1,4-bis-(trichlorosilylmethyl)benzene | 63387-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis-(trichlorosilylmethyl)benzene
• 英文别名: 1,4-bis(trichlorosilylmethyl)benzene；trichloro-[[4-(trichlorosilylmethyl)phenyl]methyl]silane
• CAS: 63387-57-5
• 化学式: C₈H₈Cl₆Si₂
• 分子量: 373.041
• InChiKey: JKILEHKJCUCORS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.16
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙醇 、 1,4-bis-(trichlorosilylmethyl)benzene 以80%的产率得到1,4-bis(triethoxysilylmethyl)benzene
  参考文献：
  名称：

  Synthesis and characterization of bis(trialkoxysilymethyl)arenes from related bis(trichlorosilylmethyl)arenes. Comparisons between some organosilicate xerogel materials derived from both

  摘要：

  一系列双(三烷氧基硅甲基)芳基化合物1-17 {[(RO) 3 SiCH 2 ] 2 Ar, R=Me, Et, Pr , Bu, Ar=1,4-C 6 H 4 ; R=Et, Pr, Bu, Ar=1,4-C 6 H 2 Me 2 -2,6; R=Et, Pr, Bu, Ar=1,4-C 6 Me 4 -2,3,5,6 ; R=Et, Pr, Bu, Ar=1,3-C 6 H 4 ；R=Bu，Ar=1,2-C 6 H 4 ；R=Et，Pr，Bu，Ar=9,10-C 14 H 8 } 由相关的双（三氯硅甲基）芳基化合物制备而成，并通过 1 H、13 C 和 29 Si NMR 和 IR 光谱以及高分辨率质谱进行了表征。报告了两种双(三氯硅甲基)芳基前体化合物的 X 射线晶体结构。 讨论了由前体 2、7 和 12 制备的有机硅异凝胶，并结合固态核磁共振光谱、扫描电子显微镜（一种情况）和氮吸附孔隙度测定法对这些异凝胶进行了研究，同时将其性质与由相关双(三氯硅甲基)烷制备的异凝胶进行了比较。

  DOI：

  10.1039/a607633e
• 作为产物：
  描述：

  1,4-对二氯苄 在 三正丙胺 、 三氯硅烷 作用下， 反应 24.0h， 以60%的产率得到1,4-bis-(trichlorosilylmethyl)benzene
  参考文献：
  名称：

  Synthesis and characterization of bis(trichlorosilylmethyl)benzenes

  摘要：

  The compounds o-, m-, and p-(Cl3SiCH2)2C6H4, 1,4-(Cl3SiCH2)2-2,3,5,6-Me4C6, and 1,4-(Cl3SiCH2)2-2,5-Me2C6H2 have been prepared from the appropriate bis(chloromethyl)benzenes and trichlorosilane in tri-n-propylamine, and the structure of the compound 1,4-(Cl3SiCH2)2-2,5-Me2C6H2 has been determined by an X-ray diffraction study.

  DOI：

  10.1016/0022-328x(93)80183-c

文献信息

• One-step regiospecific synthesis of allylic silanes - extension to benzylsilanes
  作者：Marcel Lefort、Christian Simmonet、Marc Birot、Gérard Deleris、Jacques Dunogues、Raymond Calas

  DOI：10.1016/s0040-4039(00)92798-9

  日期：1980.1

  Allyltrichlorosilanes are prepared according to a one-step regiospecific process based on the reaction of allyl chlorides with SiCl4 and NiCp2/HMPA (catalyst), in the presence of industrial methylchlorodisilane fraction. 4Benzyltrihalosilanes are similarly obtained.

  烯丙基三氯硅烷是在工业甲基氯二硅烷馏分存在下，根据烯丙基氯与SiCl 4和NiCp 2 / HMPA（催化剂）的反应，按照一步区域特异性方法制备的。类似地获得4个苄基三卤硅烷。
• PROCESS FOR PREPARING ORGANOCHLOROSILANES BY DEHYDROHALOGENATIVE COUPLING REACTION OF ALKYL HALIDES WITH CHLOROSILANES
  申请人：——

