1-chloromethyl 2-phenylethyl ether | 3587-61-9

• 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: 1-chloromethyl 2-phenylethyl ether
• 英文别名: chloromethyl phenylethyl ester；chloromethyl benzylmethyl ether；chloromethyl-phenethyl ether；Chlormethyl-phenaethyl-aether；Chlormethyl-β-phenaethyl-aether；(2-(Chloromethoxy)ethyl)benzene；2-(chloromethoxy)ethylbenzene
• CAS: 3587-61-9
• 化学式: C₉H₁₁ClO
• 分子量: 170.639
• InChiKey: HREKPKYGDPTADZ-UHFFFAOYSA-N

物化性质

• 沸点：
  117-120 °C(Press: 16 Torr)
• 密度：
  1.107 g/cm3(Temp: 17 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-chloromethyl 2-phenylethyl ether 在 二硫化碳 、 三氯化铝 作用下， 生成 异色满
  参考文献：
  名称：

  Colonge; Boisde, Bulletin de la Societe Chimique de France, 1956, p. 1337,1342

  摘要：

  DOI：
• 作为产物：
  描述：

  methylthiomethyl 2-phenylethyl ether 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-chloromethyl 2-phenylethyl ether
  参考文献：
  名称：

  Pyrimidinones as reversible metaphase arresting agents

  摘要：

  5-Halo-N(1)-substituted 2(1H)-pyrimidinones have the ability to cause reversible arrest of mitosis during metaphase, Highly active compounds have a heteroatom (O, S or N) in the beta-position of the N(1)-carbon chain which is further substituted by an aryl group. In vitro data have been provided. It is suggested that reversible metaphase inhibitors can be used as synchronizing agents of cell-cycles by applying them in a sequential manner when a phase-specific cytotoxic drug is used in the treatment of diseases caused by uncontrolled rapidly proliferating cells. The active compounds are prepared from 2-pyrimidinones by alkylation reactions. The key reactants are alpha-chloroalkyl ethers, sulfides and amides; methods for their syntheses have been described.

  DOI：

  10.1016/0223-5234(93)90014-6

文献信息

• 双吲哚马来酰亚胺衍生物及其制备方法和用 途
  申请人：中国海洋大学

  公开号：CN106146475B

  公开（公告）日：2019-05-17

  提供一种双吲哚马来酰亚胺衍生物及其制备方法和用途。所述双吲哚马来酰亚胺衍生物具有良好的α‑葡萄糖苷酶抑制作用，可用于预防和治疗糖尿病。
• Synthesis and antiviral activity of deoxy analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT) as potent and selective anti-HIV-1 agents
  作者：Hiromichi Tanaka、Hideaki Takashima、Masaru Ubasawa、Kouichi Sekiya、Issei Nitta、Masanori Baba、Shiro Shigeta、Richard T. Walker、Erik De Clercq、Tadashi Miyasaka

  DOI：10.1021/jm00103a009

  日期：1992.12

  substitution in the acyclic structure of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)-thymine (HEPT) on anti-HIV-1 activity was investigated by synthesizing a series of deoxy analogs and related compounds. Preparation of 1-[(2-alkyloxyethoxy)methyl]-6- (phenylthio)thymine (2-4) derivatives was carried out based on alkylation of HEPT with primary alkyl halides. Preparation of the 1-[(alkyloxy)methyl]-6-(phenylthio)thymine

  通过合成一系列脱氧类似物和相关化合物，研究了1-[（（2-羟基乙氧基）甲基] -6-（苯硫基）-胸腺嘧啶（HEPT）的无环结构中的取代对抗HIV-1活性的影响。基于HEPT与伯烷基卤化物的烷基化，进行1-[（（2-烷氧基乙氧基）甲基] -6-（苯硫基）胸腺嘧啶（2-4）衍生物的制备。进行了1-[（（烷氧基）甲基] -6-（苯硫基）胸腺嘧啶（26-31）和1-[（（烷氧基）甲基] -6-（芳硫基）-2-硫尿嘧啶（32-45）衍生物的制备根据LDA对1-[（（烷氧基）-甲基]胸腺嘧啶（9-14）和1-[（（烷氧基）甲基] -2-硫氧嘧啶（15-25）进行锂化反应，然后与二芳基二硫化物反应。2-硫尿嘧啶衍生物的氧化水解得到1-[（（烷氧基）甲基] -6-（芳硫基）尿嘧啶衍生物（46-57）。1-烷基-6-（苯硫基）胸腺嘧啶（59-61）衍生物是基于6-（苯硫基）胸腺嘧啶（58）的烷基化制备的。H
• Lewis Acid-Catalyzed Synthesis of Alkoxymethylhalides for Multipurpose Mixed Acetals; Scope and Limitations
  作者：Humaira Yasmeen Gondal、Muhammad Nisar、Zain Maqsood Cheema、Ahmed Abbasskhan

  DOI：10.2174/1570178619666220112105145

  日期：2022.9

  The work describes a detailed account of the Lewis acid-catalyzed preparation of structurally variant alkoxymethyl halides. A series of Lewis acids with different halogenating agents are evaluated for the cleavage of bis-alkoxymethanes, where several readily available Lewis acids were found to exhibit high catalytic potential. SOCl2 with MgCl2 was found to be one of the best combinations for the facile and efficient preparation of structurally diverse alkoxymethyl halides under solvent-free conditions. The efficacy of the methodology was established to obtain a wide range of mixed acetals through alkoxymethylation of phosphorus, sulfur, nitrogen, and oxygen containing nucleophiles. The present procedure has significant advantages including simplicity, generality, rapidity, and availability of reagents.

  摘要：本文详细介绍了路易斯酸催化制备结构异构的烷氧甲基卤代物的过程。评估了一系列具有不同卤化试剂的路易斯酸对双烷氧甲烷的裂解，发现几种易得的路易斯酸表现出高催化潜力。SOCl2与MgCl2的组合被发现是在无溶剂条件下制备结构多样的烷氧甲基卤代物最好的选择之一。该方法的有效性已被证明，可以通过烷氧甲基化磷、硫、氮和含氧亲核试剂来获得广泛的混合缩醛。本方法具有简单性、普适性、快速性和试剂的可获得性等显著优点。
• 9-(2-Aryloxyethyl) Derivatives of Adenine - a New Class of Non-nucleosidic Antiviral Agents
  作者：V. I. Petrov、A. A. Ozerov、M. S. Novikov、C. Pannecouque、J. Balzarini、E. De Clercq

  DOI：10.1023/b:cohc.0000008270.32235.2b

  日期：2003.9
• Preparation of enol ethers by carbonyl olefination utilizing an alkoxymethyl chloride–titanocene(II) system
  作者：Takeshi Takeda、Tomohiro Shono、Kenji Ito、Hironori Sasaki、Akira Tsubouchi

  DOI：10.1016/j.tetlet.2003.09.013

  日期：2003.10

  Aldehydes, ketones, esters and lactones are transformed into enol ethers or 1,2-dialkoxy-l-alkenes by treatment with organotitanium species prepared from alkoxymethyl chlorides and a titanocene(II) complex. (C) 2003 Elsevier Ltd. All rights reserved.