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Merck

A89405

Sigma-Aldrich

9-Anthracenecarboxylic acid

99%

Sinónimos:

9-Anthroic acid

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About This Item

Fórmula empírica (notación de Hill):
C15H10O2
Número de CAS:
Peso molecular:
222.24
Beilstein/REAXYS Number:
1875336
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

99%

form

powder

mp

213-217 °C (lit.)

λmax

254 nm at 0.1% in ethanol

SMILES string

OC(=O)c1c2ccccc2cc3ccccc13

InChI

1S/C15H10O2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9H,(H,16,17)

InChI key

XGWFJBFNAQHLEF-UHFFFAOYSA-N

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Application

9-Anthracenecarboxylic acid can be used as a starting material to synthesize:
  • 9-Cyanoanthracene by reacting with cyanohydrins in the presence of a palladium catalyst.
  • 6-Chloro-8-(9-anthracenyl)-9H-purine by Ag/SiO2 catalyzed reaction one-pot reaction with 6-chloro-4,5-pyrimidinediamine.

It can also be used as a cross-linking agent to functionalize organic second-order nonlinear optical materials to enhance poling efficiency and temporal stability.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Krisztina Váczi et al.
Naunyn-Schmiedeberg's archives of pharmacology, 388(1), 87-100 (2014-10-26)
Understanding the role of ionic currents in shaping the cardiac action potential (AP) has great importance as channel malfunctions can lead to sudden cardiac death by inducing arrhythmias. Therefore, researchers frequently use inhibitors to selectively block a certain ion channel
Ag Loaded on SiO2 as an Efficient and Recyclable Heterogeneous Catalyst for the Synthesis of Chloro-8-substituted-9H-purines
Maddila S, et al.
Journal of Heterocyclic Chemistry, 53(1), 319-324 (2016)
Bence Hegyi et al.
Journal of molecular and cellular cardiology, 109, 27-37 (2017-07-03)
The role of Ca2+-activated Cl- current (ICl(Ca)) in cardiac arrhythmias is still controversial. It can generate delayed afterdepolarizations in Ca2+-overloaded cells while in other studies incidence of early afterdepolarization (EAD) was reduced by ICl(Ca). Therefore our goal was to examine
Straightforward conversion of arene carboxylic acids into aryl nitriles by palladium-catalyzed decarboxylative cyanation reaction
Ouchaou K, et al.
Synlett, 2010(14), 2083-2086 (2010)
Mild and in situ photo-crosslinking of anthracene-functionalized poly (aryl ether ketone) for enhancing temporal stability of organic NLO materials
Tian Yanxin, et al.
J. Mater. Sci., 56(9), 5910-5923 (2021)

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