allyldimethylethoxysilane | 18269-47-1

• 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: allyldimethylethoxysilane
• 英文别名: ethoxy-allyl-dimethyl-silane；Aethoxy-allyl-dimethyl-silan；dimethylethoxyallylsilane；Allyl(ethoxy)dimethylsilane；ethoxy-dimethyl-prop-2-enylsilane
• CAS: 18269-47-1
• 化学式: C₇H₁₆OSi
• 分子量: 144.289
• InChiKey: FEIZMBLMTCAJSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  122.6-123.2 °C
• 密度：
  0.7972 g/cm3(Temp: 25 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  allyldimethylethoxysilane 在 oxonium 作用下， 生成 1-丙醇,3-(二甲基-2-丙烯基甲硅烷基)-
  参考文献：
  名称：

  分子内亲核攻击硅产生阴离子中间体

  摘要：

  苄基和烯丙基阴离子可通过分子内醇盐的攻击从苄基和烯丙基硅烷中生成。

  DOI：

  10.1016/s0040-4039(00)61766-5
• 作为产物：
  描述：

  烯丙基三乙氧基硅烷 在 CH₃MgBr 作用下， 以 not given 为溶剂， 生成 allyldimethylethoxysilane
  参考文献：
  名称：

  Organosiloxanes containing methallyl silicon oxide groups

  摘要：

  公开号：

  US02595727A1

文献信息

• Photolysis of organopolysilanes. The reaction of silylenes with allyl ethyl ether
  作者：Mitsuo Ishikawa、Seiji Katayama、Makoto Kumada

  DOI：10.1016/s0022-328x(00)98707-2

  日期：1983.6

  methylphenylsilylene, phenyl(trimethylsilyl)silylene, and mesityl(trimethylsilyl)silylene with allyl ethyl ether have been investigated. Irradiation of dodecamethylcyclohexasilane in the presence of allyl ethyl ether at 10°C afforded 2-ethoxy-1,2-dimethyl-1-silacyclopropane, while similar photolysis at 35°C gave allylethoxydimethylsilane. The reaction of methylphenylsilylene and phenyl(trimethylsilyl)silylene

  研究了光化学生成的二甲基甲硅烷基，甲基苯基甲硅烷基，苯基（三甲基甲硅烷基）甲硅烷基和均三（三甲基甲硅烷基）甲硅烷基与烯丙基乙基醚的反应。在烯丙基乙基醚存在下于10℃辐射十二甲基环己硅烷，得到2-乙氧基-1,2-二甲基-1-硅环丙烷，而在35°C下类似的光解得到烯丙基乙氧基二甲基硅烷。甲基苯基亚甲硅烷基和苯基（三甲基甲硅烷基）亚甲硅烷基在10℃下的反应给出了各自的硅杂环丙烷，但在高温下得到了相应的重排的烯丙基硅烷衍生物。
• Far-UV laser flash photolysis in solution. A time-resolved spectroscopic study of the chemistry of 1,1-dimethyl-1,3-(1-sila)-butadiene
  作者：Corinna Kerst、Martin Byloos、William J. Leigh

  DOI：10.1139/v97-117

  日期：1997.7.1

  Laser flash photolysis (193 nm) of 1,1-dimethyl-(1-sila)cyclobut-2-ene in hexane solution leads to the formation of a transient species [Formula: see text] assigned to 1,1-dimethyl-1,3-(1-sila)butadiene on the basis of its UV absorption spectrum (λ_max = 312 nm), and reactivity toward methanol (k_MeOH = (3.6 ± 0.1) × 10⁹ M⁻¹ s⁻¹; k_H/k_D = 1.3 ± 0.1), ethanol (k_EtOH = (2.41 ± 0.06) × 10⁹ M⁻¹ s⁻¹), tert-butanol (k_BuOH = (1.8 ± 0.1) × 10⁹ M⁻¹ s⁻¹; k_H/k_D = 1.5 ± 0.1), and oxygen [Formula: see text]. Experiments using isooctane and acetonitrile as solvent are also described. In acetonitrile, the lifetime of the silene is shortened considerably compared to hydrocarbon solvents, presumably due to quenching by adventitious water. In isooctane, under conditions of low excitation intensity, the siladiene decays with clean pseudo-first-order kinetics and a maximum lifetime of ~ 5 μs at 23 °C. The decay rate constant varies only slightly with temperature over the 20–60 °C range, leading to Arrhenius activation parameters of E_a = 0.5 ± 0.2 kcal/mol and log A = 5.7 ± 0.2. While steady state irradiation experiments suggest that in the absence of silene traps the predominant fate of the silabutadiene is thermal ring closure to regenerate the precursor, it is concluded that the rate constants and activation parameters for decay of the siladiene measured by flash photolysis represent a composite of those due to thermal electrocyclic ring closure (with E_a > ~3 kcal/mol) and reaction with adventitious quenchers (probably water, with E_a < 0). The measured Arrhenius parameters for reaction of the siladiene with methanol in isooctane (E_a = −2.6 ± 0.3 kcal/mol and log A = 7.6 ± 0.3) are consistent with this proposal. The potential and limitations of the use of 193-nm laser excitation for flash photolysis studies in solution are discussed. Keywords: far-UV, silene, flash photolysis, kinetics, electrocyclic.

