tert-Butyl(difluor)phenylsilan | 63811-50-7

• 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: tert-Butyl(difluor)phenylsilan
• 英文别名: Silane, (1,1-dimethylethyl)difluorophenyl-；tert-butyl-difluoro-phenylsilane
• CAS: 63811-50-7
• 化学式: C₁₀H₁₄F₂Si
• 分子量: 200.303
• InChiKey: RAJXVHCERJHHSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  tert-Butyl(difluor)phenylsilan 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis of (SiNSiO) four-membered rings; crystal structure of (Me3C)2SiMe3

  摘要：

  DOI：

  10.1016/0022-328x(89)87140-2
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 氟硼酸钾 作用下， 以 various solvent(s) 为溶剂， 反应 0.75h， 以67%的产率得到tert-butylfluorodiphenylsilane
  参考文献：
  名称：

  Alkali metal salts of perfluorinated complex anions. Effective reagents for nucleophilic fluorination

  摘要：

  Alkali metal salts:of perfluorinated complex anions were used to effect halogen-exchange fluorination in organohalosilanes both in the presence and absence of solvent. By the use of salts of perfluorinated ''non-nucleophilic'' anions in a high-boiling multifunctional etheral solvent, organofluorosilanes have been conveniently prepared in high yields.

  DOI：

  10.1021/jo00087a031

文献信息

• Synthese von Fluorsilylenolaten, Aminosilylenolaten, -ethern und Aldolkondensaten/Synthesis of Fluorosilylenolates, Aminosilylenolates, -ethers, and Aldol Condensates
  作者：Thomas Büschen、Wibke Dietz、Uwe Klingebiel、Mathias Noltemeyer、Yvonne Schwerdtfeger

  DOI：10.1515/znb-2007-1103

  日期：2007.11.1

  (Me3C)2SiF2. A side reaction of the enolate formation is often a condensation releasing water. For that reason, acyclic and cyclic siloxanes may appear as by-products, e. g. disiloxane (17) using (Me3C)2SiF2, cyclotrisiloxane (Me3C(C6H5)Si-O)3 (18) using Me3(C6H5)SiF2, or cyclotetrasiloxane (Me3CSiF-O)4 (19) using Me3CSiF3 in these reactions. Attempts to prepare the enolate of cyclopentanone in the reaction

  根据反应条件，酮与正丁基锂、叔丁基锂或二异丙基氨基锂反应生成烯醇化物或醇化物。在叔丁基甲基酮与 n-BuLi 和氟硅烷的反应中，氟甲硅烷基烯醇化 H2C=C(O​​-SiFRR')CMe3 (1 - 4) 和氟甲硅烷基醚 Me3C(CH3)(n-C4H9)CO-SiFRR' ( 5 - 8) [R,R' = Me (1, 5); F, CMe3 (2, 6); F, C6H5 (3, 7); F, CHMe2 (4, 8)] 形成。使用叔丁基甲基酮、n-BuLi 和 (Me3C)2SiF2、异丁烯和乙醛 H2C=CH-O-SiF(CMe3)2 的氟甲硅烷基烯醇化物 (9)。二异丙基酮与 Me3CLi 和氟硅烷反应生成氟甲硅烷基烯醇化物 Me2C=C(O​​-SiFRR')CHMe2 (10, 11) 和 -ethers,Me3C(Me2HC)2C-O-SiFRR' (12, 13) [R,R
• Darstellung und reaktionen von 1,2-diaza-3-sila-5-Cyclopentenen
  作者：Uwe Klingebiel、Peter Werner

  DOI：10.1016/s0022-328x(00)94229-3

  日期：1979.10

  (Fluorosilyl)hydrazones are obtained from the reaction of lithiated hydrazones with fluorosilanes. On subsequent reaction with tert-butyllithium, cyclization takes place, to give 1,2-diaza-3-sila-5-cyclopentenes; this cyclization is favoured by the nitrogen-substituent of the hydrazone. The CH2 group of the heterocyclic compounds is a nucleophilic centre, at which further substitutions are possible

  （氟硅烷基）hydr可从锂化与氟硅烷的反应中获得。随后与叔丁基锂反应，发生环化反应，得到1，2-二氮杂-3-sila-5-环戊烯; 的氮取代基有利于这种环化。杂环化合物的CH 2基团是亲核中心，在该中心可以进一步取代。报告了质谱和1 H-，19 F-和2 9 Si-NMR光谱。
• Intramolecular rearrangement of organosilyl groups between oxygen and nitrogen in aminosiloxanes: A joint experimental–theoretical study
  作者：Susanne Kliem、Uwe Klingebiel、Stefan Schmatz

  DOI：10.1016/s0022-328x(03)00551-5

  日期：2003.11

  reacts with halosilanes to give 1-silylamino-1,3-siloxanes (1–4). The tetrakis(1-silylamino)siloxane 4 thermally condenses yielding a spiocyclic six-membered ring (5) and NH3. Lithium salts of animo-disiloxanes form silylamino-silanolates or amido-disiloxanes. The first includes a 1,3-silyl group migration from the oxygen to the nitrogen atonm. The energies of the isomeric lithium salts of model compunds