  公开号：US20020082438A1

  公开（公告）日：2002-06-27

  The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of formula I by a dehydrohalogenative coupling of hydrochlorosilanes of formula II with organic halides of formula III in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily, 1 wherein R 1 represents hydrogen, chloro, or methyl; X represents chloro or bromo; R 2 is selected from the group consisting of C 1-17 alkyl, C 1-10 fluorinated alkyl with partial or full fluorination, C 2-5 alkenyl, silyl containing alkyl group represented by (CH 2 ) n SiMe 3-m Cl m wherein n is an integer of 0 to 2 and m is an integer of 0 to 3, aromatic group represented by Ar(R′) q wherein Ar is C 6-14 aromatic hydrocarbon, R′ is C 1-4 alkyl, halogen, alkoxy, or vinyl, and q is an integer of 0 to 5, haloalkyl group represented by (CH 2 ) p X wherein p is an integer of 1 to 9 and X is chloro or bromo, and aromatic hydrocarbon represented by ArCH 2 X wherein Ar is C 6-14 aromatic hydrocarbons and X is a chloro or bromo; R 3 is hydrogen, C 1-6 alkyl, aromatic group represented by Ar(R′) q wherein Ar is C 6-14 aromatic hydrocarbon, R′ is C 1-4 alkyl, halogen, alkoxy, or vinyl, and q is an integer of 0 to 5; and R 4 in formula I is the same as R 2 in formula III and further, R 4 can also be (CH 2 ) p SiR 1 Cl 2 or ArCH 2 SiR 1 Cl 2 , when R 2 in formula III is (CH 2 ) p X or ArCH 2 X, which is formed from the coupling reaction of X—(CH 2 ) p+1 —X or XCH 2 ArCH 2 X with the compounds of formula II; or when R 2 and R 3 are covalently bonded to each other to form a cyclic compounds of cyclopentyl or cyclohexyl group, R 3 and R 4 are also covalently bonded to each other in the same fashion.

  本发明涉及一种制备有机氯硅烷的方法，更具体地，涉及一种在季铵盐催化剂存在下，通过式II的氯硅烷与式III的有机卤化物的脱卤偶联反应制备式I的有机氯硅烷的方法，与传统方法相比，该方法提供更好的经济效益和产量，因为只需要催化剂的少量四元磷盐氯化物，而且催化剂可以轻松地从反应混合物中分离和回收。其中，R1表示氢、氯或甲基；X表示氯或溴；R2选自C1-17烷基、部分或全氟化的C1-10氟代烷基、C2-5烯基、含硅基的烷基，所述含硅基的烷基由(CH2)nSiMe3-mClm表示，其中n为0到2的整数，m为0到3的整数，芳基由Ar(R′)q表示，其中Ar为C6-14芳香族碳氢化合物，R′为C1-4烷基、卤素、烷氧基或乙烯基，q为0到5的整数，卤代烷基由(CH2)pX表示，其中p为1到9的整数，X为氯或溴，芳香族碳氢化合物由ArCH2X表示，其中Ar为C6-14芳香族碳氢化合物，X为氯或溴；R3为氢、C1-6烷基、芳基由Ar(R′)q表示，其中Ar为C6-14芳香族碳氢化合物，R′为C1-4烷基、卤素、烷氧基或乙烯基，q为0到5的整数；式I中的R4与式III中的R2相同，进一步地，当式III中的R2为(CH2)pX或ArCH2X时，R4也可以为(CH2)pSiR1Cl2或ArCH2SiR1Cl2，它是由X—(CH2)p+1—X或XCH2ArCH2X与式II化合物的偶联反应形成的；或当R2和R3通过共价键结合形成环戊基或环己基基团的环状化合物时，R3和R4也以同样的方式共价键结合在一起。
• Process for preparing organochlorosilanes by dehydrohalogenative coupling reaction of alkyl halides with chlorosilanes
  申请人：Korea Institute of Science and Technology

  公开号：US06392077B1

  公开（公告）日：2002-05-21

  The present invention relates to a process for preparing organochlorosilanes and more particularly, to the process for preparing organochlorosilanes of R4R3CHSiR1Cl2 (I) by a dehydrohalogenative coupling of hydrochlorosilanes of HSiR1Cl2 (II) with organic halides of R2R3 CHX (III) in the presence of quaternary phosphonium salt as a catalyst to provide better economical matter and yield compared with conventional methods, because only a catalytic amount of phosphonium chloride is required and the catalyst can be separated from the reaction mixture and recycled easily.

  本发明涉及一种制备有机氯硅烷的方法，更具体地说，涉及一种通过脱卤偶联HSiR1Cl2（II）和有机卤化物R2R3CHX（III）在季铵盐催化剂的存在下制备R4R3CHSiR1Cl2（I）的有机氯硅烷的方法。与传统方法相比，本方法提供了更好的经济效益和产量，因为只需要少量的季铵盐催化剂，催化剂可以轻松地从反应混合物中分离并回收。
• Some practical uses of the disilane residue from the direct synthesis of methylchlorosilanes
  作者：Raymond Calas、Jacques Dunogues、Gerard Deleris、Norbert Duffaut

  DOI：10.1016/s0022-328x(00)86815-1

  日期：1982.2
• LEFORT MARCEL; SIMMONET CHRISTIAN; BIROT MARC; DELERIS GERARD; DUNOGUES J+, TETRAHEDRON LETT., 1980, 21, NO 19, 1857-1860
  作者：LEFORT MARCEL、 SIMMONET CHRISTIAN、 BIROT MARC、 DELERIS GERARD、 DUNOGUES J+

  DOI：——

  日期：——