4-chloro-1-[(ethoxymethoxy)methyl]benzene | 1202-68-2

• 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: 4-chloro-1-[(ethoxymethoxy)methyl]benzene
• 英文别名: 4-chloro-1-(ethoxymethoxy)methyl benzene；4-ClC6H4CH2OEOM；Ethoxy-(4-chlor-benzyloxy)-methan；1-Chloro-4-(ethoxymethoxymethyl)benzene
• CAS: 1202-68-2
• 化学式: C₁₀H₁₃ClO₂
• 分子量: 200.665
• InChiKey: SIGRBQLNFAZQRT-UHFFFAOYSA-N

物化性质

• 沸点：
  93-94 °C(Press: 3 Torr)
• 密度：
  1.1385 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chloro-1-[(ethoxymethoxy)methyl]benzene 在 1-甲基咪唑硫酸盐 作用下， 反应 0.02h， 以95%的产率得到4-氯苯甲醇
  参考文献：
  名称：

  [Hmim] [HSO 4]作为布朗斯台德酸性离子液体催化的微波辅助快速有效的MOM和EOM醚的脱保护以及直接酯化和甲硅烷基化

  摘要：

  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

  DOI：

  10.1007/s00706-010-0373-6
• 作为产物：
  描述：

  二乙氧基甲烷 、 4-氯苯甲醇 在 1-butyl-3-methylimidazolium tetrachloroindate 作用下， 反应 0.03h， 以97%的产率得到4-chloro-1-[(ethoxymethoxy)methyl]benzene
  参考文献：
  名称：

  [C4mim][InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers

  摘要：

  摘要 提出了一种简单、绿色且选择性强的方法，利用Lewis酸性室温离子液体[C4mim][InCl4]作为催化剂和反应介质，在常温、微波和超声辐射下，对一级和二级醇进行甲氧基甲基化和乙氧基甲基化。在该催化系统中，相应的MOM和EOM醚以优良的收率和短时间的反应获得。此外，该催化系统还用于在热条件及微波和超声辐射下，将这些保护醇温和高效地转化为相应的醋酸酯和三甲基硅醚。

  DOI：

  10.1016/j.crci.2010.08.006

文献信息

• 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、
• H3PW12O40–[bmim][FeCl4]: A novel and green catalyst-medium system for microwave-promoted selective interconversion of alkoxymethyl ethers into their corresponding nitriles, bromides and iodides
  作者：Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiolah Mirkhani、Arsalan Mirjafari

  DOI：10.1016/j.crci.2010.03.015

  日期：2010.12

  Résumé In the present work, the catalytic activity of 12-tungstophosphoric acid immobilized on [bmim][FeCl4] ionic liquid as a highly efficient and eco-friendly catalytic system for rapid and chemoselective direct conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides and iodides under microwave irradiation is reported. In these reactions, the products are obtained in high yields. The catalyst exhibited remarkable reactivity and was reused several times.

  摘要 在本研究中，报道了将12-钨磷酸固定在[bmim][FeCl4]离子液体上的催化活性，作为一种高效且环保的催化体系，用于在微波辐照下快速且化学选择性地将MOM-或EOM-醚直接转化为相应的腈、溴化物和碘化物。在这些反应中，产物的得率很高。催化剂表现出显著的反应性，并且多次重复使用。
• H3PW12O40@[bmim][FeCl4]: A green catalytic system for alkoxymethylation of alcohols and their one-pot interconversion to acetates and TMS-ethers
  作者：I. Mohammadpoor-Baltork、M. Moghadam、S. Tangestaninejad、V. Mirkhani、A. R. Khosropour、A. Mirjafari

  DOI：10.1007/bf03249085

  日期：2011.6

  12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.
• Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst
  作者：Arsalan Mirjafari、Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Ahmad Reza Khosropour

  DOI：10.1016/j.tetlet.2010.04.056

  日期：2010.6

  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.
• 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