2-(3,5-二甲基苯氧基)-乙醇 | 5960-05-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(3,5-二甲基苯氧基)-乙醇
• 英文名称: 2-(3,5-dimethylphenoxy)ethanol
• CAS: 5960-05-4
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: ZWOUWTVDUAXLPT-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C
• 沸点：
  129-131 °C(Press: 4 Torr)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3,5-二甲基苯氧基)-乙醇 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以99%的产率得到3,5-二甲基苯酚
  参考文献：
  名称：

  铜（ii）催化的芳基溴化物与脂肪族二醇的C–O偶联：醚，酚和苯并稠合的环醚的合成†

  摘要：

  使用更便宜，更有效且易于去除的铜（II）催化剂，开发了一种高效的铜催化的芳基溴化物与脂肪族二醇之间的C-O交叉偶联反应。使用5 mol％的CuCl 2和3当量的K 2 CO 3将宽范围的芳基溴化物与不同长度的脂肪族二醇偶联在不存在任何其他配体或溶剂的情况下，以良好或优异的收率得到相应的羟烷基芳基醚。在这个新开发的方案中，脂族二醇具有多方面的功能，如偶联反应物，配体和溶剂。所得的羟烷基芳基醚进一步容易地转化成相应的苯酚，为从芳基溴化物得到的苯酚提供了一种有价值的替代方法。此外，已证明它们是用于更高级分子如苯并呋喃和苯并稠合的环醚的有用中间体。

  DOI：

  10.1039/c4ob00649f
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 甲醇 、 氢氧化钾 、 4-甲基苯磺酸吡啶 作用下， 以 二甲基亚砜 为溶剂， 反应 32.08h， 生成 2-(3,5-二甲基苯氧基)-乙醇
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Aryloxyethyl Thiocyanate Derivatives against Trypanosoma cruzi

  摘要：

  As a continuation of our project aimed at the search for new and safe chemotherapeutic and chemoprophylactic agents against American trypanosomiasis (Chagas' disease), several drugs structurally related to 4-phenoxyphenoxyethyl thiocyanate (4) were designed, synthesized, and evaluated as antiproliferative agents against the parasite responsible for this disease, the hemoflagellated protozoan Trypanosoma cruzi. This thiocyanate derivative was previously shown to be an effective and potent agent against T. cruzi proliferation. Several drugs possessing thiocyanate groups proved to be effective growth inhibitors of T. cruzi growth. Among the designed compounds, it is important to point out the extremely potent activity shown by 11, 23, 38, 53, 90, 99, and 117 against the epimastigote forms of the parasite. All of them exhibited IC50 values in the low micromolar range, and these values were comparable with those presented by our lead drug 4 and ketokonazole, a well-known antiparasitic agent. The activity displayed by the nitrogen-containing derivative 90 was very promising with IC50 values of 3.3 muM. Several other thiocyanate derivatives also proved to be very potent inhibitors of the multiplication of T. cruzi epimastigotes, such as compounds 28, 33, 43, 48, 56, 61, 66, 71, 76, and 124. Compound 43 resulted in being a promising drug because it was also very effective against amastigotes, the clinically more relevant form of the parasite. This compound was Mold more potent than 4, while 11 showed nearly the same activity as our lead drug against intracellular T. cruzi. It was very surprising that the experimental juvenoid 124, although fairly devoid of activity against epimastigotes, was very effective against intracellular amastigotes growing in myoblasts. The rest of the designed compounds showed a broad degree of inhibitory action, from moderately active drugs to drugs almost devoid of antiparasitic activity. Compound 43 is an interesting example of an effective antichagasic agent that presents excellent prospectives not only as a lead drug but also to be used for further in vivo studies.

