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9-Anthracenecarboxylic acid

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CAS:723-62-6
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CAS:723-62-6
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9-Anthracenecarboxylic acid Chemical Properties
Melting point 213-217 °C (lit.)
Boiling point 323.41°C (rough estimate)
density 1.1404 (rough estimate)
refractive index 1.6600 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility H2O: soluble
form Solid
pkapK1: 3.65 (25°C)
color Yellow
Water Solubility insoluble
λmax254 nm at 0.1% in ethanol
BRN 1875336
InChI1S/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)
InChIKeyXGWFJBFNAQHLEF-UHFFFAOYSA-N
SMILESOC(=O)c1c2ccccc2cc3ccccc13
CAS DataBase Reference723-62-6(CAS DataBase Reference)
NIST Chemistry Reference9-Anthroic acid(723-62-6)
EPA Substance Registry System9-Anthracenecarboxylic acid (723-62-6)
Safety Information
Hazard Codes Xi,C,Xn
Risk Statements 36/37/38-20/21/22
Safety Statements 37/39-26-36-24/25
WGK Germany 3
RTECS CB8764000
Hazard Note Corrosive
TSCA TSCA listed
HS Code 29163900
Storage Class11 - Combustible Solids
Toxicitypic-esc 127 mg/well MUREAV 260,349,91
MSDS Information
ProviderLanguage
Anthracene-9-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
9-Anthracenecarboxylic acid Usage And Synthesis
Description9-Anthracenecarboxylic acid (9-AC) is a yellow powder with excellent light stability and fluorescence properties, which can be used as a dye intermediate. The binding constant for fluorescein and 9-AC is 982 M−1, while it is only 81 M−1 for the eosin ester and 9-AC. The fluorescence spectrum of 9-AC in ethanol exhibits strong concentration dependence. At concentrations below 10-5 mol/l, the spectrum displays an anthracene-like structure, whereas above 10-3 mol/l, the spectrum shifts towards the red region, transforming into a broad, structureless band. Furthermore, 9-AC may serve as an electron-transfer ligand for applications in semiconductor or OLED fields.
Chemical Propertiesyellow powder
UsesAnthracene-9-carboxylic acid is a Cl- transport inhibitor with a moderate to strong inhibitory action on PKA activated cardiac IcI.
DefinitionChEBI: An anthroic acid carrying the carboxy substituent at position 9.
Application9-Anthracenecarboxylic acid (9-AC) is a dye with fluorescent properties and can be used for the quantitative analysis of cationic surfactants. This method is based on the interaction between 9-AC and cationic surfactants and the formation of non-fluorescent ion-binding complexes. The addition of a trace amount of cationic surfactant reduced the fluorescence intensity of 9-AC. Under optimum conditions, the ratio of fluorescence intensity in the absence and presence of cationic surfactants was proportional to the concentration of cationic surfac tants.
Synthesis Reference(s)Journal of the American Chemical Society, 70, p. 1079, 1948 DOI: 10.1021/ja01183a061
Biological ActivityCl - transport inhibitor with a moderate to strong inhibitory action on PKA activated cardiac I cI .
Safety ProfileModerately toxic byintraperitoneal route. Mutation data reported. Whenheated to decomposition it emits acrid smoke andirritating vapors.
Purification MethodsCrystallise the acid from EtOH. It is fluorescent in EtOH. [Beilstein 9 IV 2671.]
Tag:9-Anthracenecarboxylic acid(723-62-6) Related Product Information
9-CHLOROANTHRACENE 4-(9-ANTHROYLOXY)PHENACYL BROMIDE 10-OXO-2,3,5,6-TETRAHYDRO-1H,4H,10H-11-OXA-3A-AZA-BENZO[DE]ANTHRACENE-9-CARBOXYLIC ACID ETHYL ESTER Anthracene 9-Anthracenecarboxylic acid 9,10-Anthracenedicarboxylic acid anthracene-1,5-dicarboxylic acid CHOLESTERYL 9-ANTHRACENECARBOXYLATE 9-ANTHRACENE-D9-CARBOXYLIC ACID 16-(9-ANTHROYLOXY)PALMITIC ACID 2-(9-Anthroyloxy)stearicacid RARECHEM AL BI 1096 RARECHEM AL BF 0654 RARECHEM AL BF 1125 RARECHEM AL BI 1125 9-ANTHROYL OUABAIN RARECHEM AL BE 1096 RARECHEM AL BO 1194

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