2,3-Dicyanonaphthalene Chemical Properties

Melting point:

253-257 °C

Boiling point:

300.41°C (rough estimate)

Density 

1.2218 (rough estimate)

refractive index 

1.5200 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

slightly sol. in Chloroform

form 

powder to crystal

color 

White to Light yellow

BRN 

2574929

Major Application

diagnostic assay manufacturing
hematology
histology

InChI

InChI=1S/C12H6N2/c13-7-11-5-9-3-1-2-4-10(9)6-12(11)8-14/h1-6H

InChIKey

KNBYJRSSFXTESR-UHFFFAOYSA-N

SMILES

C1=C2C(C=CC=C2)=CC(C#N)=C1C#N

CAS DataBase Reference

22856-30-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

36/37-37/39-26

RIDADR 

3439

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

2926907090

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:ACROS

2,3-Dicyanonaphthalene Usage And Synthesis

Chemical Properties

beige fluffy powder

Uses

2,3-Naphthalenedicarbonitrile is a precursor to a molecular semiconductor. Dyes and metabolites.

Synthesis

2,3-Dicyanonaphthalene was prepared as follows:

Step 1. Synthesis of ??,??,??',??'-tetrabromo o-xylene

250 ml of carbon tetrachloride, 6 ml of o-xylene (49.8 mmol) were measured in 500 ml of three-necked flask and heated to reflux, then added dropwise with 11 ml (199 mmol) of bromine, . At the same time, the reaction was irradiated with a 500 watt UV high-pressure mercury lamp, and the drop was completed in a few hours, and the light was continued to investigate the effects of drop time, drop rate of bromine, and UV light illumination time on the yield. Upon completion of the reaction, excess was evaporated from the reaction solution. Carbon tetrachloride, the remaining small amount of reaction solution was cooled, crystals were precipitated, filtered, and the refined product was recrystallized with trichloromethane to obtain white crystals.

Step 2, synthesis of 2,3-dicyanonaphthalene

Take 5g (11.9mmol) of ??,??,??',??'-tetrabromo o-xylene, 1.6g (0.02mol) of fumononitrile, 25g (0.17mol) of iodinated naphthalene, 50 ml of anhydrous DMF, the mixture was heated at 75??C . was heated at for several hours to examine the effect of reaction time on the yield. After completion of the reaction the product was cooled and then poured into 160 ml of ice-water mixture to obtain a dark red suspension, which was changed into a light yellow suspension by adding an appropriate amount, and filtered. into a light yellow suspension, filtration, precipitate washing, drying, recrystallization, the product is milky white needle-like crystals.

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