甲基((S)-2-甲基丁基)二氯硅烷 | 61283-81-6

• 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
• 中文名称: 甲基((S)-2-甲基丁基)二氯硅烷
• 英文名称: methyl((S)-2-methylbutyl)dichlorosilane
• 英文别名: dichloromethyl-(S)-2-methylbutylsilane；methyl[(S)-2-methylbutyl]dichlorosilane；(+)-(S)-sec-Pentyl(methyl)dichlorsilan；Methyl[(S)-2-methylbutyl]dichlorosilane；dichloro-methyl-[(2S)-2-methylbutyl]silane
• CAS: 61283-81-6
• 化学式: C₆H₁₄Cl₂Si
• 分子量: 185.169
• InChiKey: BLMJIYVDCOBKSP-LURJTMIESA-N

物化性质

• 沸点：
  166.7±8.0 °C(Predicted)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  甲基溴化镁 、 甲基((S)-2-甲基丁基)二氯硅烷 生成 (+)-(S)-sec-Pentyltrimethylsilan
  参考文献：
  名称：

  烯烃的催化不对称氢化硅烷化：I.手性膦-铂（II）配合物作为氢化硅烷化催化剂

  摘要：

  几种含有手性膦，（R）-苄基-甲基苯基膦（BMPP）的铂（II）配合物。制备了（R）-甲基苯基-正丙基膦（MPPP）和薄荷基二苯基膦（MDPP）。甲基二氯硅烷与1,1-二取代的手性烯烃，α-甲基-苯乙烯，2,3-二甲基-1-丁烯和2-甲基-1-丁烯的反应首次实现了催化不对称氢化硅烷化铂催化剂前体[L★PtCl 2 ] 2（L★= BMPP和MPPP），以及部分RMeCHCH 2 SiMeCl 2（R = Ph，i-Pr和Et）已获得。对于三氯硅烷，不对称加成反应总是伴随着烯烃的异构化或二聚化。手性铂络合物催化的4-戊烯基二甲基硅烷的加成环化反应也产生了光学活性的2-甲基-1-硅环戊烷衍生物。

  DOI：

  10.1016/s0022-328x(00)92151-x
• 作为产物：
  描述：

  S-(-)-2-甲基-1-丁醇 在 吡啶 、 氯化亚砜 作用下， 生成 甲基((S)-2-甲基丁基)二氯硅烷
  参考文献：
  名称：

  烯烃的催化不对称氢化硅烷化：I.手性膦-铂（II）配合物作为氢化硅烷化催化剂

  摘要：

  几种含有手性膦，（R）-苄基-甲基苯基膦（BMPP）的铂（II）配合物。制备了（R）-甲基苯基-正丙基膦（MPPP）和薄荷基二苯基膦（MDPP）。甲基二氯硅烷与1,1-二取代的手性烯烃，α-甲基-苯乙烯，2,3-二甲基-1-丁烯和2-甲基-1-丁烯的反应首次实现了催化不对称氢化硅烷化铂催化剂前体[L★PtCl 2 ] 2（L★= BMPP和MPPP），以及部分RMeCHCH 2 SiMeCl 2（R = Ph，i-Pr和Et）已获得。对于三氯硅烷，不对称加成反应总是伴随着烯烃的异构化或二聚化。手性铂络合物催化的4-戊烯基二甲基硅烷的加成环化反应也产生了光学活性的2-甲基-1-硅环戊烷衍生物。

  DOI：

  10.1016/s0022-328x(00)92151-x

文献信息

• Organosilicon compounds
  申请人：——

  公开号：US05710301A1

  公开（公告）日：1998-01-20

  The present invention provides an oganosilicon compound possessing a .beta.-branched alkyl group or a .beta.-branched aralkyl group represented by Formula (I): ##STR1## wherein R.sup.1 represents methyl group or ethyl group; R.sup.2 represents C1-C18 alkyl group or aryl group. The present invention relates to optically active organosilicon compounds for use as a new type of enantio-recognitive material, and organosilicons which can be anticipated for use as a high polymer standard material in one-dimensional semiconductor quantum wire structures.

  本发明提供了一种具有β-支链烷基或β-支链芳基烷基的有机硅化合物，其化学式表示为（I）： ##STR1## 其中R1表示甲基基团或乙基基团；R2表示C1-C18烷基或芳基基团。本发明涉及用作新型对映体识别材料的光学活性有机硅化合物，以及可望用作一维半导体量子线结构中高聚物标准材料的有机硅化合物。
• Optically Active Polysilane Homopolymer: Spectroscopic Evidence of Double-Screw-Sense Helical Segmentation and Reconstruction of a Single-Screw-Sense Helix by the "Cut-and-Paste" Technique
  作者：Michiya Fujiki

