(1-乙基-丙氧基)-三甲基-硅烷 | 53690-73-6

• 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: (1-乙基-丙氧基)-三甲基-硅烷
• 英文名称: (1-ethylpropoxy)trimethylsilane
• 英文别名: 3--pentan；3-trimethylsilanyloxy-pentane；Pentan-3-ol, trimethylsilyl ether；trimethyl(pentan-3-yloxy)silane
• CAS: 53690-73-6
• 化学式: C₈H₂₀OSi
• 分子量: 160.332
• InChiKey: SFHXEMORNOBGTL-UHFFFAOYSA-N

物化性质

• 沸点：
  144.2±8.0 °C(Predicted)
• 密度：
  0.789±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  10
• 可旋转键数：
  4
• 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

• 作为反应物：
  描述：

  (1-乙基-丙氧基)-三甲基-硅烷 生成 2-氟戊烷
  参考文献：
  名称：

  Une evaluation du

  摘要：

  DOI：

  10.1016/s0040-4020(01)83214-2
• 作为产物：
  描述：

  六甲基二硅烷 、 3-戊醇 在 lanthanum(III) nitrate hexahydrate 作用下， 以 乙腈 为溶剂， 以95%的产率得到(1-乙基-丙氧基)-三甲基-硅烷
  参考文献：
  名称：

  Novel and Highly Efficient Protection of Aliphatic Alcohols and Phenols with Hexamethyldisilazane in the Presence of La(NO₃)₃·6 H₂O

  摘要：

  Aliphatic alcohols and phenols are protected with hexamethyldisilazane in the presence of lanthanum nitrate hexahydrate (La(NO3)(3)center dot 6H(2)O) in excellent yields at room temperature.

  DOI：

  10.1080/10426500802509616

文献信息

• H₅IO₆/KI: A New Combination Reagent for Iodination of Aromatic Amines, and Trimethylsilylation of Alcohols and Phenols through<i>in situ</i>Generation of Iodine under Mild Conditions
  作者：Mohammad Ali Zolfigol、Ardeshir Khazaei、Eskandar Kolvari、Nadiya Koukabi、Hamid Soltani、Maryam Behjunia

  DOI：10.1002/hlca.200900259

  日期：2010.3

  A simple method for the in situ generation of iodine using H5IO6/KI has been developed, and its application in silylation of OH group and iodination of aromatic amines is described.

  已开发出一种使用H 5 IO 6 / KI原位生成碘的简单方法，并描述了其在OH基甲硅烷基化和芳族胺碘化中的应用。
• Efficient Trimethylsilylation of Alcohols and Phenols with HMDS in the Presence of a Catalytic Amount of 1,3-Dibromo-5,5-Dimethylhydantoin (DBDMH) as a Safe and Cheap Industrial Chemical
  作者：Ardeshir Khazaei、Amin Rostami、Marjan Mahboubifar

  DOI：10.1002/jccs.200700068

  日期：2007.4

  1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) is found to be an effective catalyst for trimethylsilylation various alcohols and phenols with hexamethyldisilazane (HMDS) in dichloromethane at room temperature.

  1,3-二溴-5,5-二甲基乙内酰脲 (DBDMH) 被发现是在室温下在二氯甲烷中用六甲基二硅氮烷 (HMDS) 三甲基硅烷化各种醇和酚的有效催化剂。
• <i>N</i>-Bromosuccinimide (NBS) — Selective and effective catalyst for trimethylsilylation of alcohols and phenols using hexamethyldisilazane and their regeneration under mild and neutral reaction conditions
  作者：Ardeshir Khazaei、Amin Rostami、Ayeh Raiatzadeh、Marjan Mahboubifar

  DOI：10.1139/v07-029

  日期：2007.5.1

  Structurally diverse alcohols and phenols were trimethylsilylated in a clean and efficient reaction with hexamethyldisilazane (HMDS) based on the use of a catalytic amount of N-bromosuccinimide under both dichloromethane and solvent-free conditions at room temperature. Deprotection of trimethylsilyl ethers was also be achieved efficiently in the presence of a catalytic amount of NBS in methanol at ambient temperature.Key words: N-bromosuccinimide, solvent-free, alcohols, phenols, hexamethyldisilazane, trimethylsilyl ether, catalyst, detrimethylsilylation.

  在室温下的二氯甲烷和无溶剂条件下，使用一定量的 N-溴代琥珀酰亚胺催化剂，通过与六甲基二硅氮烷（HMDS）进行清洁高效的反应，实现了结构多样的醇和酚的三甲基硅烷化。在催化量 NBS 的存在下，在室温下的甲醇中也能有效地实现三甲基硅基醚的脱保护：N-溴代丁二酰亚胺、无溶剂、醇、酚、六甲基二硅氮烷、三甲基硅基醚、催化剂、去甲基硅烷化。
• A New and Efficient Method for the Protection of Alcohols and Phenols by Using Hexamethyldisilazane in the Presence of Anhydrous Ferric Chloride under Mild Reaction Conditions
  作者：Batool Akhlaghinia

  DOI：10.1080/10426500601047487

  日期：2007.4.1

  Alcohols and phenols are protected with hexamethyldisilazane in the presence of anhydrous ferric chloride in good to excellent yields in acetonitrile. This method is highly selective for the conversion of primary alcohols in the presence of secondary and tertiary alcohols and also for conversion phenols.

  醇和酚在无水氯化铁存在下用六甲基二硅氮烷保护，在乙腈中的收率良好至极好。该方法对于在仲醇和叔醇存在下伯醇的转化以及酚类的转化具有高度选择性。
• Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalysed by in situ generated I 2 using Oxone®/KI or cerium ammonium nitrate (CAN)/KI systems under mild conditions
  作者：Eskandar Kolvari、Ardeshir Khazaei、Mohammad Ali Zolfigol、Nadiya Koukabi、Maryam Gilandoust、Neda Bakhit

  DOI：10.1007/s12039-011-0120-5

  日期：2011.9

  Structurally diverse alcohols and phenols were trimethylsilylated in clean and efficient reactions with hexamethyldisilazane (HMDS) in the presence of a catalytic amount of I2 generated in situ from Oxone®/KI or CAN/KI systems. The reactions occur rapidly in good to high yields in wet CH2Cl2 at room temperature.

  结构多样化的醇和酚在六甲基二硅氮烷（HMDS）存在下与由Oxone®/KI或CAN/KI体系原位生成的催化量碘进行的反应中，以清洁高效的方式进行了三甲基硅烷化。这些反应在室温下在湿润的氯仿中迅速进行，产率良好至高。