2,4-二氯-1-(甲氧基甲氧基)甲基苯 | 877468-98-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二氯-1-(甲氧基甲氧基)甲基苯
• 英文名称: 2,4-dichloro-1-(methoxymethoxy)methyl benzene
• 英文别名: 2,4-Dichloro-1-(methoxymethoxymethyl)benzene
• CAS: 877468-98-9
• 化学式: C₉H₁₀Cl₂O₂
• 分子量: 221.083
• InChiKey: MAWPBNOICCHSOI-UHFFFAOYSA-N

物化性质

• 沸点：
  253.5±30.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 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

反应信息

• 作为反应物：
  描述：

  2,4-二氯-1-(甲氧基甲氧基)甲基苯 在 四丁基溴化铵 、 1-n-butyl-3-methylimidazolium tetrachloroindate 作用下， 反应 0.09h， 以77%的产率得到2,4-二氯溴苄
  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：

  2,4-二氯苄醇 、 二甲醇缩甲醛 在 phosphotungstic acid 作用下， 反应 4.0h， 以91%的产率得到2,4-二氯-1-(甲氧基甲氧基)甲基苯
  参考文献：
  名称：

  H3PW12O40——一种选择性、环境友好、可重复使用的催化剂，用于在温和条件下制备甲氧基甲基和乙氧基甲基醚及其脱保护

  摘要：

  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、

  DOI：

  10.1139/v08-068

文献信息

• 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
• Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]
  作者：Jalil Noei、Arsalan Mirjafari

  DOI：10.1016/j.tetlet.2014.06.016

  日期：2014.8

  This Letter reports a one-pot efficient conversion of methoxymethyl-ethers into their corresponding nitriles and iodides using the ionic liquid, 1-methyl-3H-imidazolium nitrate ([Hmim][NO3]) under microwave irradiation. A variety of products were prepared in high yields using this method.

  这封信报道了在微波辐射下，使用离子液体1-甲基-3 H-咪唑鎓硝酸盐（[Hmim] [NO 3 ]）一锅有效地将甲氧基甲基醚转化为其相应的腈和碘化物。使用这种方法可以高收率制备各种产品。
• 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。
• [C4mim][InCl4]: An efficient catalyst-medium for alkoxymethylation of alcohols and their interconversion to acetates and TMS-ethers
  作者：Iraj Mohammadpoor-Baltork、Majid Moghadam、Shahram Tangestaninejad、Valiollah Mirkhani、Ahmad Reza Khosropour、Arsalan Mirjafari

  DOI：10.1016/j.crci.2010.08.006

  日期：2011.6

  Résumé A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations.

  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。
• Metal Hydrogen Sulfates Catalyzed Methoxymethylation of Alcohols under Solvent-Free Conditions
  作者：Khodabakhsh Niknam、Mohammad Ali Zolfigol、Mohsen Shayegh、Reza Zare

  DOI：10.1002/jccs.200700153

  日期：2007.8

  Methoxymethylation of a variety of alcohols was performed by using formaldehyde dimethoxy acetal in the presence of metal hydrogen sulfate M(HSO 4 ) n at room temperature and solvent-free conditions. The methoxymethyl ethers (MOM-ethers) were obtained with high yields and purity.

  在金属硫酸氢盐 M(HSO 4 ) n 存在下，在室温和无溶剂条件下，使用甲醛二甲氧基缩醛对多种醇进行甲氧基甲基化。以高产率和纯度获得甲氧基甲基醚（MOM-醚）。