二(8-羟基-1-萘基)二硫醚 | 408351-96-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 二(8-羟基-1-萘基)二硫醚
• 英文名称: di(8-hydroxy-1-naphthyl)disulfide
• 英文别名: 8,8'-disulfanediyl-di-[1]naphthol；8,8'-Disulfandiyl-di-[1]naphthol；Di-8-hydroxynaphthyl disulfide；8-[(8-Hydroxynaphthalen-1-yl)disulfanyl]naphthalen-1-ol
• CAS: 408351-96-2
• 化学式: C₂₀H₁₄O₂S₂
• 分子量: 350.462
• InChiKey: UJUFYLNUWYQROZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二(8-羟基-1-萘基)二硫醚 、 2,3,4-三-O-乙酰基-β-D-吡喃木糖基三氯乙酰亚胺酸酯 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以81%的产率得到bis[8-(2,3,4-tri-O-acetyl-β-D-xylopyranoside)-1-naphthyl]disulfide
  参考文献：
  名称：

  Effects of oxygen–sulfur substitution on glycosaminoglycan-priming naphthoxylosides

  摘要：

  Three series of sulfur-containing analogs to the selectively antiproliferative 2-(6-hydroxynaphthyl) beta-D-xylopyranoside were synthesized and their biological properties investigated. A short, general route to hydroxynaphthyl disulfides from dihydroxy-naphthalenes was developed to utilize the disulfide bond as a sulfur-selective protecting group to enable the orthogonal protection of hydroxyls and thiols. The results indicate that hydrophobic, uncharged oxygen-sulfur substituted naphthoxylosides are taken up by calls and initiate priming of GAG chains to a greater extent compared to the oxygen analogs. No correlation between priming ability and antiproliferative activity was observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.008
• 作为产物：
  描述：

  8-Mercapto-[1]naphthol 在 碘 作用下， 以 甲醇 、 水 为溶剂， 生成 二(8-羟基-1-萘基)二硫醚
  参考文献：
  名称：

  Effects of oxygen–sulfur substitution on glycosaminoglycan-priming naphthoxylosides

  摘要：

  Three series of sulfur-containing analogs to the selectively antiproliferative 2-(6-hydroxynaphthyl) beta-D-xylopyranoside were synthesized and their biological properties investigated. A short, general route to hydroxynaphthyl disulfides from dihydroxy-naphthalenes was developed to utilize the disulfide bond as a sulfur-selective protecting group to enable the orthogonal protection of hydroxyls and thiols. The results indicate that hydrophobic, uncharged oxygen-sulfur substituted naphthoxylosides are taken up by calls and initiate priming of GAG chains to a greater extent compared to the oxygen analogs. No correlation between priming ability and antiproliferative activity was observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.008

文献信息

• Spiroconjugated charge-transfer dyes for optical applications
  申请人：The Penn State Research Foundation

  公开号：US05591848A1

  公开（公告）日：1997-01-07

  New intramolecular charge-transfer organic dyes are described. The design of these molecules is based on the phenomenon of spiroconjugation, and it provides a modular approach to the preparation of unique materials with interesting optical properties. In the dyes of the invention, the lowest unoccupied molecular orbital (LUMO) of the acceptor part (based on indandione) is spiroconjugated with the highest unoccupied molecular orbital (HOMO) of the donor part (amines, alcohols and thiols). The interaction between the donor and acceptor is controlled by the energy and symmetry of the frontier orbitals. The novel dyes described herein, with predictable and tunable optical properties, can be used in many optical applications including nonlinear optics (NLO).

  描述了新的分子内电荷转移有机染料。这些分子的设计基于螺环共轭现象，提供了一种模块化方法来制备具有有趣光学性质的独特材料。在该发明的染料中，受体部分（基于吲哚酮）的最低未占据分子轨道（LUMO）与供体部分（胺类、醇类和硫醇类）的最高未占据分子轨道（HOMO）进行了螺环共轭。供体和受体之间的相互作用受到前沿轨道的能量和对称性的控制。本文描述的新型染料具有可预测和可调光学性质，可用于许多光学应用，包括非线性光学（NLO）。
• Action of Grignard Reagents. VI. (a) Cleavage by Organomagnesium and Lithium Compounds and by Lithium Aluminum Hydride; (b) Action of Phenyllithum on Phenanthraquinone and Benzil Monoximes
  作者：Ahmed Mustafa、Wafia Asker、Orkede H. Hishmat、Ahmed F. A. Shalaby、Kamel Mohamed

  DOI：10.1021/ja01650a056

  日期：1954.11
• US5591848A
  申请人：——

  公开号：US5591848A

  公开（公告）日：1997-01-07