  DOI：10.1021/ja00105a043

  日期：1994.12

  We have studied the skeleton conformation of optically active polysilane homopolymer, poly(methyl((S)-2-methylbutyl)silane) (1), as a model of flexible chainlike polymers in solution, by means of various optical spectra (UV absorption, circular dichroism, fluorescence, fluorescence excitation, and fluorescence anisotropy), NMR spectra (C-13 and Si-29), intrinsic viscosity as a function of molecular weight of polymer, screw-sense-selective photolysis, and GPC analysis equipped with a photodiode array UV detector. From a comparison among its circular dichroism, UV absorption, fluorescence, and fluorescence excitation spectra, we concluded that both P-screw-sense, tight helical and M-screw-sense, loose helical segments coexist in the same chain of 1-diastereomeric helical segment-like block structure. The screw-sense-selective photolysis suggests that segments responsible for P- and M-screw-senses consist of nine silicon atoms. On the basis of this conformational model, modified 1* with almost a single P-screw-sense was reconstructed by the screw-sense-selective ''cut-and-paste'' procedure used for original 1.
• Time-Resolved Observation of Chiral-Index-Selective Wrapping on Single-Walled Carbon Nanotube with Non-Aromatic Polysilane
  作者：Woojung Chung、Kazuyuki Nobusawa、Hironari Kamikubo、Mikio Kataoka、Michiya Fujiki、Masanobu Naito

  DOI：10.1021/ja311799m

  日期：2013.2.13

  In the present paper, we ascertain two novel findings on chiral-index-selective binding/separating of single-walled carbon nanotubes (SWNTs) with a nonaromatic polymer, poly(dialkylsilane) (PSi). PSi is a typical sigma-conjugated polymer, composed of alkyl side chains attached to the silicon (Si)-catenated main chain. First, PSi's with linear alkyl side chains showed significant diameter-selective wrapping for SWNTs with ca. 0.9 nm in diameter, resulting in the selective separation of (7,6) and (9,4) SWNTs. Its driving force was demonstrated to be cooperative CH-pi interactions among the alkyl side chains of PSi's and the curved graphene of SWNTs. Second, the dynamic wrapping behavior of PSi's onto SWNTs was elucidated with time-resolved UV spectroscopy. Highly anisotropic UV absorption of PSi along the Si main chain was utilized as a "chromophoric indicator" to monitor the global/local conformations, which enabled us to track kinetic structural changes of PSi's on SWNTs. Consequently, we concluded that upon wrapping, flexible/helical PSi with an average dihedral angle (phi) of 145 degrees and Kuhn's segment length (lambda(-1)) of 2.6 nm interconverted to the more stiffer/planar conformation with 170 degrees and lambda(-1) of 7.4 nm. Furthermore, through kinetic analyses of the time-course UV spectra, we discovered the fact that PSi's involve three distinct structural changes during wrapping. That is, (i) the very fast adsorption of several segments within dead time of mixing (<30 ms), following (ii) the gradual adsorption of loosely wrapped segments with the half-maximum values (tau(1)) of 31.4 ms, and (iii) the slow rearrangement of the entire chains with tau(2) of 123.1 ms, coupling with elongation of the segment lengths. The present results may be useful for rational design of polymers toward chiral-index-selective binding/separating of desired (n,m) SWNTs.
• Catalytic asymmetric hydrosilylation of olefins
  作者：Keiji Yamamoto、Tamio Hayashi、Michio Zembayashi、Makoto Kumada

  DOI：10.1016/s0022-328x(00)92151-x

  日期：1976.10

  2-methyl-1-butene, using a platinum catalyst precursor [L★PtCl2]2 (L★ = BMPP and MPPP), and partly optically active adducts of the type RMeCHCH2SiMeCl2 (R = Ph, i-Pr, and Et) have been obtained. With trichlorosilane, the asymmetric addition reaction was always accompanied by isomerization or dimerization of the olefins. The chiral platinum complex-catalyzed addition-cyclization of 4-pentenyldimethylsilane

  几种含有手性膦，（R）-苄基-甲基苯基膦（BMPP）的铂（II）配合物。制备了（R）-甲基苯基-正丙基膦（MPPP）和薄荷基二苯基膦（MDPP）。甲基二氯硅烷与1,1-二取代的手性烯烃，α-甲基-苯乙烯，2,3-二甲基-1-丁烯和2-甲基-1-丁烯的反应首次实现了催化不对称氢化硅烷化铂催化剂前体[L★PtCl 2 ] 2（L★= BMPP和MPPP），以及部分RMeCHCH 2 SiMeCl 2（R = Ph，i-Pr和Et）已获得。对于三氯硅烷，不对称加成反应总是伴随着烯烃的异构化或二聚化。手性铂络合物催化的4-戊烯基二甲基硅烷的加成环化反应也产生了光学活性的2-甲基-1-硅环戊烷衍生物。