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1,8-Dicyanonaphthalene, also known as 1,8-naphtalenedicarbonitrile, is an organic compound with the chemical formula C12H6N2. It is a white crystalline solid that is soluble in organic solvents such as ethanol and acetone. 1,8-Dicyanonaphthalene is primarily used as an intermediate in the synthesis of various dyes, pigments, and pharmaceuticals. It is also employed in the production of polymers and as a chemical building block in the preparation of other complex organic molecules. Due to its reactivity and potential health risks, it is important to handle 1,8-dicyanonaphthalene with care, following proper safety protocols.

5690-48-2

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5690-48-2 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

Check Digit Verification of cas no

The CAS Registry Mumber 5690-48-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,9 and 0 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 5690-48:
(6*5)+(5*6)+(4*9)+(3*0)+(2*4)+(1*8)=112
112 % 10 = 2
So 5690-48-2 is a valid CAS Registry Number.

5690-48-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name naphthalene-1,8-dicarbonitrile

1.2 Other means of identification

Product number -
Other names 1,8-naphthalenedicarbonitrile

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5690-48-2 SDS

5690-48-2Relevant academic research and scientific papers

The synthesis and spectroscopic characterization of an aromatic uranium amidoxime complex

Bernstein, Karl J.,Do-Thanh, Chi-Linh,Penchoff, Deborah A.,Alan Cramer,Murdock, Christopher R.,Lu, Zheng,Harrison, Robert J.,Camden, Jon P.,Jenkins, David M.

, p. 374 - 379 (2014)

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.

1,3,5-Triazapentadienes by Nucleophilic Addition to 1,3- and 1,4-Dinitriles - Sterically Constrained Examples by Incorporation into Cyclic Peripheries: Synthesis, Aggregation, and Photophysical Properties

Wrobel, Agnes Johanna,Lucchesi, Ralph,Wibbeling, Birgit,Daniliuc, Constantin-Gabriel,Fr?hlich, Roland,Würthwein, Ernst-Ulrich

, p. 2849 - 2863 (2016/04/26)

1,3,5-Triazapentadienes usually show U- or twisted S-shaped conformations along the N-C-N-C-N skeleton due to dominating n/π? interactions. If, however, the 1,3,5-triazapentadiene unit is part of a ring, its W conformation might be restricted to the plane

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

Noland, Wayland E.,Narina, Venkata Srinivasarao,Britton, Doyle

experimental part, p. 694 - 697 (2012/03/11)

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.

Ramberg-Baecklund Reaction of 1,3-Dibromo-1H,3H-naphthothiopyran 2,2-Dioxide. Formation of Acenaphthyne Intermediate

Nakayama, Juzo,Ohshima, Etsuo,Ishii, Akihiko,Hoshino, Masamatsu

, p. 60 - 65 (2007/10/02)

Radical bromination of 1H,3H-naphthothiopyran 2,2-dioxide (15) gave the corresponding monobromo sulfone 16 (48percent), dibromo sulfone 12 (43percent; cis/trans = 64/36), and tribromo sulfone 17 (5percent).Ramberg-Baecklund reaction of 12 was investigated under a variety of coditions with expectation of the formation of thiirene dioxide 11 from which generation of acenaphthyne (5) would be expected both thermally and photochemically.Observed characteristic features of the reaction are as follows: (i) the use of triethylamine as base yielded 1-bromo-acenaphthylene (20; 39percent) and debrominated products 15 (5percent) and 16 (9percent); (ii) the use of sodium methoxide as base afforded decacyclene (3) surprisingly, though in a trace amount, in addition to 20 (75percent) and acenaphthylene (18; 9percent); (iii) the use of potassium tert-butoxide as base gave an improved yield of 3 (5percent) along with 20 (36percent) and 18 (27percent).The formation of 3 may best be rationalized by assuming the generation of acenaphthyne intermediate 5 from 11 by loss of sulfur dioxide.

Unusual Base-induced Ring-opening Reactions of the Bis-tosylhydrazones of Dibenzobicyclooctadiene-2,3-dione and Acenaphthenequinone

Nakayama, Juzo,Segiri, Tsunehiko,Ohya, Ryuji,Hoshino, Masamatsu

, p. 791 - 792 (2007/10/02)

Unusual KOH-induced ring-opening reactions of the bis-tosylhydrazones of dibenzobicyclooctadiene-2,3-dione and acenaphthenequinone are described.

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