4-(cyclopenten-1-yl)-phenol | 877-46-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(cyclopenten-1-yl)-phenol
• 英文别名: 4-(Cyclopent-1-en-1-yl)phenol；4-(cyclopenten-1-yl)phenol
• CAS: 877-46-3
• 化学式: C₁₁H₁₂O
• 分子量: 160.216
• InChiKey: SIJBXNWCQYSYLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2907199090

反应信息

• 作为反应物：
  描述：

  4-(cyclopenten-1-yl)-phenol 在 盐酸 作用下， 生成 4-环戊基苯酚
  参考文献：
  名称：

  v.Braun, Justus Liebigs Annalen der Chemie, 1929, vol. 472, p. 34

  摘要：

  DOI：
• 作为产物：
  描述：

  双酚A 在 二(氰基苯)二氯化钯 、 磷酸 作用下， 以 甲苯 、 苯 为溶剂， 反应 2.0h， 生成 4-(cyclopenten-1-yl)-phenol
  参考文献：
  名称：

  Selective indirect oxidation of phenol to hydroquinone and catechol

  摘要：

  DOI：

  10.1021/jo00210a029

文献信息

• Discovery, Biocatalytic Exploration and Structural Analysis of a 4‐Ethylphenol Oxidase from <i>Gulosibacter chungangensis</i>
  作者：Laura Alvigini、Alejandro Gran‐Scheuch、Yiming Guo、Milos Trajkovic、Mohammad Saifuddin、Marco W. Fraaije、Andrea Mattevi

  DOI：10.1002/cbic.202100457

  日期：2021.11.16

  Gc4EO, a new member of the VAO/PCMH family from the actinobacteria Gulosibacter chungangensis was discovered. This oxidase is a very appealing biocatalyst for the oxidation of 4-alkylphenols, exhibiting high conversion yields with an attractive chemoselectivity towards the production of alkenes. Gc4EO showed high activity to produce 4-vinylphenol, an interesting building block for the synthesis of

  Gc4EO是来自放线菌Gulosibacter chungangensis的VAO/PCMH家族的新成员。这种氧化酶是一种非常有吸引力的 4-烷基酚氧化生物催化剂，具有高转化率和对烯烃生产具有吸引力的化学选择性。 Gc4EO 显示出高活性，可以产生 4-乙烯基苯酚，这是合成聚乙烯苯酚的一个有趣的结构单元。
• A Xylenol Orange-Based Screening Assay for the Substrate Specificity of Flavin-Dependent para-Phenol Oxidases
  作者：Tom Ewing、Aster van Noord、Caroline Paul、Willem van Berkel

  DOI：10.3390/molecules23010164

  日期：——

  Vanillyl alcohol oxidase (VAO) and eugenol oxidase (EUGO) are flavin-dependent enzymes that catalyse the oxidation of para-substituted phenols. This makes them potentially interesting biocatalysts for the conversion of lignin-derived aromatic monomers to value-added compounds. To facilitate their biocatalytic exploitation, it is important to develop methods by which variants of the enzymes can be rapidly screened for increased activity towards substrates of interest. Here, we present the development of a screening assay for the substrate specificity of para-phenol oxidases based on the detection of hydrogen peroxide using the ferric-xylenol orange complex method. The assay was used to screen the activity of VAO and EUGO towards a set of twenty-four potential substrates. This led to the identification of 4-cyclopentylphenol as a new substrate of VAO and EUGO and 4-cyclohexylphenol as a new substrate of VAO. Screening of a small library of VAO and EUGO active-site variants for alterations in their substrate specificity led to the identification of a VAO variant (T457Q) with increased activity towards vanillyl alcohol (4-hydroxy-3-methoxybenzyl alcohol) and a EUGO variant (V436I) with increased activity towards chavicol (4-allylphenol) and 4-cyclopentylphenol. This assay provides a quick and efficient method to screen the substrate specificity of para-phenol oxidases, facilitating the enzyme engineering of known para-phenol oxidases and the evaluation of the substrate specificity of novel para-phenol oxidases.

