di(methyl)tert-butyl(tert-butoxy)silane | 80522-38-9

• 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: di(methyl)tert-butyl(tert-butoxy)silane
• 英文别名: t-Butoxy-t-butyl-dimethylsilane；tert-butyl-dimethyl-[(2-methylpropan-2-yl)oxy]silane
• CAS: 80522-38-9
• 化学式: C₁₀H₂₄OSi
• 分子量: 188.385
• InChiKey: QCAUFFODNUFKIY-UHFFFAOYSA-N

物化性质

• 沸点：
  150.0±8.0 °C(Predicted)
• 密度：
  0.798±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  12
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 10.17h， 生成 di(methyl)tert-butyl(tert-butoxy)silane
  参考文献：
  名称：

  Studies with trialkylsilyltriflates: new syntheses and applications

  摘要：

  DOI：

  10.1016/s0040-4039(01)81930-4

文献信息

• Preparation of Nano Silica Supported Sodium Hydrogen Sulfate: As an Efficient Catalyst for the Trimethyl, Triethyl and<i>t</i>-Butyldimethyl Silylations of Aliphatic and Aromatic Alcohols in Solution and under Solvent-free Conditions
  作者：Abdolreza Abri、Somayeh Ranjdar

  DOI：10.1002/jccs.201300586

  日期：2014.8

  Nano silica supported sodium hydrogen sulfate has been prepared by mixing NaHSO4 with activated Nano silicagel. We wish to report a new method for the synthesis of trimethyl (TMS), triethyl (TES) and t‐butyldimethyl silyl (TBS) ethers from benzylic, allylic, propargylic alcohols, phenols, naphtholes and some of phenolic drugs in the solution and under solvent‐free conditions.

  通过将NaHSO 4与活化的纳米硅胶混合，制备了纳米二氧化硅负载的硫酸氢钠。我们希望报告一种在溶液中和溶液中由苄基，烯丙基，炔丙醇，酚，萘酚和某些酚类药物合成三甲基（TMS），三乙基（TES）和叔丁基二甲基甲硅烷基（TBS）醚的新方法无溶剂条件。
• A Convenient Method for Protection and Deprotection of Alcohols and Phenols as Alkylsilyl Ethers Catalyzed by Iodine Under Microwave Irradiation
  作者：Ira Saxena、Nabajyoti Deka、Jadab C. Sarma、Sadao Tsuboi

  DOI：10.1081/scc-120026335

  日期：2003.12.1

  Abstract Irradiation of alcohols or phenols with tert-butyldimethylsilyl chloride (TBDMSCl) or trimethylsilyl chloride (TMSCl) in presence of catalytic amount (20 mol%) of iodine in a microwave oven for 2 min gives the corresponding silyl ethers in excellent yield. Iodine in methanol deprotects the silyl ether into its parent alcohol or phenol under similar reaction conditions.

  摘要 在催化量 (20 mol%) 的碘存在下，用叔丁基二甲基氯硅烷 (TBDMSCl) 或三甲基氯硅烷 (TMSCl) 将醇或酚类物质在微波炉中照射 2 分钟，以优异的收率得到相应的甲硅烷基醚。在类似的反应条件下，甲醇中的碘将甲硅烷基醚脱保护为其母体醇或酚。
• Substituent Effects on the Reactivity of the Silicon−Carbon Double Bond. Resonance, Inductive, and Steric Effects of Substituents at Silicon on the Reactivity of Simple 1-Methylsilenes
  作者：William J. Leigh、Rabah Boukherroub、Corinna Kerst

  DOI：10.1021/ja981435d

  日期：1998.9.1

  -diazomethanes leads to the formation of reactive silenes which can be detected directly in solution, allowing detailed studies of the kinetics and mechanisms of their reactions with nucleophiles. Over 30 transient silenes have now been studied by these methods, providing the opportunity to systematically assess the effects of substituents at silicon and carbon on the reactivity of the Si=C bond.

  各种有机硅化合物（例如芳基、乙烯基和炔基乙硅烷、硅杂环丁烷和硅杂环丁烯以及 α-甲硅烷基烯酮和 -重氮甲烷）的激光闪光光解导致形成可直接在溶液中检测到的反应性硅烯，从而可以对动力学进行详细研究以及它们与亲核试剂的反应机制。现在已经通过这些方法研究了 30 多种瞬态硅烯，提供了系统评估硅和碳上的取代基对 Si=C 键反应性的影响的机会。
• Silyl methallylsulfinates: efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
  作者：Xiaogen Huang、Cotinica Craita、Loay Awad、Pierre Vogel

  DOI：10.1039/b417894g

  日期：——

  Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products.

  在无碱条件下，在硅烷美克基亚基亚基亚基亚基亚基硫酸盐的存在下，醇、酚和羧酸以很高的产率进行硅化，同时生成挥发性副产品。
• Boron Compounds; 69¹. Introduction and Removal of<i>t</i>-Butyldimethylsilyl Groups via Diethylboryloxy Compounds
  作者：Wilhelm V. Dahlhoff、Kalulu M. Taba

  DOI：10.1055/s-1986-31703

  日期：——

  O-Diethylboryl compounds react with t-butyldimethylsilylacetylacetonate in the presence of trimethylsilyl triflate at room temperature to give the corresponding t-butyldimethylsilyl ethers, which are easily deprotected, forming O-diethylboryl ethers on reaction with tetraethyldiboroxane.

  O-二乙基硼基化合物在三氟甲磺酸三甲基硅酯存在下与叔丁基二甲基甲硅烷基乙酰丙酮酯在室温下反应，得到相应的叔丁基二甲基甲硅烷基醚，该醚很容易脱保护，与四乙基二硼烷反应形成O-二乙基硼基醚。