  氨基二叔丁基硅烷醇锂与卤代硅烷反应生成1-硅烷基氨基-1,3-硅氧烷（1-4）。四（1-甲硅烷）硅氧烷4热冷凝，产生一个spiocyclic六元环（5）和NH 3。苯胺-二硅氧烷的锂盐形成甲硅烷基氨基-硅烷醇化物或酰胺基-二硅氧烷。第一个包括从氧迁移到氮原子的1，3-甲硅烷基。计算模型化合物的异构锂盐的能量。给出了示例性的晶体结构。
• Synthese von fluorsilyloximen
  作者：D. Bentmann、U. Klingebiel

  DOI：10.1016/s0022-1139(00)85228-8

  日期：1980.6

  salts of acyclic and cyclic oximes, eliminating LiF and forming O-fluorosilyloximes and O, O′-fluorosilyldioximes in a molar ratio 1 : 2. The NO bond is cleaved in the reaction of O-fluorosilyloximes with butyllithium. Bis(tert.-butylfluorophenyl)-disiloxane and tris(tert.-butyl- phenyl)-cyclo-trisiloxane have been isolated from these reactions. NMR and mass spectra are reported for all compounds.

  氟硅烷与无环和环状肟的锂盐反应，消除LiF并以1：2的摩尔比形成O-氟甲硅烷基肟和O，O'-氟甲硅烷基二肟。N= O键在O-氟甲硅烷基肟与丁基锂的反应中裂解。从这些反应中已经分离出双（叔丁基氟苯基）-二硅氧烷和三（叔丁基苯基）-环三硅氧烷。报告了所有化合物的NMR和质谱图。
• Acyclische und cyclische Silylazine und Azinylsilane / Acyclic and Cyclic Silyalzines and Azinylsilanes
  作者：N. Armbruster、U. Klingebiel、M. Noltemeyer

  DOI：10.1515/znb-2005-1103

  日期：2005.11.1

  C-lithiated bis(tert-butyl-methyl)ketazine reacts with halosilanes to give the monosilylketazines, t-Bu(Me)C=N-N=C(t-Bu)-CH₂R, (1 - 7). (1: R = SiMe₃; 2: R = SiClMe₂; 3: R = SiClMePh; 4: R = Cl₂SiPh; 5: R = SiCl₃; 6: R = SiMe₂Ph; 7: R = F₂SiN(t-Bu)SiMe₃). The bis(ketazinyl)silanes [t-Bu(RCH₂) C = N-N = CCH₂-t-Bu]₂ SiMe₂ 8, 9 are formed in the reaction of the same lithiated ketazine or 1 with Cl₂SiMe₂ in a molar ratio of 2 : 1, (8: R = H; 9: R = SiMe₃). Di(silyl)ketazines (10, 11) are obtained from lithiated 1 and ClSiMe₂Ph in a molar ratio of 1:1 and from dilithiated ketazine with F₂Si(i-Pr)₂ in a molar ratio of 1 : 2 [t-Bu(RH₂C)C=N-N=C(CH₂R’)t-Bu, 10: R = SiMe₃, R’ = SiMe₂Ph; 11: R,R’ = FSi(i-Pr)₂]. The tris(ketazinyl)fluorosilane 12 is isolated from the reaction of SiF₄ with the lithiated ketazine. 2-Alkenyl-1,2-diaza-3-sila-5-cyclopentenes, t-Bu(CH₂)C- [N-SiR,R’-CH₂-C(t-Bu)=N], (14 - 17) are obtained from the dilithiated ketazine and Hal₂SiRR’. (14: Hal = Cl, R = Me, R’ = Ph; 15: Hal = F,R = t-Bu, R’ = Ph; 16: Hal = F,R = t-Bu, R’ = F; 17: Hal = F, R = N(t-Bu)SiMe₃, R’ = F). X-ray structure analyses are presented for 7, 11, and 17.

  C-锂化的双(叔丁基-甲基)酮肼与卤代硅烷反应，得到单硅基酮肼，t-Bu(Me)C=N-N=C(t-Bu)-CH₂R，(1-7)。(1：R=SiMe₃；2：R=SiClMe₂；3：R=SiClMePh；4：R=Cl₂SiPh；5：R=SiCl₃；6：R=SiMe₂Ph；7：R=F₂SiN(t-Bu)SiMe₃)。在相同的锂化酮肼或1与Cl₂SiMe₂的摩尔比为2：1的反应中形成双(酮肼基)硅烷[t-Bu(RCH₂)C=N-N=CCH₂-t-Bu]₂SiMe₂，(8：R=H；9：R=SiMe₃)。从锂化的1和ClSiMe₂Ph的摩尔比为1：1或从双锂化酮肼与F₂Si(i-Pr)₂的摩尔比为1：2的反应中获得二(硅基)酮肼(10,11) [t-Bu(RH₂C)C=N-N=C(CH₂R')t-Bu，10：R=SiMe₃，R’=SiMe₂Ph；11：R，R’=FSi(i-Pr)₂]。三(酮肼基)氟硅烷12是从锂化的酮肼与SiF₄反应中分离出来的。从双锂化酮肼和Hal₂SiRR'反应中获得2-烯基-1,2-二氮-3-硅-5-环戊烯，t-Bu(CH₂)C-[N-SiR,R'-CH₂-C(t-Bu)=N]，(14-17)。(14：Hal=Cl，R=Me，R’=Ph；15：Hal=F，R=t-Bu，R’=Ph；16：Hal=F，R=t-Bu，R’=F；17：Hal=F，R=N(t-Bu)SiMe₃，R’=F)。7、11和17的X射线结构分析结果呈现。