2-(prop-2-enyloxy)naphthalen-1-ol | 100396-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(prop-2-enyloxy)naphthalen-1-ol
• 英文别名: 3-(2-propenyloxy)naphthalen-2-ol；3-(allyloxy)naphthalen-2-ol；3-Allyloxy-[2]naphthol；3-Prop-2-enoxynaphthalen-2-ol
• CAS: 100396-90-5
• 化学式: C₁₃H₁₂O₂
• 分子量: 200.237
• InChiKey: KURBQMKXJNIVRU-UHFFFAOYSA-N

物化性质

• 熔点：
  43-43.5 °C
• 沸点：
  356.9±17.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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-(prop-2-enyloxy)naphthalen-1-ol 在 potassium carbonate 、 三乙胺 作用下， 以 丙酮 、 乙腈 为溶剂， 反应 2.25h， 生成 (3-((3-(allyloxy)naphthalen-2-yl)oxy)prop-1-yn-1-yl)silver
  参考文献：
  名称：

  Assembly of organosilver(I) frameworks with terminal ethynide and ethenyl groups on separate pendent arms attached to an aromatic ring

  摘要：

  A series of eight silver(I) trifluoroacetate complexes based on aromatic ligands bearing terminal ethynyl and ethenyl groups on separate pendent arms has been synthesized. Single-crystal X-ray analysis of the complexes provided detailed information on the influence of argentophilicity, ligand disposition and orientation, and the co-existence of three types of silver-carbon bonding (silver-ethynide, silver-ethenyl and silver-aromatic) in coordination network construction, as well as the roles played by weak pi-pi stacking and anion-pi interactions in supramolecular assembly. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.06.082
• 作为产物：
  描述：

  2,3-Bis(prop-2-enyloxy)naphthalene 在 palladium on activated charcoal 甲醇 、 氢氧化钾 作用下， 反应 22.0h， 以65%的产率得到2-(prop-2-enyloxy)naphthalen-1-ol
  参考文献：
  名称：

  Investigation of Selective Mono-deallylation of O,O'-Diallylcatechols and 3-Methylene-1,5-benzodioxepanes

  摘要：

  研究人员使用 10% Pd/C 对 O,O′-二烯丙基邻苯二酚进行选择性单烯丙基化反应，从而得到相应的烯丙基苯酚。3-亚甲基-1,5-苯并二氧杂环庚烷也发生了类似的反应，得到了 O-甲基丙烯酰邻苯二酚。当苯环上带有不同取代基的底物发生反应时，醚键在芳香环上对位侧与电子吸收基团发生区域选择性裂解。另一方面，电子捐赠基则没有任何选择性。

  DOI：

  10.1248/cpb.54.1299

文献信息

• Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from <scp>l</scp>-phenylalanine
  作者：Guo-Tai Li、Qing Gu、Shu-Li You

  DOI：10.1039/c5sc00731c

  日期：——

  The annulation reaction between enals and 2-naphthols catalyzed by a novel NHC affords enantioenriched β-arylsplitomicins in good yields and enantioselectivity.

  NHC催化的烯醛和2-萘酚之间的环化反应产生了产率高且对映选择性良好的β-芳基裂孢霉素。
• Enzymatic Allylation of Catechols
  作者：Yixin Zhang、Wujun Liu、Muhammad Sohail、Xueying Wang、Yuxue Liu、Zongbao K. Zhao

  DOI：10.1246/cl.150237

  日期：2015.7.5

  Enzymatic allylation of catechols was realized via catechol O-methyltransferase (COMT) using an allylated S-adenosyl-l-methionine (allyl-SAM) analog, with relatively good chemo- and regioselectivities. This new reaction offered an alternative procedure for allylation of catechols, which can be expanded as a biocatalytic allylation method in organic synthesis.

  通过儿茶酚 O-甲基转移酶（COMT）使用烯丙基化 S-腺苷-l-蛋氨酸（烯丙基-SAM）类似物实现了儿茶酚的酶促烯丙基化，具有相对较好的化学选择性和区域选择性。这一新反应为儿茶酚的烯丙基化提供了另一种程序，可作为有机合成中的生物催化烯丙基化方法加以推广。
• Synthesis of a Regioisomer of<i>β</i>-Lapachone and Analogs as Potent Antitumor Agents
  作者：Qunshan Ding、Yan Zhang、Zhenhua Shen、Chuanjun Song、Junbiao Chang

  DOI：10.1002/hlca.201400160

  日期：2015.1

  A regioisomer of β‐lapachone and two analogs were synthesized and evaluated for their antitumor activities. All three compounds tested were found to exhibit promising activities against PC‐3, HepG2, and Raji cancer cell lines in μM range.

  合成了β-拉帕酮的区域异构体和两个类似物，并评估了它们的抗肿瘤活性。发现所有测试的三种化合物对μM范围内的PC-3，HepG2和Raji癌细胞系均显示出有希望的活性。
• OXAZINE COMPOUND, COMPOSITION AND CURED PRODUCT
  申请人：DIC Corporation

  公开号：US20180362479A1

  公开（公告）日：2018-12-20

  The present invention provides an oxazine compound which contains a group having an aromatic ring structure and a plurality of specified carbon-carbon double bond structure so as to achieve an object. The present invention further provides a composition containing the oxazine compound of the present invention, a cured product containing the composition, and a laminate having a layer of the cured product. The present invention further still provides a composition for a heat-resistant material and a composition for an electronic material, which contain the composition containing the oxazine compound of the present invention so as to achieve the object.

  本发明提供了一种含有芳香环结构和多个指定碳-碳双键结构的噁嗪化合物，以达到目的。本发明还提供了一种含有本发明的噁嗪化合物的组合物，一种含有该组合物的固化产物以及具有固化产物层的层压板。本发明还进一步提供了一种耐热材料的组合物和一种电子材料的组合物，其中包含本发明的噁嗪化合物组合物以达到目的。
• Oxazine compound, composition and cured product
  申请人：DIC Corporation

  公开号：US10399312B2

  公开（公告）日：2019-09-03

  The present invention provides an oxazine compound which contains a group having an aromatic ring structure and a plurality of specified carbon-carbon double bond structure so as to achieve an object. The present invention further provides a composition containing the oxazine compound of the present invention, a cured product containing the composition, and a laminate having the cured product layer. The present invention further still provides a composition for a heat-resistant material and a composition for an electronic material, which contain the composition containing the oxazine compound of the present invention so as to achieve an object.

  本发明提供了一种含有芳香环结构和多个特定碳-碳双键结构的噁嗪化合物，以达到一定目的。本发明还提供了一种包含本发明的噁嗪化合物的组合物、包含该组合物的固化产物以及具有固化产物层的层压板。本发明还进一步提供了一种用于耐热材料的组合物和用于电子材料的组合物，其中包含本发明的噁嗪化合物组合物，以达到一定目的。