethyl-, 5,5-difluoro-, 5-phenyltrisiloxane, whereas the reaction with tetrakis (trimethylsiloxy)siloxane gives tri(trimethylsiloxy)difluoro(phenyl)silane. Even under normal conditions of storage, the cleavage products disproportionate readily in different directions. The ability of these compounds to disproportionation depends on the nature of the substituents attached to the silicon atom and the number of fluorine atoms in the molecule.
• Alkenylfluorosilanes
  作者：V. F. Mironov

  DOI：10.1007/bf00920292

  日期：1962.10