1-乙炔-1-(三甲基硅氧基)环己烷 | 62785-90-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-乙炔-1-(三甲基硅氧基)环己烷
• 英文名称: 1-ethynyl-1-(trimethylsiloxy)cyclohexane
• 英文别名: 1-ethenyl-1-(trimethylsilyloxy)cyclohexane；1-ethynyl-1-(trimethylsilyloxy)cyclohexane；2(1-trimethylsilyloxycyclohexyl)-eth-1-yne；2-(1-trimethylsilyloxycyclohexyl)-1-ethyne；1-ethynyl-1-trimethylsilyloxycyclohexane；1-ethynyl-1-trimethylsiloxy-cyclohexane；Silane, [(1-ethynylcyclohexyl)oxy]trimethyl-；(1-ethynylcyclohexyl)oxy-trimethylsilane
• CAS: 62785-90-4
• 化学式: C₁₁H₂₀OSi
• 分子量: 196.365
• InChiKey: KJDMMCYMVUTZSN-UHFFFAOYSA-N

物化性质

• 沸点：
  78 °C(Press: 20 Torr)
• 密度：
  0.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2931900090

反应信息

• 作为反应物：
  描述：

  1-乙炔-1-(三甲基硅氧基)环己烷 在 乙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以1.6 g的产率得到炔环己醇
  参考文献：
  名称：

  摘要：

  Effects of structural factors in silyl ethers derived from terminal acetylenic alcohols on 1,4-O-->C-sp migration of the silyl group in the Iotsitch reagent were studied. The effect of steric factor at the carbon atom neighboring to the reaction center was found to be stronger than that at the silicon atom in the migrating group.

  DOI：

  10.1023/a:1025529428307
• 作为产物：
  描述：

  环己酮 生成 1-乙炔-1-(三甲基硅氧基)环己烷
  参考文献：
  名称：

  An efficient conversion of keto groups into dihydroxyacetone groups: Oxidation of ethynylcarbinol intermediates by using hypervalent iodine reagent

  摘要：

  DOI：

  10.1016/s0040-4039(00)89264-3

文献信息

• Preparation of Solid Polyfunctional Alkynylzinc Pivalates with Enhanced Air and Moisture Stability for Organic Synthesis
  作者：Yi-Hung Chen、Carl Phillip Tüllmann、Mario Ellwart、Paul Knochel

  DOI：10.1002/anie.201704400

  日期：2017.7.24

  We report the preparation of solid and air‐stable polyfunctionalized alkynylzinc pivalates from the corresponding alkynes using TMPZnOPiv (TMP=2,2,6,6‐tetramethylpiperidyl) as base. These organozinc pivalates are obtained as powders under mild conditions in excellent yields and can be manipulated in air for several hours without significant decomposition. These zinc reagents show an excellent reactivity

  我们报告了使用TMPZnOPiv（TMP = 2,2,6,6-四甲基哌啶基）为基础从相应的炔烃制备固体和空气稳定的多官能炔基锌新戊酸酯。这些有机新戊酸酯在温和的条件下以粉末形式以优异的收率获得，并且可以在空气中操作数小时而不会发生明显的分解。这些锌试剂在各种碳-碳键形成反应和1,3-偶极环加成反应中显示出极好的反应性。新戊酸炔基锌已用于制备具有潜在抗肿瘤活性的羧酰胺基三唑，其分八步进行，总收率为38％。
• 1-Substituted-1-oxo-prostane-derivatives of the E, A and F series
  申请人：American Cyanamid Company

  公开号：US04297516A1

  公开（公告）日：1981-10-27

  The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain, a substituent selected from the group consisting of: ##STR1## wherein R is C.sub.1 to C.sub.6 alkyl, and phenyl or phenyl substituted with one or more substituents selected from the group consisting of C.sub.1 -C.sub.4 alkyl, OR.sub.16, SR.sub.16, F, or Cl, and R.sub.16 is C.sub.1 to C.sub.6 alkyl.

  本发明公开的药物活性前列腺素衍生物属于E、F或A系列，在α链的末端亚甲基碳上有一个取代基，该取代基从以下组中选择：##STR1## 其中R是C.sub.1至C.sub.6烷基，和苯基或苯基，苯基上带有1个或多个取代基，该取代基从以下组中选择：C.sub.1-C.sub.4烷基，OR.sub.16，SR.sub.16，F或Cl，R.sub.16是C.sub.1至C.sub.6烷基。
• Catalytic 1,2-Dicyanation of Alkynes by Palladium(II) under Aerobic Conditions
  作者：Shigeru Arai、Takashi Sato、Atsushi Nishida

  DOI：10.1002/adsc.200900334

  日期：2009.8

  various alkynes in the presence of trimethylsilyl cyanide (TMSCN) by palladium(II) catalysis under aerobic conditions is investigated. This reaction includes two cyanation pathways, syn- and anti-cyanopalladation to alkynes that are activated by Pd(II). High syn-selectivity was observed in the reaction using terminal alkynes that have bulky substituents at a propargyl position and aliphatic internal

  在有氧条件下，通过钯（II）催化研究了在三甲基甲硅烷基氰化物（TMSCN）存在下，各种炔烃的立体选择性1,2-二氰化反应。该反应包括两个氰化途径，即通过Pd（II）活化的炔烃的顺式和反式氰化钯。高顺式使用具有在一个炔丙基位置和脂族内炔庞大的取代基末端炔烃的反应中观察到-选择性。此外，在炔丙基位置具有N-芳烃磺酰基官能度的底物上观察到显着的加速，这表明亚砜和碳-碳三键均充当Pd（II）的路易斯碱。
• 11-(2-Hydroxyethylthio)prostenoic acid E.sub.2 series derivatives
  申请人：American Cyanamid Company

  公开号：US04085272A1

  公开（公告）日：1978-04-18

  This disclosure describes certain 11-(2-hydroxyethylthio)-9-keto-prostenoic acid E series derivatives, and their intermediates, useful as bronchodilators and inflammatory medeator release inhibitors.

  本披露涉及某些11-(2-羟乙基硫基)-9-酮-前列腺素酸E系列衍生物及其中间体，可用作支气管扩张剂和炎症介质释放抑制剂。
• 1-Hydroxymethyl-1-1-oxo prostane derivatives of the E and F series
  申请人：American Cyanamid Company

  公开号：US04254285A1

  公开（公告）日：1981-03-03

  The invention disclosed herein relates to pharmacologically active prostaglandin derivatives of the E, F, or A series having on the terminal methylene carbon of the alpha chain a substituent selected from the group consisting of: ##STR1## wherein R is an alkyl group and R.sub.15 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, di-C.sub.1 -C.sub.4 -alkylamino, and phenyl orphenyl substituted with one or more substituents selected from the group consisting of C.sub.1 -C.sub.4 alkyl, OR, SR, F, or Cl wherein R is as previously defined.

  本发明涉及具有在α链的末端亚甲基碳上选择自以下组成的取代基的E、F或A系列药理活性前列腺素衍生物：##STR1## 其中R是烷基基团，R.sub.15是C.sub.1 -C.sub.4烷基，C.sub.1 -C.sub.4烷氧基，二C.sub.1 -C.sub.4-烷基氨基，以及苯基或苯基取代物，所述苯基或苯基取代物中取代基选择自C.sub.1 -C.sub.4烷基，OR，SR，F或Cl的组成，其中R如前所定义。