5690-48-2

Basic information

• Product Name: 1,8-Dicyanonaphthalene
• Synonyms: 1,8-Dicyanonaphthalene
• CAS NO: 5690-48-2
• Molecular Formula: C₁₂H₆N₂
• Molecular Weight: 178.18944
• Mol File: 5690-48-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 232-233 °C
• Boiling Point: 391.6±15.0 °C(Predicted)
• Appearance: /
• Density: 1.23±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1,8-Dicyanonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Dicyanonaphthalene(5690-48-2)
• EPA Substance Registry System: 1,8-Dicyanonaphthalene(5690-48-2)

Safety Data

• Hazardous Substances Data: 5690-48-2(Hazardous Substances Data)

Usage

Physical state

Crystalline solid

Common uses

a. Organic synthesis
b. Fluorescent probe in analytical chemistry

Chemical reactivity

a. Undergoes electrophilic substitution reactions

Optical properties

a. Exhibits strong fluorescence in organic solvents

Applications

a. Building block for the synthesis of other organic compounds
b. Reagent in organic reactions

Importance

a. Significant compound in the field of organic chemistry

Upstream product

• 1932-07-6 C₁₂H₁₀N₄ 
• 74340-05-9 C₂₆H₂₂N₄O₄S₂ 
• 84300-93-6 C₂₄H₁₆Br₂N₄O₄S₂ 
• 84331-69-1 C₃₀H₃₀N₄O₄S₂ 
• 51485-73-5 acenaphtho[1,2-c]-1,2,5-thiadiazole 1,1-dioxide 
• 17135-74-9 1,8-dibromonaphthalene 
• 151-50-8 potassium cyanide 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 1261671-86-6 8-bromonaphthalene-1-carbonitrile 
• 62456-34-2 1-amino-8-bromonaphthalene 
• 204-03-5 1H-naphtho[1,8-de][1,2,3]triazine 
• 479-27-6 naphthalene-1,8-diamine 
• 82-86-0 acenaphthene quinone 

Downstream Products

• 1258219-89-4 C₈₀H₆₈N₈NiO₄ 
• 1258219-87-2 C₉₆H₉₀N₈NiO₆ 
• 1258219-90-7 C₈₀H₆₈N₈NiO₄ 
• 1258219-91-8 C₉₆H₉₀N₈O₆Zn 
• 1257341-34-6 (C₆H₅O)B(N₂C₂C₆H₂(OC₆H₄C(CH₃)3)2)2(N₂C₂C₁₀H₅Cl) 
• 1257341-33-5 (C₆H₅O)B(N₂C₂C₆H₂(OC₆H₄C(CH₃)3)2)3 

Relevant articles and documents

The synthesis and spectroscopic characterization of an aromatic uranium amidoxime complex

A tridentate aromatic amidoxime ligand and its corresponding uranyl complex have been synthesized. The complex was rigorously characterized with single-crystal X-ray diffraction, solid-state NMR, infrared absorption, and Raman spectroscopy. Unlike previous amidoxime complexes, the crystal structure confirms the complexation of only a single tridentate amidoxime ligand to the uranium, and solid state NMR confirms uranyl binding in the bulk sample. The Raman spectrum of the complex is dominated by the strong UO vibration which exhibits a significant shift from the UO vibration in unbound uranyl. Density functional theory (DFT) aided in calculations of vibrational modes as well as providing insight into the electronic structure of this uranyl complex.

Synthesis and crystallography of 8-halonaphthalene-1-carbonitriles and naphthalene-1,8-dicarbonitrile

A convenient and high-yielding three-step synthesis of 8-halonaphthalene-1- carbonitriles has been achieved by ring opening of 1H-naphtho[1,8-de][1,2,3] triazine with the corresponding halides as the key step. Naphthalene-1,8- dicarbonitrile also has been synthesised from 8-bromonaphthalene-1-carbonitrile via palladium-catalysed cyanation of the aryl bromide. The crystal structures of 8-chloronaphthalene-1-carbonitrile, the A polymorph of the bromo analogue, and naphthalene-1,8-dicarbonitrile are isomorphous with orthorhombic symmetry. The B polymorph of the bromo compound and the iodo analogue are also isomorphous, but with monoclinic symmetry. In all of the halo carbonitriles, the molecules are disordered with respect to the location of the halogen atoms and the nitrile groups. There are no intermolecular X...NC interactions in any of the solids.

BASE-CATALYZED DECOMPOSITION OF ACENAPHTHENEQUINONE BISSULFONYLHYDRAZONES TO 1,8-DICYANONAPHTHALENES, THE PRESUMED THERMAL CHEMISTRY OF 1,2,3,4-TETRAZINE

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