5,8-dicyano-1-naphthol | 159683-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5,8-dicyano-1-naphthol
• 英文别名: 5-Hydroxy-1,4-naphthalenedicarbonitrile；5-hydroxynaphthalene-1,4-dicarbonitrile
• CAS: 159683-66-6
• 化学式: C₁₂H₆N₂O
• 分子量: 194.192
• InChiKey: TXUQLACBTDMYGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 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：
  67.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酰氯 、 5,8-dicyano-1-naphthol 在 吡啶 作用下， 生成 5,8-dicyano-1-naphthyl acetate
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028
• 作为产物：
  描述：

  三甲基氰硅烷 、 2,3-二氢-5-羟基-1,4-萘醌 在 18-冠醚-6 作用下， 反应 4.0h， 生成 5,8-dicyano-1-naphthol
  参考文献：
  名称：

  Photoexcited Proton Transfer from Enhanced Photoacids

  摘要：

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.

  DOI：

  10.1021/ja00102a028

文献信息

• COMPOSITE MATERIAL, IN PARTICULAR A DENTAL FILLING MATERIAL
  申请人：Dentofit A/S

  公开号：EP1996144A2

  公开（公告）日：2008-12-03
• Composite Material Comprising A Water-Or Acid-Releasing Agent
  申请人：Van Lelieveld Alexander

  公开号：US20100016465A1

  公开（公告）日：2010-01-21

  The present invention discloses a composite material comprising one or more fillers and a polymerizable resin base, wherein said one or more fillers comprise at least one filler ingredient, said filler ingredient(s) being present in a metastable first phase and being able to undergo a martensitic transformation to a stable second phase, the volume ratio between said stable second phase and said metastable first phase of said filler ingredient(s) being at least 1.005, and wherein said material further comprises one or more water- or acid- releasing agents; as well as a corresponding method of controlling the volumetric shrinkage of a composite material upon curing.
• [EN] COMPOSITE MATERIAL COMPRISING A WATER- OR ACID-RELEASING AGENT<br/>[FR] MATÉRIAU COMPOSITE COMPRENANT UN AGENT DE LIBÉRATION D'EAU OU D'ACIDE
  申请人：DENTOFIT AS

  公开号：WO2007104312A2

  公开（公告）日：2007-09-20

  [EN] The present invention discloses a composite material comprising one or more fillers and a polymerizable resin base, wherein said one or more fillers comprise at least one filler ingredient, said filler ingredient(s) being present in a metastable first phase and being able to undergo a martensitic transformation to a stable second phase, the volume ratio between said stable second phase and said metastable first phase of said filler ingredient(s) being at least 1.005, and wherein said material further comprises one or more water- or acid- releasing agents; as well as a corresponding method of controlling the volumetric shrinkage of a composite material upon curing.
  [FR] L'invention porte sur un matériau composite comportant une ou plusieurs charges et une base de résine polymérisable. La ou les charges comportent au moins un ingrédient présent dans une première phase métastable et susceptible de subir une transformation martensitique en une deuxième phase stable, le rapport volumique entre ladite deuxième phase stable et ladite première phase métastable étant d'au moins 1,005, ledit matériau comportant en outre un ou des agents de libération d'eau ou d'acide. L'invention porte par ailleurs sur un procédé associé de régulation de la contraction volumique d'un matériau composite lors de sa prise.
• Photoexcited Proton Transfer from Enhanced Photoacids
  作者：Laren M. Tolbert、Jeanne E. Haubrich

  DOI：10.1021/ja00102a028

  日期：1994.11

  Naphthols with electron-withdrawing groups such as cyano or methanesulfonyl at C-5 and C-8 exhibit greatly enhanced photoacidity. This increase in photoacidity enables the substituted naphthols to undergo excited-state proton transfer (ESPT) in alcohols and Me(2)SO in the absence of water. In aqueous tetrahydrofuran solution, efficient proton transfer to water occurs at much lower water concentrations than with the parent naphthol, and the kinetics of proton transfer indicate that a smaller water cluster is involved.