(2,5-Di-tert-butyl-phenyl)-methanol | 108703-39-5

• 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: (2,5-Di-tert-butyl-phenyl)-methanol
• 英文别名: (2,5-Ditert-butylphenyl)methanol
• CAS: 108703-39-5
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: AJCKDCLHJRQBNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2,5-Di-tert-butyl-phenyl)-methanol 在 氯化亚砜 作用下， 生成 2,5-di-tert-butylbenzyl chloride
  参考文献：
  名称：

  Photocyclization of 2,4,6,2',4',6'-Hexaalkylbenzils

  摘要：

  Three of the title compounds-the hexamethyl-, hexaethyl-, and hexaisopropylbenzils-all photocyclize both in solution and as solids to 5,7-dialkyl-2-(2',4',6'-trialkylphenyl)-2-hyudroxy-1-indanones. At wavelengths <370 nm these primary photoproducts undergo secondary photocleavage to ketoaldehydes. The hexaethylbenzil produces only the (Z)-hydroxyindanone in the solid but a 2/1 Z/E ratio at low conversion in solution. The solid-state reactivity and the preference for formation of the (Z)-hydroxyindanone from the hexaethylbenzil suggest that much of the reaction involves delta-hydrogen abstraction followed by coupling of the 1,5-biradical. The formation of (E)-hydroxyindanones from o-ethylphenyl diketones had been attributed to stereospecific rearrangement of a photodienol formed by gamma-hydrogen abstraction. However, none of the H/D exchange of benzylic hydrogens expected of a photodienol occurs in methanol-d(4). Moreover, AM1-level semiempirical calculations suggest that a simple exothermic hydrogen transfer can convert the 1,4-biradical tripler dienol to the same 1,5-biradical formed by delta-hydrogen abstraction. The 1,5-biradical has two major conformations, one leading to Z product and an internally OH-O=C hydrogen bonded one leading to E product. The AM1 computations suggest that the two conformations are of comparable energy and thus implicate 1,5-biradicals as the major precursors to hydroxyindanone products. Stem-Volmer quenching studies indicate a triplet decay rate of 5 x 10(6) s(-1) for the hexaisopropylbenzil. The known behavior of structurally similar monoketones predicts such a rate for delta-hydrogen abstraction but a much slower rate for gamma-hydrogen abstraction. However, relative quantum efficiencies parallel those for benzocyclobutenol formation from 2,4,6-trialkylbenzophenones (iPr and Et similar to 0.3, Me similar to 0.03). The hexa-tert-butylbenzil undergoes very low quantum yield formation of 3,3-dimethyl-5,7-di-tert-butyl-1-indanone and 2,4,6-tri-tert-butylbenzaldehyde, presumably by delta-hydrogen abstraction and highly efficient radical cleavage of the resulting 1-aroyl-1-indanol.

  DOI：

  10.1021/ja00134a006
• 作为产物：
  描述：

  2,5-di(tert-butyl)benzoic acid 在 lithium aluminium tetrahydride 作用下， 生成 (2,5-Di-tert-butyl-phenyl)-methanol
  参考文献：
  名称：

  Photocyclization of 2,4,6,2',4',6'-Hexaalkylbenzils

  摘要：

  Three of the title compounds-the hexamethyl-, hexaethyl-, and hexaisopropylbenzils-all photocyclize both in solution and as solids to 5,7-dialkyl-2-(2',4',6'-trialkylphenyl)-2-hyudroxy-1-indanones. At wavelengths <370 nm these primary photoproducts undergo secondary photocleavage to ketoaldehydes. The hexaethylbenzil produces only the (Z)-hydroxyindanone in the solid but a 2/1 Z/E ratio at low conversion in solution. The solid-state reactivity and the preference for formation of the (Z)-hydroxyindanone from the hexaethylbenzil suggest that much of the reaction involves delta-hydrogen abstraction followed by coupling of the 1,5-biradical. The formation of (E)-hydroxyindanones from o-ethylphenyl diketones had been attributed to stereospecific rearrangement of a photodienol formed by gamma-hydrogen abstraction. However, none of the H/D exchange of benzylic hydrogens expected of a photodienol occurs in methanol-d(4). Moreover, AM1-level semiempirical calculations suggest that a simple exothermic hydrogen transfer can convert the 1,4-biradical tripler dienol to the same 1,5-biradical formed by delta-hydrogen abstraction. The 1,5-biradical has two major conformations, one leading to Z product and an internally OH-O=C hydrogen bonded one leading to E product. The AM1 computations suggest that the two conformations are of comparable energy and thus implicate 1,5-biradicals as the major precursors to hydroxyindanone products. Stem-Volmer quenching studies indicate a triplet decay rate of 5 x 10(6) s(-1) for the hexaisopropylbenzil. The known behavior of structurally similar monoketones predicts such a rate for delta-hydrogen abstraction but a much slower rate for gamma-hydrogen abstraction. However, relative quantum efficiencies parallel those for benzocyclobutenol formation from 2,4,6-trialkylbenzophenones (iPr and Et similar to 0.3, Me similar to 0.03). The hexa-tert-butylbenzil undergoes very low quantum yield formation of 3,3-dimethyl-5,7-di-tert-butyl-1-indanone and 2,4,6-tri-tert-butylbenzaldehyde, presumably by delta-hydrogen abstraction and highly efficient radical cleavage of the resulting 1-aroyl-1-indanol.

