459852
9,10-Anthracenedicarbonitrile
97%
Synonym(s):
9,10-Dicyanoanthracene
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About This Item
Empirical Formula (Hill Notation):
C16H8N2
CAS Number:
Molecular Weight:
228.25
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1646384
Assay:
97%
Quality Level
assay
97%
mp
340 °C (lit.)
functional group
nitrile
SMILES string
N#Cc1c2ccccc2c(C#N)c3ccccc13
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
InChI key
BIOPPFDHKHWJIA-UHFFFAOYSA-N
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.
Application
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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a-Silyl Ethers as Hydroxymethyl Anion Equivalents in Photoinduced Radical Electron Transfer Additions.
Gutenberger G, et al.
Angewandte Chemie (International Edition in English), 37(5), 660-662 (1998)
Photoinduced Bimolecular Electron Transfer from Cyano Anions in Ionic Liquids.
Boning W, et al.
The Journal of Physical Chemistry B, 119, 14790-14799 (2015)
Xia Guo et al.
Journal of colloid and interface science, 283(2), 578-584 (2005-02-22)
Photoisomerization of trans-stilbene (TS) was investigated in sodium dodecyl sulfate (SDS)/benzyl alcohol (BA)/H(2)O systems in order to establish the relationship between the reaction yields and the compositions and structures of molecular organized assemblies. The results show that, in SDS/BA/H(2)O systems
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 459852-1G | 04061825765839 |