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9,10-DICYANOANTHRACENE

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9,10-DICYANOANTHRACENE Basic information

Product Name:
9,10-DICYANOANTHRACENE
Synonyms:
  • 9,10-Dicyanoanthracen
  • RARECHEM AQ BD AN07
  • 9,10-Anthracenedicarbonitrile,99%
  • 9,10-DICYANOANTHRACENE
  • 9,10-ANTHRACENEDICARBONITRILE
  • ANTHRACENE-9,10-DICARBONITRILE
  • DCA
  • DCAsensitizer
CAS:
1217-45-4
MF:
C16H8N2
MW:
228.25
Product Categories:
  • Aromatic Nitriles
  • Anthracenes
Mol File:
1217-45-4.mol
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9,10-DICYANOANTHRACENE Chemical Properties

Melting point:
340 °C(lit.)
Boiling point:
360.06°C (rough estimate)
Density 
1.2027 (rough estimate)
refractive index 
1.5635 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
color 
Light yellow to Yellow
BRN 
1646384
InChI
InChI=1S/C16H8N2/c17-9-15-11-5-1-2-6-12(11)16(10-18)14-8-4-3-7-13(14)15/h1-8H
InChIKey
BIOPPFDHKHWJIA-UHFFFAOYSA-N
SMILES
C1=C2C(C(C#N)=C3C(=C2C#N)C=CC=C3)=CC=C1
CAS DataBase Reference
1217-45-4(CAS DataBase Reference)
EPA Substance Registry System
9,10-Anthracenedicarbonitrile (1217-45-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
22-24/25
RIDADR 
3439
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269095

MSDS

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9,10-DICYANOANTHRACENE Usage And Synthesis

Chemical Properties

YELLOW TO GOLDEN YELLOW NEEDLES OR POWDER

Uses

9,10-Anthracenedicarbonitrile may be used as photosensitizer to investigate the photoisomerization of trans-stilbene (TS) in sodium dodecyl sulfate (SDS)/benzyl alcohol (BA)/H2O system.

Definition

ChEBI: An anthracenedinitrile carrying cyano groups at positions 9 and 10.

General Description

9,10-Anthracenedicarbonitrile (DCA, ADC) is an anthracene derivative. Photochemical reactions of DCA in MeCN-MeOH or MeCN-H2O containing hydroxides or methoxides affords 9-methylimino-10-anthracenecarbonitrile. It participates in the generation of nucleophilic α-hydroxymethyl radicals from α-silyl ethers by irradiation. Binding energy of 9,10-anthracenedicarbonitrile adsorbed onto graphene is -1.23eV.

Purification Methods

Recrystallise the dinitrile twice from pyridine [Mattes & Farid J Am Chem Soc 108 7356 1986]. [Beilstein 9 IV 3667.]

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