3,5-di-tert-butylcatechol | 74103-59-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-di-tert-butylcatechol
• 英文别名: 1,3-bis(tert-butoxy)benzene；1,3-Di-tert-butoxybenzene；1,3-bis[(2-methylpropan-2-yl)oxy]benzene
• CAS: 74103-59-6
• 化学式: C₁₄H₂₂O₂
• 分子量: 222.327
• InChiKey: HIQUVLYPUNAUEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  叔丁基三氯乙酰亚胺酯 、 3-(tert-butoxy)phenol 在 2,6-dimethylpyridinium bis(trifluoromethanesulfonyl)imide 作用下， 以 氟苯 为溶剂， 反应 15.0h， 以74%的产率得到3,5-di-tert-butylcatechol
  参考文献：
  名称：

  一种非配位的酸基催化剂，用于醇和苯酚的轻度和不可逆叔丁基化

  摘要：

  温和和不可逆的叔醇和酚的-butylation可以以高产率使用非配位酸-碱催化剂[双（三氟甲烷）磺酰亚胺和2,6-二甲基吡啶]用来实现叔-butylation试剂，叔丁基2,2- ，2-三氯乙亚胺酸酯。该方法允许使用包含酸敏感基团的底物，例如缩酮，Boc和硼酸酯。

  DOI：

  10.1021/acs.joc.1c00193
• 作为试剂：
  描述：

  ethyl 2-methyl-5-vinylbenzoate 在 iron(II) triflate 、 正丁基锂 、 草酰氯 、 3,5-di-tert-butylcatechol 、 三乙胺 、 N,N-二甲基甲酰胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 16.5h， 生成 N-(tert-butyl)-2-(fluoromethyl)-5-vinylbenzamide
  参考文献：
  名称：

  铁催化、氟酰胺导向的 C–H 氟化

  摘要：

  该通讯描述了由铁介导的苄基、烯丙基和未活化的 CH 键的温和、酰胺导向氟化。在接触催化量的三氟甲磺酸铁 (II) (Fe(OTf)2) 后，N-氟-2-甲基苯甲酰胺进行化学选择性氟转移，以高产率提供相应的氟化物。该反应显示出广泛的底物范围和官能团耐受性，无需使用任何贵金属添加剂。机理和计算实验表明，反应通过短寿命的自由基中间体进行，F-转移直接由铁介导。

  DOI：

  10.1021/jacs.6b08171

文献信息

• Process for preparation of polyhydric alcohols
  申请人：——

  公开号：US20020157939A1

  公开（公告）日：2002-10-31

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of −8 to 3 at 25° C. to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据该发明，制备多羟基醇的方法包括将具有受保护羟基的多羟基醇化合物置于存在具有25°C下酸解离指数（pKa）为-8至3的碱性化合物或酸性化合物的微波辐射中，以去除多羟基醇化合物的羟基的保护基。该发明可以通过轻松去除多羟基醇化合物中受保护羟基的保护基，提供一个工业上有利的制备多羟基醇的方法。
• An Efficient Bifunctional Ionic Liquid [BIL] as Solvent and Catalyst System for O-Alkylation of Phenols Under Solvent-Free Conditions: An Environmental Benign Approach
  作者：Sakthinarayanan Jayaraman、Uthayanila Selvarasu、Ganesh Gopalsamy Selvaraj、Karthikeyan Parasuraman

  DOI：10.2174/1570178618666211006145422

  日期：2022.7

  Bifunctional ionic liquid [BIL] was found to be a highly effective catalyst for ether synthesis without any inorganic base or solvent. Using this protocol, different aryl substitutions were reacted with different phenols in good to excellent yields. The BIL is reusable without any loss in catalytic activity for nine consecutive cycles. The Williamson reaction is a convenient renovation in fine chemical synthesis since the ethers are important in both bulk and fine industrial chemicals preparation and academic applications.

  The mixture of the phenol (1mmol), alcohol (1.2 mmol), and BIL ionic liquid (0.3 mol%) was added to a round-bottomed flask (100 mL) with continuous stirring for 1 hour.

  The aim of this study is to highlight the use of BIL to synthesize mixed ethers using substituted phenols and to study the reusability in the next cycle.

