methyldifluorophenylsilane | 328-57-4

• 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: methyldifluorophenylsilane
• 英文别名: difluoromethyl(phenyl)silane；methylphenyldifluorosilane；Phenyl methyl difluorosilane；difluoro-methyl-phenylsilane
• CAS: 328-57-4
• 化学式: C₇H₈F₂Si
• 分子量: 158.223
• InChiKey: YXBGGXXOSAYEJC-UHFFFAOYSA-N

物化性质

• 沸点：
  143.17°C (estimate)
• 蒸汽压力：
  7.60 mmHg

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  methyldifluorophenylsilane 在 mercury(II) diacetate 作用下， 以 苯 为溶剂， 以20%的产率得到乙酸苯汞
  参考文献：
  名称：

  Nucleophilic cleavage of the SiC bond in organotrifluorosilanes and diorganodifluorosilanes

  摘要：

  DOI：

  10.1016/0022-328x(88)89077-6
• 作为产物：
  描述：

  甲基苯基硅烷 在 potassium fluoride 、 copper(l) iodide 、 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以61%的产率得到methyldifluorophenylsilane
  参考文献：
  名称：

  Selective synthesis of halosilanes from hydrosilanes and utilization for organic synthesis

  摘要：

  Selective synthesis of halosilanes has been examined. Various types of halosilanes and halohydrosilanes, such as R3SiX, R2SiHX, R2SiX2, RSiH2X, RSiHX2 (X = Cl, Br, F), were obtained by the reactions of the corresponding hydrosilanes with Cu(II)-based reagents selectively in high yields. This method could be also applied to the synthesis of chlorofluorosilanes and chlorohydrogermanes. On the other hand, iodo- and bromosilanes and germanes were obtained by Pd- or Ni-catalyzed hydride-halogen exchange reactions of hydrosilanes with alkyl or allyl halides. Their synthetic applications have been demonstrated by using iodo-and bromosilanes and chlorofluorosilanes. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(03)00254-7

文献信息

• Cycloadditionsreaktionen der aminofluorsilane
  作者：Uwe Klingebiel、Dieter Bentmann、Anton Meller

  DOI：10.1016/s0022-328x(00)84096-6

  日期：1978.1

  Aminofluorsilanes are obtained by the reaction of fluorosilanes with the lithium salts of the corresponding amines. The reaction of aminofluorosilanes with butyllithium in a (2 + 2)cyclo addition reaction leads to the formation of fourmembered silicon-nitrogen ring compounds. The mechanism of the reaction is discussed, the mass, 1H and 19F NMR spectra of the compounds are reported.

  氨基氟硅烷是通过氟硅烷与相应胺的锂盐反应获得的。氨基氟硅烷与丁基锂在（2 + 2）环加成反应中的反应导致形成四元硅氮环化合物。讨论了反应机理，报道了化合物的质量，1 H和19 F NMR谱。
• A novel CC bond forming reaction of aryl-and alkenylsilanols. A halogen-free Mizoroki-Heck type reaction
  作者：Kazunori Hirabayashi、Yasushi Nishihara、Atsunori Mori、Tamejiro Hiyama

  DOI：10.1016/s0040-4039(98)01750-x

  日期：1998.10

  When dimethyl(phenyl)silanol is subjected to on electron-deficient olefin in the presence of a stoichiometric amount of Pd(OAc)2, substitution of the CH bond of the olefin by a phenyl group on the silanol occurs in 52–86% yields. The reactions of several aryl- and alkenylsilanols with several olefins are also found to proceed in the system of 10 mol% of Pd(OAc)2, Cu(OAc)2 (3 mol), LiOAc (2 mol) to

  当在化学计算量的Pd（OAc）2存在下，二甲基（苯基）硅烷醇在缺电子的烯烃上受到作用，在52–86中，硅烷醇上的苯基取代了烯烃的CH键％产率。还发现几种芳基和链烯基硅烷醇与几种烯烃的反应在10 mol％的Pd（OAc）2，Cu（OAc）2（3 mol），LiOAc（2 mol）的体系中进行以得到相应的产物最高可达69％的产量。
• Novel Carbon-Carbon Bond Formation through Mizoroki-Heck Type Reaction of Silanols and Organotin Compounds
  作者：Kazunori Hirabayashi、Jun-ichi Ando、Jun Kawashima、Yasushi Nishihara、Atsunori Mori、Tamejiro Hiyama

