benzyl methoxymethyl ether | 31600-55-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl methoxymethyl ether
• 英文别名: Benzene, [(methoxymethoxy)methyl]-；methoxymethoxymethylbenzene
• CAS: 31600-55-2
• 化学式: C₉H₁₂O₂
• 分子量: 152.193
• InChiKey: PVWXHEMUPZXLKS-UHFFFAOYSA-N

物化性质

• 沸点：
  208-211 °C(Press: 754 Torr)
• 密度：
  1.004±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  benzyl methoxymethyl ether 在 1-(甲氧基甲氧基)苯 、 四丁基溴化铵 、 1-n-butyl-3-methylimidazolium tetrachloroindate 作用下， 反应 0.07h， 以82%的产率得到溴甲苯
  参考文献：
  名称：

  Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst

  摘要：

  The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.056
• 作为产物：
  描述：

  (trimethylsilyl)phenylmethanol 在 cesium fluoride 二乙基异丙基胺 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 benzyl methoxymethyl ether
  参考文献：
  名称：

  Aryl-substituted cyclic homoaldol products derived from (.alpha.-alkoxybenzyl)trimethylsilanes

  摘要：

  DOI：

  10.1021/jo00017a041

文献信息

• Merging α-Lithiation and Aldol-Tishchenko Reaction to Construct Polyols from Benzyl Ethers
  作者：Carlos Sedano、Rocío Velasco、Samuel Suárez-Pantiga、Roberto Sanz

  DOI：10.1021/acs.orglett.0c03014

  日期：2020.10.16

  α-Lithiobenzyl ethers, generated by selective α-lithiation, undergo an aldol-Tishchenko reaction upon treatment with carboxylic esters and paraformaldehyde. The reaction of the organolithium with the carboxylate generates an intermediate enolate that, after formaldehyde addition, affords 1,2,3-triol derivatives in a straightforward and one-pot manner. These products are obtained as single diastereoisomers

  通过选择性α-锂化生成的α-亚硫基苄基醚经过羧酸酯和多聚甲醛处理后会发生aldol-Tishchenko反应。有机锂与羧酸盐的反应生成中间体烯醇盐，在添加甲醛后，该中间体烯醇化物以直接和一锅法的方式提供1,2,3-三醇衍生物。这些产物以带有四级立体中心的单一非对映异构体形式获得。Aldol-Tishchenko过程的完全非对映控制归因于过渡态下的立体电子偏好。
• P4VPy–CuO nanoparticles as a novel and reusable catalyst: application at the protection of alcohols, phenols and amines
  作者：Farhad Shirini、Abdollah Fallah-Shojaei、Masoumeh Abedini、Laleh Samavi

  DOI：10.1007/s13738-016-0887-x

  日期：2016.9

  P4VPy–CuO nanoparticles were synthesized using ultrasound irradiations. Relevant properties of the synthesized nanoparticles were investigated by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and Fourier transform infrared spectroscopy. After identification, the prepared reagent was used for the promotion of different types of protection reactions of alcohols, phenols and amines. Easy workup, short reaction times, excellent yields, relatively low cost and reusability of the catalyst are the striking features of the reported methods.

  采用了超声波辐照法合成了P4VPy–CuO纳米粒子。通过X射线衍射、扫描电子显微镜、透射电子显微镜和傅里叶变换红外光谱对合成的纳米粒子的相关性质进行了研究。在鉴定之后，制备的试剂被用于促进不同类型的醇、酚和胺的保护反应。操作简便、反应时间短、产率高、成本相对较低以及催化剂的重复使用性是所报道方法的显著特点。
• Microwave-assisted rapid and efficient deprotection and direct esterification and silylation of MOM and EOM ethers catalyzed by [Hmim][HSO4] as a Brønsted acidic ionic liquid
  作者：Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Ahmad Reza Khosropour、Arsalan Mirjafari

  DOI：10.1007/s00706-010-0373-6

  日期：2010.10

  Abstract1-Methylimidazolium hydrogensulfate, [Hmim][HSO4], a Brønsted acidic room temperature ionic liquid, is used as a catalyst and reaction medium for facile and eco-friendly deprotection of methoxymethyl (MOM) and ethoxymethyl (EOM) ethers to their corresponding alcohols under thermal conditions (Δ) and microwave irradiation (MW). Furthermore, one-pot interconversion to the respective acetates and

  摘要布朗斯台德酸性室温离子液体1-甲基咪唑硫酸氢盐[Hmim] [HSO 4 ]被用作催化剂和反应介质，可对甲氧基甲基（MOM）和乙氧基甲基（EOM）醚进行简便且环保的脱保护醇在热条件（Δ）和微波辐射（MW）下。此外，还实现了一锅转化为各自的乙酸酯和三甲基甲硅烷基（TMS）醚。 图形概要
• H₃PW₁₂O₄₀ — A selective, environmentally benign, and reusable catalyst for the preparation of methoxymethyl and ethoxymethyl ethers and their deprotections under mild conditions
  作者：Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Arsalan Mirjafari

  DOI：10.1139/v08-068

  日期：2008.8.1

  methoxymethyl (MOM) and ethoxymethyl (EOM) ethers in the presence of catalytic amounts of H3PW12O40 at room temperature under solvent-free conditions. Selective protection of primary and secondary alcohols in the presence of phenols and tertiary alcohols was achieved by this method. Deprotection of these ethers to their parent alcohols was also performed using this catalyst in ethanol under reflux conditions

  在无溶剂条件下，在催化量的 H3PW12O40 存在下，不同类型的伯醇和仲醇在室温下有效地转化为其相应的甲氧基甲基 (MOM) 和乙氧基甲基 (EOM) 醚。通过这种方法实现了在酚类和叔醇存在下对伯醇和仲醇的选择性保护。在回流条件下，在乙醇中使用这种催化剂也可以将这些醚脱保护为它们的母体醇。我们还发现，在酚类和叔醚、甲基和苄基醚、酯和三甲基甲硅烷基醚的存在下，伯醚和仲 MOM 和 EOM 醚被这种催化剂选择性地脱保护。该方案的显着优点是产量高、反应时间短、易于处理、无毒、
• A Facile Preparation of Methoxymethyl Ethers of Primary and Secondary Alcohols with Dimethoxymethane Catalysed by Expansive Graphite
  作者：Tong-Shou Jin、Tong-Shuang Li、Yong-Tao Gao

  DOI：10.1080/00032719808006481

  日期：1998.3.1

  Abstract An easy preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane has been carried out in excellent yield under catalysis of expansive graphite.

  摘要 在膨胀石墨的催化下，以二甲氧基甲烷简单地制备了伯醇和仲醇的甲氧基甲基醚，收率良好。