  香草醇氧化酶（VAO）和丁香酚氧化酶（EUGO）是依赖黄素的酶，可催化对位取代酚的氧化。这使它们成为将木质素衍生的芳香族单体转化为高附加值化合物的潜在生物催化剂。为了促进它们的生物催化利用，重要的是要开发出可以快速筛选酶变体的方法，以提高它们对相关底物的活性。在此，我们介绍了对位苯酚氧化酶底物特异性筛选测定法的开发情况，该测定法基于使用铁-二甲酚橙复合物法检测过氧化氢。该检测方法用于筛选 VAO 和 EUGO 对二十四种潜在底物的活性。结果发现 4-环戊基苯酚是 VAO 和 EUGO 的新底物，4-环己基苯酚是 VAO 的新底物。通过筛选 VAO 和 EUGO 活性位点变体的小型文库以确定其底物特异性的变化，结果发现 VAO 变体（T457Q）对香草醇（4-羟基-3-甲氧基苯甲醇）的活性增强，而 EUGO 变体（V436I）对辣椒酚（4-烯丙基苯酚）和 4-环戊基苯酚的活性增强。这种检测方法为筛选对位苯酚氧化酶的底物特异性提供了一种快速有效的方法，有助于对已知的对位苯酚氧化酶进行酶工程改造和评估新型对位苯酚氧化酶的底物特异性。
• METHOD OF PRODUCING FIVE-CARBON RING-CONTAINING COMPOUND AND FIVE-CARBON RING DERIVATIVE-CONTAINING POLYURETHANE, AND FIVE-CARBON RING DERIVATIVE-CONTAINING POLYURETHANE
  申请人：NATIONAL CHUNG SHAN INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20190048123A1

  公开（公告）日：2019-02-14

  A method of producing a five-carbon ring derivative-containing polyurethane involves introducing a DCPD-derived 5-carbon cyclic compound into a polyurethane material and effectuating polymerization in the presence of a solvent of a low boiling point and low toxicity to produce a five-carbon ring derivative-containing polyurethane of a high molecular weight.

  生产含有五碳环衍生物的聚氨酯的方法涉及将一种DCPD衍生的五碳环化合物引入聚氨酯材料中，并在低沸点和低毒性的溶剂存在下进行聚合反应，以生产高分子量的含有五碳环衍生物的聚氨酯。
• Cyclopentylene compound and intermediate thereof, epoxy resin composition, molding material, and resin-encapsulated electronic device
  申请人：Hitachi Chemical Company, Ltd.

  公开号：US20020065386A1

  公开（公告）日：2002-05-30

  This invention provides, as a novel compound suited as an encapsulating material for electronic devices, having a high Tg, being low moisture-absorptive, having a high adhesion and being rich in fluidity, a cyclopentylene compound represented by Formula (I) and its intermediate cyclopentenyl compound represented by Formula (III). In the formula, m is 0 or more, Ar 1 and Ar 2 are each a phenol residual group, a naphthol residual group or a fluorene derivative residual group, and each contain a hydroxyl group or a glycidyloxyl group. 1 This invention also provides a resin composition and a molding material which contain the cyclopentylene compound of Formula (I), and an electronic device encapsulated with the molding material.

  本发明提供了一种新型化合物，作为电子器件的封装材料，具有高Tg值、低吸湿性、高粘附性和流动性强的特点，该化合物为公式（I）所表示的环戊烯化合物，以及其中间体环戊烯基化合物，该化合物中，m为0或更多，Ar1和Ar2分别为苯酚残基、萘酚残基或芴衍生物残基，且每个残基中均含有羟基或环氧丙氧基。本发明还提供了含有公式（I）的环戊烯化合物的树脂组合物和模塑材料，以及用模塑材料封装的电子器件。
• Mannich base derivatives, and the production and uses thereof
  申请人：ETHYL CORPORATION

  公开号：EP0733695A1

  公开（公告）日：1996-09-25

  Compounds in which a phenolic moiety is linked to a polyamine moiety by means of a Mannich base linkage, and the polyamine moiety is linked to an alkylene-poly(oxyalkylene) moiety by means of a urea linkage in which one of the nitrogen atoms of the urea linkage is a nitrogen atom of the polyamine, are useful as detergent/dispersants in fuels and other media.

  酚分子通过曼尼希碱连接方式与多胺分子连接，多胺分子通过脲连接方式与亚烷基-聚（氧烷基）分子连接，其中脲连接的氮原子之一是多胺的氮原子的化合物可用作燃料和其他介质中的清净剂/分散剂。