  DOI：10.1246/bcsj.73.1409

  日期：2000.6

  The reaction of dimethyl(phenyl)silanol with butyl acrylate in the presence of a stoichiometric amount of Pd(OAc)2 or by a combined use of 0.1 molar amount of Pd(OAc)2 and Cu(OAc)2/LiOAc (molar ratio 3/2) gave butyl cinnamate in 76% or 57% yield, respectively. The similar reaction with tributyl(phenyl)tin also proceeded in 77% yield. The organotin compound was shown to react faster than the silanol

  二甲基（苯基）硅烷醇与丙烯酸丁酯在化学计量的 Pd(OAc)2 存在下或通过组合使用 0.1 摩尔 Pd(OAc)2 和 Cu(OAc)2/LiOAc（摩尔比）的反应3/2) 分别以 76% 或 57% 的产率得到肉桂酸丁酯。与三丁基（苯基）锡的类似反应也以 77% 的产率进行。有机锡化合物比硅烷醇反应更快，尽管锡试剂有时会引起不希望的均偶联，而与硅烷醇的反应不会产生这种副产物。
• Silicium-stickstoff-fluorverbidungen
  作者：Uwe Klingebiel、Detlev Enterling、Anton Meller

  DOI：10.1016/s0022-328x(00)88531-9

  日期：1975.11

  Compounds of the composition RR′SiFNR″Si(CH3)3 (R = H, F, CH3, C2H5, C3H7, C2H3, C6H5, C(CH3)3; R = F, CH3, C6H5; R″ = CH3, C(CH3)3, Si(CH3)3) are obtained by the reaction of silicontetrafluoride or organo-substituted silicon-fluorides with the lithium salts of alkylsilylamines in a molar ratio of . The disubstituted compounds RSiF(NR′Si(CH3)3)2 (R = H, F, CH3, C2H3, C6H5; R′ = CH3, C(CH3)3) result

  组成为RR'SiFNR''Si（CH 3）3（R = H，F，CH 3，C 2 H 5，C 3 H 7，C 2 H 3，C 6 H 5，C（CH 3）3的化合物；； R ＝ F，CH 3，C 6 H 5； R″ ＝ CH 3，C（CH 3）3，Si（CH 3）3）通过四氟化硅或有机取代的氟化硅与锂的反应获得。烷基甲硅烷基胺盐的摩尔比为。当以下情况时产生双取代化合物RSiF（NR'Si（CH 3）3）2（R = H，F，CH 3，C 2 H 3，C 6 H 5 ; R'= CH 3，C（CH 3）3）反应物的摩尔比为。同样，式F 2 Si（NRSi（CH 3）3）（NR'Si（CH 3）3）（R = CH 3，R'= C（CH 3）3）的不对称硅氟甲硅烷基胺，以及三取代的化合物FSi（NCH 3制成Si（CH 3）3）3和FSi（NCH 3 Si（CH 3）3）2（N（Si（CH 3）3）2
• Use of SbF5 intercalated in graphite as fluorinating reagent in organo-silicon and -germanium chemistry
  作者：R.J.P. Corriu、J.M. Fernandez、C. Guerin

  DOI：10.1016/s0022-328x(00)81225-5

  日期：1980.6

  silanes. GeX bonds (X = Br, Cl, OR, H) are unreactive. Allylsilicon and allylgermanium bonds are broken under mild conditions and in high yields, leading to the corresponding fluorosilane or fluorogermane. With bifunctional silanes, it is always possible to obtain the difluorinated derivatives.

  描述了嵌入在石墨中的SbF 5作为有机硅和-锗衍生物的氟化剂的用途。SiO和SiCl键很容易断裂，而SiH和SiS键仅在双官能硅烷中具有反应性。GeX键（X = Br，Cl，OR，H）没有反应性。烯丙基硅键和烯丙基锗键在温和条件下以高收率断裂，从而生成相应的氟代硅烷或氟代锗烷。使用双官能硅烷，总是有可能获得二氟化衍生物。

表征谱图