  The products obtained were phenol and substituted phenols containing withdrawing substituents in respectable yields. However, the reactions involving substituted phenols containing electron-donating groups often afford the corresponding products in low yields.

  BIL is found to be an effective catalyst in the etherification of various unsymmetrical ethers under mild conditions. Bifunctional ionic liquid as a solvent and catalyst will show real rewards by providing a ‘green’ method with the safer procedure, less reaction time periods, mild conditions, easy separation, and ionic liquid recycle.

  背景：发现双功能离子液体[BIL]是一种高效的催化剂，可在没有任何无机碱或溶剂的情况下合成醚。使用此方法，不同的芳基取代物可以与不同的酚在良好到优秀的收率下反应。BIL可重复使用九个循环而不会失去催化活性。Williamson反应是精细化学合成中的方便改进，因为醚在大量和精细工业化学制品和学术应用中都很重要。 方法：将酚（1毫摩尔），醇（1.2毫摩尔）和BIL离子液体（0.3摩尔％）的混合物加入带连续搅拌的圆底烧瓶（100毫升）中，搅拌1小时。 目的：本研究旨在强调使用BIL合成混合醚，使用取代酚并研究在下一周期中的可重复使用性。 结果：所得产物为含有取代基的酚和取代酚，收率可观。然而，含有电子给体基团的取代酚的反应通常产率较低。 结论：BIL被发现是各种不对称醚的醚化反应的有效催化剂，在温和条件下进行。双功能离子液体作为溶剂和催化剂将提供真正的回报，提供更安全的程序，更少的反应时间，温和的条件，易于分离和离子液体的回收，从而实现“绿色”方法。
• PROCESS FOR THE PREPARATION OF POLYHYDRIC ALCOHOLS
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1298115A1

  公开（公告）日：2003-04-02

  A process for preparing a polyhydric alcohol according to the invention comprises subjecting a polyhydric alcohol compound having protected hydroxy group(s) to microwave irradiation in the presence of basic compound(s) or acid(s) having an acid dissociation exponent (pKa) of -8 to 3 at 25°C to remove the protecting groups of the hydroxy group of the polyhydric alcohol compound. The invention can provide an industrially advantageous process for preparing polyhydric alcohols by readily removing protecting group(s) from protected hydroxy group(s) of polyhydric alcohol compounds.

  根据本发明制备多元醇的工艺包括：在碱性化合物或酸解离指数（pKa）为-8 至 3 的酸存在下，在 25°C 的温度下，对具有受保护羟基的多元醇化合物进行微波辐照，以去除多元醇化合物羟基的保护基团。本发明可提供一种具有工业优势的制备多羟基醇的工艺，该工艺可轻松去除多羟基醇化合物受保护羟基上的保护基团。
• OLDEKOP YU. A.; MAJER N. A.; EHRDMAN A. A.; SHIROKIJ V. L.; ZUBREJCHUK Z.+, ZH. OBSHCH. XIMII, 1980, 50, HO 2, 475-476
  作者：OLDEKOP YU. A.、 MAJER N. A.、 EHRDMAN A. A.、 SHIROKIJ V. L.、 ZUBREJCHUK Z.+

  DOI：——

  日期：——
• WEATHERABLE, THERMOSTABLE POLYMERS HAVING IMPROVED FLOW COMPOSITION
  申请人：Davis C. Gary

  公开号：US20070027271A1

  公开（公告）日：2007-02-01

  A copolymer composition comprises a polysiloxane block of Formula XIX or XXII, having 4 to 50 siloxane units, and a polyarylate-polycarbonate block consisting essentially of 50 to 99 mol % arylate polyester units and 1 to 50 mol % aromatic carbonate units, wherein 1 to 30 mole percent of the aromatic carbonate units are resorcinol carbonates, and 0 to 35 mol % of the aromatic carbonate units are bisphenol carbonates; wherein the sum of mole percentages of arylate polyester units, and aromatic carbonate units is 100 mol %; the polysiloxane blocks connect to an arylate ester unit, and/or an aromatic carbonate unit; the siloxane units of the polysiloxane block are present at 0.2 to 10 wt % based on weight of the copolymer composition; and a molded article of 3.2±0.12 millimeters thickness and consisting of the copolymer composition has a percent transmittance greater than or equal to 70%, according to ASTM D1003-00.