2-bromonaphthalene-1,6-diol | 126673-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-bromonaphthalene-1,6-diol
• CAS: 126673-60-7
• 化学式: C₁₀H₇BrO₂
• 分子量: 239.068
• InChiKey: VMSBKOMNWUAUFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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-bromonaphthalene-1,6-diol 在 盐酸 、 正丁基锂 、 甲烷磺酸 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 13.5h， 生成 7',17'-Dihydroxyspiro[2-benzofuran-3,13'-2-oxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4(9),5,7,10,15(20),16,18,21-decaene]-1-one
  参考文献：
  名称：

  Exhaustive Syntheses of Naphthofluoresceins and Their Functions

  摘要：

  Naphthofluorescein and/or seminaphthofluorescein derivatives possessing the additional benzene units to one or both sides of fluorescein were exhaustively constructed through Friedel-Crafts type reactions between corresponding aroylbenzoic acids and dihydroxynaphthalenes. Compound 4 works as a one-dye pH indicator, which shows red in strong acid condition and blue in basic solution. Compound 23 (diacetate of compound 4) shows good transitivity to the HEK 293 cells and acts as a fluorescent pigment for the living cell imaging. Compounds 5, 6, and 9 show fluorescent emission in the NIR region (>700 nm) and imply the potentialities of NIR fluorescent probes.

  DOI：

  10.1021/jo300177b
• 作为产物：
  描述：

  2-bromo-6-methoxynaphthalen-1-ol 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以88%的产率得到2-bromonaphthalene-1,6-diol
  参考文献：
  名称：

  Exhaustive Syntheses of Naphthofluoresceins and Their Functions

  摘要：

  Naphthofluorescein and/or seminaphthofluorescein derivatives possessing the additional benzene units to one or both sides of fluorescein were exhaustively constructed through Friedel-Crafts type reactions between corresponding aroylbenzoic acids and dihydroxynaphthalenes. Compound 4 works as a one-dye pH indicator, which shows red in strong acid condition and blue in basic solution. Compound 23 (diacetate of compound 4) shows good transitivity to the HEK 293 cells and acts as a fluorescent pigment for the living cell imaging. Compounds 5, 6, and 9 show fluorescent emission in the NIR region (>700 nm) and imply the potentialities of NIR fluorescent probes.

  DOI：

  10.1021/jo300177b

文献信息

• Ring Expansion of 1-Indanones to 2-Halo-1-naphthols as an Entry Point to Gilvocarcin Natural Products
  作者：Ivica Zamarija、Benjamin J. Marsh、Thomas Magauer

  DOI：10.1021/acs.orglett.1c03530

  日期：2021.12.3

  functional group tolerance, benefits from mild reaction conditions, and enables rapid access to the tetracyclic core of gilvocarcin natural products. The orthogonally functionalized products allow for selective postmodifications as exemplified in the total synthesis of defucogilvocarcin M. For the selective oxidation of the chromene, a mild and regioselective oxidation protocol (DDQ and TBHP) was developed

  在此，我们描述了 1-茚满酮的两步环扩展以提供 2-氯/溴-1-萘酚（32 个例子）。所开发的方法显示出广泛的官能团耐受性，受益于温和的反应条件，并且能够快速获得吉沃卡星天然产物的四环核心。正交功能化的产品允许选择性后修饰，如 defucogilvocarcin M 的全合成所示。为了选择性氧化色烯，开发了温和的区域选择性氧化方案（DDQ 和 TBHP）。
• Modified polyepoxy compound, process for producing the compound, and epoxy resin composition
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0661322A2

  公开（公告）日：1995-07-05

  A modified polyepoxy compound obtained by etherifying a secondary hydroxyl group of a polyepoxy compound having an alcoholic secondary hydroxyl group, such as a polyepoxy compound obtained by reaction of a bifunctional phenol compound and an epihalohydrin, or a polyepoxy compound obtained by reaction of a bifunctional phenol type epoxy compound and a bifunctional phenol compound, and an epoxy resin composition using the modified polyepoxy compound as the epoxy resin. Further, a modified brominated polyepoxy compound obtained by etherifying a secondary hydroxyl group of a polyepoxy compound having an alcoholic secondary hydroxyl group obtained by reaction of a polyepoxy compound which does not substantially contain a halogen atom and a polyhydric phenol compound having at least one bromine atom directly bonded to an aromatic ring per one molecule, and an epoxy resin composition for semiconductor encapsulation having blended therewith the modified brominated polyepoxy compound as the flame retardant.

  一种改性聚环氧化合物，通过醚化具有醇仲羟基的聚环氧化合物（例如通过双官能团苯酚化合物和表卤醇反应得到的聚环氧化合物，或通过双官能团苯酚型环氧化合物和双官能团苯酚化合物反应得到的聚环氧化合物）的仲羟基而得到，以及使用该改性聚环氧化合物作为环氧树脂的环氧树脂组合物。此外，一种改性溴化聚环氧化合物，它是通过将一种聚环氧化合物的仲羟基醚化而得到的，这种聚环氧化合物具有醇性仲羟基，该醇性仲羟基是由一种基本上不含卤素原子的聚环氧化合物和一种每一个分子中至少有一个溴原子直接键合到一个芳香环上的多羟基酚化合物反应而得到的，还有一种用于半导体封装的环氧树脂组合物，其中掺入了该改性溴化聚环氧化合物作为阻燃剂。
• Synthesis of graphene nanoribbons from monomeric molecular precursors bearing reactive alkyne moieties
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US11247905B2

  公开（公告）日：2022-02-15

  A method of forming a graphene nanoribbon includes: 1) providing monomeric precursors each including an alkyne moiety and at least one aromatic moiety bonded to the alkyne moiety; 2) polymerizing the monomeric precursors to form a polymer; and 3) converting the polymer to a graphene nanoribbon.

  一种形成石墨烯纳米带的方法包括1）提供单体前体，每个单体前体都包括炔基和至少一个与炔基结合的芳香基；2）聚合单体前体以形成聚合物；3）将聚合物转化为石墨烯纳米带。
• Benzoxazine Low Temperature Curable Composition
  申请人：Huntsman Advanced Materials Americas LLC

  公开号：US20180030264A1

  公开（公告）日：2018-02-01

  The present disclosure provides an organic sulfur acid-free composition containing a benzoxazine, phenolic compound and nitrogen-containing heterocyclic compound. The organic sulfur acid-free composition, upon curing at temperatures as low as 130°-140° C., renders void free cured articles having well balanced thermal, chemical and mechanical properties. The organic sulfur acid-free composition may be used in a variety of applications, such as in coatings, structural and non-structural composites and encapsulating systems for electronic and electrical components.
• SYNTHESIS OF GRAPHENE NANORIBBONS FROM MONOMERIC MOLECULAR PRECURSORS BEARING REACTIVE ALKYNE MOIETIES
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：US20200055735A1

  公开（公告）日：2020-02-20

  A method of forming a graphene nanoribbon includes: 1) providing monomeric precursors each including an alkyne moiety and at least one aromatic moiety bonded to the alkyne moiety; 2) polymerizing the monomeric precursors to form a polymer; and 3) converting the polymer to a graphene nanoribbon.