  DOI：

  10.1021/jm0201518

文献信息

• New Oxidative Aromatization of α,β-Unsaturated Cyclohexenones with Iodine–Cerium(IV) Ammonium Nitrate in Alcohol
  作者：C. Akira Horiuchi、Hirotada Fukunishi、Mika Kajita、Akihisa Yamaguchi、Hiroshi Kiyomiya、Shinji Kiji

  DOI：10.1246/cl.1991.1921

  日期：1991.11

  (methanol, ethanol, 1-propanol, 2-propanol, and 1-butanol) under refluxing, gave the corresponding alkyl phenyl ethers in good yields. In the case of diol (ethylene glycol, 1,3-propanediol, and 1,4-butanediol), phenoxyalkanol derivatives were obtained. The present method was also applicable to oxidative rearrangement of isophorone.

  2-环己烯-1-酮衍生物与碘-铈（IV）硝酸铵在醇（甲醇、乙醇、1-丙醇、2-丙醇和1-丁醇）中回流反应，得到相应的烷基苯基醚良好的收益。在二醇（乙二醇、1,3-丙二醇和1,4-丁二醇）的情况下，获得苯氧基链烷醇衍生物。本方法也适用于异佛尔酮的氧化重排。
• Verfahren zur Herstellung von Aryloxyessigsäuren
  申请人：BAYER AG

  公开号：EP0011793A1

  公开（公告）日：1980-06-11

  Die Erfindung betrifft ein Verfahren zur Herstellung von Aryloxyessigsäuren durch Oxidation von Aryloxyäthanolen bei dem man mit Sauerstoff oder Sauerstoff enthaltenden Gasen in wäßrig alkalischen Medien bei Temperaturen von 0°C bis zum Siedepunkt des Reaktionsgemisches in Gegenwart von Platinmetall-Katalysatoren die Oxidation in Gegenwart von Aktivatoren aus Blei und/oder Wismut und/oder deren Verbindungen und gegebenenfalls in zusätzlicher Gegenwart von Cadmium und/oder dessen Verbindungen vornimmt.

  本发明涉及一种通过氧化芳氧基乙醇制备芳氧基乙酸的工艺，在该工艺中，氧化是在水性碱性介质中用氧气或含氧气体在0℃至反应混合物沸点的温度下，在铂金属催化剂的存在下，在铅和/或铋和/或其化合物的活化剂存在下，以及可选择地在镉和/或其化合物的额外存在下进行的。
• THERMOCHROMIC COLOR-MEMORY COMPOSITION AND THERMOCHROMIC COLOR-MEMORY MICROCAPSULE PIGMENT ENCAPSULATING THE SAME
  申请人：The Pilot Ink Co., Ltd

  公开号：EP2626398A1

  公开（公告）日：2013-08-14

  The present invention relates to a thermochromic color-memory composition containing: (I) an electron donating coloring organic compound, (II) an electron accepting compound, and (III) an ester compound represented by the following formula (1) as a reaction medium which controls color reaction of the components (I) and (II): (in the formula, X represents any of a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, and a halogen atom, m represents an integer of from 1 to 3, and n represents an integer of from 1 to 20).

  本发明涉及一种热致变色颜色记忆组合物，该组合物含有：(I) 电子供体着色有机化合物；(II) 电子受体化合物；(III) 下式 (1) 所代表的酯类化合物，作为反应介质，可控制组分 (I) 和 (II) 的颜色反应： (式中，X 代表氢原子、1 至 4 个碳原子的烷基、1 至 4 个碳原子的烷氧基和卤素原子中的任一种，m 代表 1 至 3 的整数，n 代表 1 至 20 的整数）。
• Adrenergic Blocking Agents. II. N-(2-Chloroethyl)-N-(2-phenoxyethyl)-amine Hydrochlorides¹
  作者：William S. Gump、Edward J. Nikawitz

  DOI：10.1021/ja01165a004

  日期：1950.9
• Bliznyuk,N.K. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 1726 - 1730
  作者：Bliznyuk,N.K. et al.

  DOI：——

  日期：——