9-Anthracenecarboxylic acid

9-Anthracenecarboxylic acid Property

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

pka

pK1: 3.65 (25°C)

color 

Yellow

Water Solubility 

insoluble

λmax

254 nm at 0.1% in ethanol

BRN 

1875336

InChIKey

XGWFJBFNAQHLEF-UHFFFAOYSA-N

CAS DataBase Reference

723-62-6(CAS DataBase Reference)

NIST Chemistry Reference

9-Anthroic acid(723-62-6)

EPA Substance Registry System

9-Anthracenecarboxylic acid (723-62-6)

Safety

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 

Yes

HS Code 

29163900

Toxicity

pic-esc 127 mg/well MUREAV 260,349,91

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

9-Anthracenecarboxylic acid Chemical Properties,Usage,Production

Description

9-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 Properties

yellow powder

Uses

Anthracene-9-carboxylic acid is a Cl- transport inhibitor with a moderate to strong inhibitory action on PKA activated cardiac IcI.

Application

9-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.

Definition

ChEBI: An anthroic acid carrying the carboxy substituent at position 9.

Synthesis Reference(s)

Journal of the American Chemical Society, 70, p. 1079, 1948 DOI: 10.1021/ja01183a061

Biological Activity

Cl - transport inhibitor with a moderate to strong inhibitory action on PKA activated cardiac I cI .

Safety Profile

Moderately toxic byintraperitoneal route. Mutation data reported. Whenheated to decomposition it emits acrid smoke andirritating vapors.

Purification Methods

Crystallise the acid from EtOH. It is fluorescent in EtOH. [Beilstein 9 IV 2671.]