(Z)-hept-1-en-1-yltrimethylsilane | 89201-89-8

• 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: (Z)-hept-1-en-1-yltrimethylsilane
• 英文别名: (Z)-1-heptenyltrimethylsilane；1-trimethylsilylhept-1(Z)-ene；Z-1-Trimethylsilyl hept-1-ene；(Z)-1-trimethylsilylheptene；hept-1-en-c-yl-trimethyl-silane；Hept-1-en-c-yl-trimethyl-silan；[(Z)-hept-1-enyl]-trimethylsilane
• CAS: 89201-89-8
• 化学式: C₁₀H₂₂Si
• 分子量: 170.37
• InChiKey: IPPLOBUBXLEDLV-KTKRTIGZSA-N

物化性质

• 沸点：
  102 °C(Press: 68 Torr)
• 密度：
  0.764±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (Z)-hept-1-en-1-yltrimethylsilane 在 disodium hydrogenphosphate 、 sodium azide 、 氯化铵 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 (1S,2S)-1-Azido-1-trimethylsilanyl-heptan-2-ol
  参考文献：
  名称：

  Stereoselective Synthesis of Enamides by a Peterson Reaction Manifold

  摘要：

  [GRAPHICS]Vinylsilanes are converted into enamides by a sequence comprising epoxidation, nucleophilic ring opening of the resulting epoxysilanes with NaN3, and reduction of the azide, followed by a "one-pot" N-acylation/Peterson elimination process. This method is distinguished by its wide applicability and stereoselective course.

  DOI：

  10.1021/ol016848p
• 作为产物：
  描述：

  1-庚烯 在 正丁基锂 、 镍 作用下， 生成 (Z)-hept-1-en-1-yltrimethylsilane
  参考文献：
  名称：

  The Stereochemistry of the Addition of Silicochloroform to Acetylenes

  摘要：

  DOI：

  10.1021/ja01552a072

文献信息

• Simple preparation of α-bromo acyl silanes α-ketoacyl silanes and α-ketoesters from silyl acetylenes
  作者：Philip C Bulman Page、Stephen Rosenthal

  DOI：10.1016/s0040-4020(01)82037-8

  日期：1990.1

  α-Bromo- and α-keto-acyl silanes may simply and efficiently be prepared in short reaction schemes from silyl acetylenes; α-ketoacyl silanes are also implicated in a one-pot synthesis of α-ketoesters from silyl acetylenes.

  α-溴和α-酮基硅烷可以在短的反应方案中由甲硅烷基乙炔简单有效地制备。α-酮酰基硅烷也涉及由甲硅烷基乙炔的一锅法合成α-酮酯。
• Synthesis and Reactions of 1-(Trimethylsilyl)allyl Chloride
  作者：Nobujiro Shimizu、Fumihiro Shibata、Yuho Tsuno

  DOI：10.1246/bcsj.57.3017

  日期：1984.10

  1-(Trimethylsilyl)allyl chloride prepared conveniently from 1,3-dichloropropene reacted smoothly with organocopper compounds yielding terminal alkenylsilanes, while its Grignard reactions with carbonyl compounds gave the corresponding alcohols with the regioselection depending sensitively on substrates.

  由 1,3-二氯丙烯方便地制备的 1-（三甲基甲硅烷基）烯丙基氯与有机铜化合物顺利反应生成末端烯基硅烷，而其与羰基化合物的格利雅反应生成相应的醇，区域选择取决于底物。
• A highly stereoselective synthesis of (z)-1-phenylthio-1-trialkyl- silylalkenes from 1-methoxy-1-phenylthio-1-trialkylsilylalkanes
  作者：Tadakatsu Mandai、Makoto Kohama、Hiroaki Sato、Mikio Kawada、Jiro Tsuji

  DOI：10.1016/s0040-4020(01)85580-0

  日期：1990.1

  A new method for the highly stereoselective synthesis of (Z) -1-phenylthio-1-trialkylsilylalkenes 3 by the elimination of methanol from 1-methoxy-1-phenylthio-1-trialkylsilylalkane 2 in organic solvents is described.

  描述了通过在有机溶剂中从1-甲氧基-1-苯基硫代-1-三烷基甲硅烷基烷烃2中除去甲醇来高度立体选择性地合成（Z）-1-苯基硫-1-三烷基甲硅烷基烯烃3的新方法。
• An umpolung of aryl and vinyl halides using tris-(trimethylsilyl)aluminum an approach to - and -bridged aromatics
  作者：Barry M. Trost、Jun-ichi Yoshida

  DOI：10.1016/s0040-4039(01)99804-1

  日期：1983.1
• A simple synthesis of B-2-(1-trimethylsilyl-1-alkyl)-1,3,2-dioxaborinanes. Isolation and selective oxidation to 1-trimethylsilyl-1-alkanols
  作者：Narayan G. Bhat、Amanda Garza

  DOI：10.1016/s0040-4039(03)01750-7

  日期：2003.9

  (Z)-1-Trimethylsilyl-1-alkenes easily prepared by the hydroboration of the corresponding 1-trimethylsilyl-1-alkynes followed by protonolysis with acetic acid, readily react with dibromoborane-methyl sulfide complex in dichloromethane for 6 h. The resulting solution is then treated with 1,3-propane diol in a 1:1 mixture of dichloromethane and n-pentane at 0degreesC for half an hour to provide the corresponding gem-dimetalloalkanes containing boron and silicon. These alpha-trimethylsilylalkylboronate esters are purified by vacuum distillation in high yields (72-84%) and the structures of these novel intermediates are further confirmed by selective oxidation with alkaline hydrogen peroxide to provide the corresponding alcohols containing trimethylsilyl group. (C) 2003 Elsevier Ltd. All rights reserved.