2,2’-亚甲基双(4-(1,1-二甲基乙基)苯酚 | 799-13-3

• 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: 2,2’-亚甲基双(4-(1,1-二甲基乙基)苯酚
• 中文别名: 2,2'-亚甲基双(4-(1,1-二甲基乙基)苯酚；2,2"-亚甲基双(4-(1,1-二甲基乙基)苯酚
• 英文名称: bis(5-tert-butyl-2-hydroxyphenyl)methane
• 英文别名: 2,2'-methylenebis(4-tert-butylphenol)；2,2'-Methylenebis(4-t-butylphenol)；4-tert-butyl-2-[(5-tert-butyl-2-hydroxyphenyl)methyl]phenol
• CAS: 799-13-3
• 化学式: C₂₁H₂₈O₂
• 分子量: 312.452
• InChiKey: RXAGDDKHRDAVLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2’-亚甲基双(4-(1,1-二甲基乙基)苯酚 在 咪唑 、 三乙胺 、 magnesium chloride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 48.25h， 生成 3-(5-tert-butyl-2(tert-butyldiphenylsilyloxy)benzyl)-5-tert-butyl-2-hydroxybenzaldehyde
  参考文献：
  名称：

  Synthetic approaches to mixed ligand chelators on tert-butylphenol–formaldehyde oligomer (PFO) platforms

  摘要：

  Synthetic approaches to mixed ligand chelators on readily available tert-butylphenol-formaldehyde oligomer, PFO, scaffolds were examined. In a promising approach, tris and tetraphenol oligomers were selectively mono or di protected using tert-butyldiphenyl silyl chloride. The utility of these protected intermediates to prepare representative mixed PFO chelators, carrying ligands such as hydroxamic acid, 3,2-hydroxypyridinones, and others was then demonstrated. The introduction of the ligand tethers onto the phenolic scaffold can be done sequentially under relatively mild conditions that tolerate the presence of other sensitive ligand groups. The differential reactivity of the disilyl derivative 20b, allowed stepwise introduction of two different ligands on the internal phenolic positions. This enabled the introduction of three different ligand groups of choice onto the tetraphenol platform. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.032
• 作为产物：
  描述：

  2,4-二叔丁基苯酚 在 三氯化铝 作用下， 以 甲苯 为溶剂， 反应 0.25h， 生成 2,2’-亚甲基双(4-(1,1-二甲基乙基)苯酚
  参考文献：
  名称：

  聚叔丁基酚的金属模板邻位选择性单-和双-叔丁基化

  摘要：

  据报道，聚叔丁基化苯酚甲醛低聚物的金属模板邻位选择性单-和双-叔丁基化。

  DOI：

  10.1016/0040-4039(94)88229-0

文献信息

• MODIFIER FOR AROMATIC POLYESTER AND AROMATIC POLYESTER RESIN COMPOSITION COMPRISING THE SAME
  申请人：TABATA Masayoshi

  公开号：US20110224343A1

  公开（公告）日：2011-09-15

  The present invention provides a modifier for aromatic polyesters which enhances the melt fluidity of aromatic polyesters without a significant decrease in the heat resistance of the aromatic polyesters, and an aromatic polyester resin composition including the modifier for aromatic polyesters. The present invention relates to a modifier for aromatic polyesters comprising polyhydric phenol residues and residues of aromatic polycarboxylic acid, acid halide or acid anhydride thereof, and the modifier comprises a material having a structure composed of a first residue selected from the group consisting of divalent residues represented by Formula (I): —Ar—W 1 x —Ar— and by Formula (II): —Ar—, the first residues being bonded to two identical or different second residues selected from the group consisting of monovalent residues represented by Formula (III): and monovalent residues represented by Formula (IV): —O—C(O)—R 7 —.

  本发明提供了一种用于芳香族聚酯的改性剂，可以增强芳香族聚酯的熔融流动性，而不明显降低芳香族聚酯的耐热性，以及包括该改性剂的芳香族聚酯树脂组合物。本发明涉及一种用于芳香族聚酯的改性剂，包括多羟基酚残基和芳香族多羧酸、酸卤或其酸酐残基，该改性剂包括具有以下结构的材料：第一残基，选择自由式(I)所代表的二价残基：—Ar—W1x—Ar—和自由式(II)所代表的：—Ar—，第一残基与选择自由式(III)所代表的单价残基：和自由式(IV)所代表的单价残基：—O—C(O)—R7—的两个相同或不同的第二残基结合。
• Synthesis of Monofunctionalized Calix[5]arenes
  作者：Arne Lützen、Björn Ingenfeld、Steffen Straub、Christopher Frömbgen

  DOI：10.1055/s-0036-1589127

  日期：2018.2

  concave molecules interesting building blocks for the synthesis of more sophisticated molecular architectures. Seven OH-free and O-permethylated monofunctionalized calix[5]arenes carrying either additional methyl or tert-butyl groups are prepared following fragment condensation protocols. This strategy proves to be superior to previous approaches. Calix[5]arenes with free OH groups all adopt a cone conformation