  DOI：

  10.1021/ja00134a006

文献信息

• POLYMERIZABLE LIQUID CRYSTAL COMPOUND, COMPOSITION, LIQUID CRYSTAL POLYMERIZATION FILM-KIND THEREOF AND USE THEREOF
  申请人：JNC CORPORATION

  公开号：US20170174992A1

  公开（公告）日：2017-06-22

  An object is to provide a polymerizable liquid crystal compound, a polymerizable liquid crystal composition containing the compound and liquid crystal polymerization film-kind capable of controlling chromatic dispersion characteristics and having low positive chromatic dispersion characteristics. An aspect can be exemplified in which the polymerizable liquid crystal compound is represented by formula (1): in which, in formula (1), G is a group composed of a quinoline skeleton, an isoquinoline skeleton, a quinoxaline skeleton or a quinazoline skeleton, A 1 is 1,4-phenylene or 1,4-cyclohexylene, Z 1 is a connecting group, m is an integer from 0 to 3, and R 1 is a group containing a polymerizable group.

  提供一种可聚合的液晶化合物，包含该化合物的可聚合液晶组合物以及能够控制色散特性并具有低正色散特性的液晶聚合膜。一种例子是该可聚合液晶化合物由式(1)表示：其中，在式(1)中，G是由喹啉骨架、异喹啉骨架、喹啉骨架或喹嗪骨架组成的基团，A1为1,4-苯基或1,4-环己基，Z1为连接基，m为0至3的整数，R1为含有可聚合基团的基团。
• MAYTANSINOID DERIVATIVES, CONJUGATES THEREOF, AND METHODS OF USE
  申请人：Regeneron Pharmaceuticals, Inc.

  公开号：US20170209591A1

  公开（公告）日：2017-07-27

  Provided herein are maytansinoid compounds, derivatives thereof, conjugates thereof, and methods of treating or preventing proliferative diseases with the same.

  本文提供了马替西酚类化合物、其衍生物、共轭物以及使用它们治疗或预防增生性疾病的方法。
• POLYMERIZABLE LIQUID CRYSTAL COMPOUND, POLYMERIZABLE LIQUID CRYSTAL COMPOSITION, AND LIQUID CRYSTAL POLYMERIZED FILMS
  申请人：JNC CORPORATION

  公开号：US20180119014A1

  公开（公告）日：2018-05-03

  To provide a polymerizable liquid crystal compound in order to produce a retardation film having excellent front contrast. A polymerizable liquid crystal composition including a compound represented by Formula (1). In Formula (1), for example, W 1 is an alkoxycarbonyl group having 1 to 10 carbon atoms, an alkanoyl group having 1 to 10 carbon atoms, or a polymerizable functional group, A 1 is independently 1,4-phenylene or naphthalene-2,6-diyl, Z 1 is a linking group, m and n are independently an integer of 0 to 7, and satisfy 3≤m+n≤8, and P 1 is a polymerizable functional group.

  为了生产具有优异前对比度的减速膜，提供一种可聚合液晶化合物。包括由式（1）表示的化合物的可聚合液晶组合物。在式（1）中，例如，W1是具有1至10个碳原子的烷氧羰基、具有1至10个碳原子的烷酰基或可聚合官能团，A1独立地为1,4-苯撑或萘-2,6-二基，Z1为连接基，m和n独立地为0至7的整数，并满足3≤m+n≤8，P1为可聚合官能团。
• Polymerizable liquid crystal composition and optically anisotropic thin film
  申请人：Saigusa Kazuhiko

  公开号：US20060222784A1

  公开（公告）日：2006-10-05

  In order to obtain such a liquid crystal thin film having optical anisotropy that suffers less change in optical characteristics thereof under heating to 200° C., the following polymerizable liquid crystal composition is provided as a raw material therefor. The composition contains Compound (1) and at least one of Compound (2) and Compound (3), with a proportion of Compound (1) being from 50 to 99% by weight, a proportion of Compound (2) being from 0 to 50% by weight, and a proportion of Compound (3) being from 0 to 50% by weight: wherein R is alkyl; each of W 1 and W 2 is independently hydrogen, chlorine, fluorine or —CH 3 ; each of W 3 and W 4 is independently hydrogen, chlorine, fluorine, —CH 3 or —CF 3 ; W 5 is alkyl having, alkoxy, chlorine, fluorine, —CN or —OCF 3 ; X is a single bond, —CH═CH— or —CH 2 CH 2 —; Z is a single bond, —COO—, —OCO— or —CH 2 CH 2 —; and q is an integer of from 1 to 20.

  为了获得具有光学各向异性的液晶薄膜，在加热至200℃时其光学特性变化较小，以下可聚合液晶组合物被提供作为其原材料。该组合物含有化合物（1）和化合物（2）和/或化合物（3）中的至少一种，其中化合物（1）的比例为50至99重量％，化合物（2）的比例为0至50重量％，化合物（3）的比例为0至50重量％。其中R为烷基; W1和W2分别为氢、氯、氟或—CH3; W3和W4分别为氢、氯、氟、—CH3或—CF3; W5为烷基、烷氧基、氯、氟、—CN或—OCF3; X为单键、—CH═CH—或—CH2CH2—; Z为单键、—COO—、—OCO—或—CH2CH2—; q为1至20的整数。
• Verwendung von oxidhaltigen Zusammensetzungen zur Verbesserung der Barriereeigenschaften von Polymermaterialien
  申请人：Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V.

  公开号：EP2196495A1

  公开（公告）日：2010-06-16

  Beschrieben wird eine Formmasse mit einem Mittel zur Steigerung der Barriereeigenschaften von polymeren Grundmaterialien sowie deren Verwendung zur Herstellung von entsprechenden Formkörpern.

  本文介绍了一种含有可提高聚合物基材阻隔性能的添加剂的模塑化合物及其在生产相应模塑制品中的应用。