  1,1-二甲基-(1-硅)环丁-2-烯在己烷溶液中进行激光闪光光解（193 nm），导致产生一种瞬态物种 [Formula: see text]，根据其紫外吸收光谱（λ_max = 312 nm）和对甲醇的反应性（k_MeOH = (3.6 ± 0.1) × 10⁹ M⁻¹ s^{−1>; k_H/k_D = 1.3 ± 0.1）、乙醇（k_EtOH = (2.41 ± 0.06) × 109 M−1 s−1>）、叔丁醇（k_BuOH = (1.8 ± 0.1) × 109 M−1 s−1>；k_H/k_D = 1.5 ± 0.1）和氧气 [Formula: see text]，被归属为1,1-二甲基-1,3-(1-硅)丁二烯。还描述了在异辛烷和乙腈作为溶剂的实验。在乙腈中，硅烯的寿命相比烃类溶剂明显缩短，可能是由于被偶发水熄灭。在异辛烷中，在低激发强度条件下，硅二烯以清洁的伪一级动力学衰减，最大寿命约为23°C时的5 μs。在20–60°C范围内，衰减速率常数随温度变化仅略微变化，导致阿伦尼乌斯激活参数为 E_a = 0.5 ± 0.2 kcal/mol 和 log A = 5.7 ± 0.2。尽管稳态照射实验表明，在缺乏硅烯陷阱的情况下，硅丁二烯的主要命运是热环闭合以再生前体，但结论是，通过闪光光解测量的硅二烯的衰减速率常数和激活参数代表了热电环闭合（E_a > ~3 kcal/mol）和与偶发熄灭剂（可能是水，E_a < 0）反应的复合。在异辛烷中硅二烯与甲醇反应的阿伦尼乌斯参数（E_a = −2.6 ± 0.3 kcal/mol 和 log A = 7.6 ± 0.3）与该提议一致。讨论了在溶液中使用193nm激光激发进行闪光光解研究的潜力和局限性。关键词：远紫外，硅烯，闪光光解，动力学，电环闭合。}
• Reaction of dimethylsilylene with allyl ethers
  作者：Victor J. Tortorelli、Maitland Jones

  DOI：10.1039/c39800000785

  日期：——

  Dimethylsilylene, generated by photolysis of dodecamethylcyclohexasilane, reacts with alkyl allylethers to give alkoxyallyldimethylsilanes.

  通过十二甲基环己硅烷的光解反应生成的二甲基甲硅烷基与烷基烯丙基醚反应生成烷氧基烯丙基二甲基硅烷。
• PREPARATION OF (POLY)SULFIDE ALKOXYSILANES AND NOVEL INTERMEDIATES THEREFOR
  申请人：Mignani Gérard

  公开号：US20100145089A1

  公开（公告）日：2010-06-10

  At least one polythio alkoxy and/or halosilane is/are prepared by reacting at least one sulfur-containing reagent (Rs) with at least one alkoxy and/or halosilane; intermediates therefor include the thio alkoxy and/or halosilanes of formula (CH 3 CH 2 O)(Me) 2 Si—(CH 2 ) 3 —S—CO—(CH 2 ) 5 —CH 3 .

  至少一种聚硫烷氧基和/或卤代硅烷是通过将至少一种含硫试剂(Rs)与至少一种烷氧基和/或卤代硅烷反应制备而成；其中间体包括具有以下结构的硫烷氧基和/或卤代硅烷：(CH3CH2O)(Me)2Si—(CH2)3—S—CO—(CH2)5—CH3。
• PREPARATION OF ORGANOMONOALKOXY (OR MONOHYDROXY) SILANES FROM ALKOXYSILANES/ORGANOMETALLIC COMPOUNDS
  申请人：Vidal Thierry

  公开号：US20100185005A1

  公开（公告）日：2010-07-22

  Organomonoalkoxy/monohydroxy silanes, particularly halogenated or aklenylated organomonoalkoxy (or monohydroxy) silanes, which are useful intermediates in organic syntheses, are prepared by reacting an alkoxysilane with an organometallic compound suited for substituting at least certain of the alkoxy functions of the alkoxysilane with a monovalent hydrocarbon radical other than alkoxy and co-preparing a metallic alkoxylate by-product capable of denaturing the substituted silanes thus obtained, including contacting the metallic alkoxylate with at least one agent (A) reactive with the alkoxy functions of the alkoxylate to generate one or more species inert relative to the alkoxysilane, such agent (A) being selected from among the electrophile and/or mineral acid groups.

  有机单烷氧基/单羟基硅烷，尤其是卤代或烯基化的有机单烷氧基（或单羟基）硅烷，这些物质是有机合成中有用的中间体，通过将一种烷氧基硅烷与适合用于用单价碳氢基替代该烷氧基硅烷中至少某些烷氧基的有机金属化合物反应而制备，同时共同制备能够使得到的被取代硅烷变性的金属烷氧酸盐副产物，包括将金属烷氧酸盐与至少一种与烷氧基化合物的烷氧基发生反应以生成相对于烷氧基硅烷惰性的一种或多种物质的试剂（A）接触，该试剂（A）从电子亲合和/或矿酸基团中选取。