  摘要 按照片段缩合方案，制备了七个带有额外的甲基或叔丁基的无OH和O-全甲基化的杯芳烃[5]芳烃。事实证明，此策略优于以前的方法。带有游离OH基的杯[5]芳烃均采用在下部边缘通过氢键接缝稳定的视锥构象。也可以实现缩合后修饰，即酚羟基的甲基化或官能团的相互转化。还发现大的叔丁基可稳定O的圆锥构象-甲基化的化合物。这些化合物提供了多功能的官能团，这些官能团使这些凹形分子成为合成更复杂的分子结构的有趣构建基块。 按照片段缩合方案，制备了七个带有额外的甲基或叔丁基的无OH和O-全甲基化的杯芳烃[5]芳烃。事实证明，此策略优于以前的方法。带有游离OH基的杯[5]芳烃均采用在下部边缘通过氢键接缝稳定的视锥构象。也可以实现缩合后修饰，即酚羟基的甲基化或官能团的相互转化。还发现大的叔丁基可稳定O的圆锥构象-甲基化的化合物。这些化合物提供了多功能的官能团，这些官能团使这些凹形分子成为合成更复杂的分子结构的有趣构建基块。
• Calix[4]arene-functionalized poly-cyclopenta[2,1-b;3,4-b′]bithiophenes with good recognition ability and selectivity for small organic molecules for application in QCM-based sensors
  作者：Simona Rizzo、Franco Sannicolò、Tiziana Benincori、Gilberto Schiavon、Sandro Zecchin、Gianni Zotti

  DOI：10.1039/b314345g

  日期：——

  Some C2v symmetric cyclopenta[2,1-b;3,4-b′]bithiophenes differently substituted at the 4 position with a calix[4]arene group were synthesized and electrochemically polymerized by anodic coupling. The polymers were characterized by cyclic voltammetry, UV-vis and FTIR spectroscopy. Quartz crystal microbalance analysis showed strong affinity and selectivity of the polymers for toluene and acetone from the gas phase. The absorption process associated with the calix unit was satisfactorily described through a Langmuir isotherm, while a very small linear contribution was given by the polythiophene backbone. The absorption capacity of these materials was found to be higher by a magnitude of three orders than those displayed by cyclopentabithiophene-based polymers devoid of the calix unit, thus supplying strong, though indirect, proof of the role played by the calix units in the absorption process.

  合成了一些C2v对称的环戊烯[2,1-b;3,4-b′]双噻吩，这些化合物在4位上不同取代，连接了一个卡来克斯[4]芳烃，并通过阳极耦合进行了电化学聚合。通过循环伏安法、紫外-可见光谱和傅里叶变换红外光谱对聚合物进行了表征。石英晶体微天平分析显示，这些聚合物对气相中的甲苯和丙酮表现出强亲和力和选择性。与卡来克斯单元相关的吸附过程通过朗缪尔等温线得到了令人满意的描述，而聚噻吩主链提供了非常小的线性贡献。发现这些材料的吸附容量比缺乏卡来克斯单元的基于环戊双噻吩的聚合物高出三个数量级，从而提供了强有力的间接证据，证明了卡来克斯单元在吸附过程中的作用。
• Syntheses and Properties of a New Type of Lewis Acids Incorporating Linked Bisphenoxide Moiety
  作者：Yoshihiro Ohba、Kazuaki Ito、Hiroyuki Maeda、Hiroaki Ebara、Shin Takaki、Tomomi Nagasawa

  DOI：10.1246/bcsj.71.2393

  日期：1998.10

  found to be an efficient promoter for the rearrangement of epoxides to carbonyl compounds as well as a useful protector of acetophenone against hydride-reduction. The VT-NMR spectrum and NOESY spectrum of a 1 : 1 complex of Lewis acid 2a (methyl[2,2′-(m-xylene-α,α′-diyl)bis(4,6-di-t-butylphenoxido)aluminum and acetophenone provided data on the structure of a complex of acetophenone and 2a.

  合成了一种新型路易斯酸的几种配体，它结合了两个连接的酚，这些配体与三甲基铝的反应定量地得到了路易斯酸。发现这些路易斯酸是环氧化物重排为羰基化合物的有效促进剂，也是苯乙酮防止氢化物还原的有用保护剂。路易斯酸 2a (甲基[2,2'-(间二甲苯-α,α'-二基)双(4,6-二-叔丁基苯氧基)] 1 : 1 络合物的 VT-NMR 谱和 NOESY 谱铝和苯乙酮提供了苯乙酮和 2a 复合物结构的数据。
• Conformation, Inversion Barrier, and Solvent-Induced Conformational Shift in <i>Exo</i>- and <i>Endo</i>/<i>Exo</i>-Calix[4]arenes
  作者：Silvio E. Biali、Volker Böhmer、Jörg Brenn、Michael Frings、Iris Thondorf、Walter Vogt、Jens Wöhnert

  DOI：10.1021/jo970967u

  日期：1997.11.1

  solution exo-calixarene 5a adopts a 1,2-alternate conformation with the methyl group at the bridge located in an axial position, while in DMSO-d(6) the conformation adopted is the partial cone. Similar solvent-induced conformational shifts were found for the exo-calixarenes 3b and 3d. MM3 calculations predict that the cone form is the lowest energy conformation of 4 and the exo-calixarenes 3 and 5. The calculations

  通过逐步策略合成在末端和外位具有羟基的杯芳烃4a和4b以及乙二氧基桥接的外杯芳烃5a。获得了4a和外杯芳烃3d的单晶X射线结构，表明分子以1,2-交替构象存在，在溶液中4a，b也存在。4a和4b的反转势垒（10.3和10.8 kcal mol（-1））与内二羟基杯芳烃12的反转势垒相似，这表明exo OH基团之间的额外分子内氢键不会降低分子的柔韧性。在CDCl（3）溶液中，exo-calixarene 5a采用1,2-交替构型，其中甲基位于轴向位置的桥上，而在DMSO-d（6）中，采用的构型是部分圆锥。对于exo-calixarenes 3b和3d，发现了类似的溶剂诱导的构象变化。MM3计算预测圆锥形式是4的最低能量构象，外杯芳烃3和5。该计算表明桥基上的甲基对于轴向或赤道位置的构象偏好在很大程度上取决于与羟基的排斥性空间相互作用。通过计算令人满意地再现了4b的反转势垒，这表明外环的旋转比