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Anthracene-9-carboxylic acid

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Identification
Molecular formula
C15H10O2
CAS number
723-62-6
IUPAC name
anthracene-9-carboxylic acid
State
State

At room temperature, anthracene-9-carboxylic acid is a solid compound.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.00
Boiling point (Celsius)
510.00
Boiling point (Kelvin)
783.00
General information
Molecular weight
222.24g/mol
Molar mass
222.2420g/mol
Density
1.3000g/cm3
Appearence

Anthracene-9-carboxylic acid appears as pale yellow crystals or powder. It is a solid compound that may demonstrate fluorescent properties, akin to its anthracene base.

Comment on solubility

Solubility of Anthracene-9-Carboxylic Acid

Anthracene-9-carboxylic acid (C15H10O2) presents unique solubility characteristics influenced by its structure. This compound, being a carboxylic acid derivative of anthracene, behaves distinctly when interacting with solvents. Understanding its solubility properties is essential for applications in organic synthesis and material science.

Solubility in Various Solvents:

  • Water: Anthracene-9-carboxylic acid has limited solubility in water due to its hydrophobic anthracene backbone, though the carboxylic group promotes some degree of interaction with water molecules.
  • Organic Solvents: It is generally more soluble in organic solvents such as ethanol, acetone, and chloroform, which can better accommodate its hydrophobic structure.
  • Acidic Conditions: Solubility can be enhanced in acidic environments where the carboxyl group may remain protonated, thus potentially altering its interaction with solvents.

The solubility of anthracene-9-carboxylic acid is critical for its usage in various chemical applications. In conclusion, while it demonstrates limited solubility in polar solvents like water, it shows a favorable solubility profile in a range of organic solvents, enhancing its versatility in different chemical contexts.

Interesting facts

Interesting Facts about Anthracene-9-carboxylic Acid

Anthracene-9-carboxylic acid, widely recognized for its role in various chemical applications, is a fascinating compound due to its unique structure and properties. Here are some noteworthy aspects:

  • Structure: Anthracene-9-carboxylic acid is derived from anthracene, a polycyclic aromatic hydrocarbon. It contains a carboxylic acid functional group that plays a crucial role in its reactivity and applications.
  • Fluorescent Properties: This compound exhibits remarkable fluorescence, making it valuable in the development of organic light-emitting diodes (OLEDs). Its ability to emit light upon excitation is a key feature in electronic applications.
  • pH Indicator: Anthracene-9-carboxylic acid can function as a pH indicator, allowing for visual identification of acidity or basicity in a solution. Its color change at different pH levels is both practical and educational in laboratory settings.
  • Photochemical Applications: The compound is used in various fields for photochemical reactions, particularly in organic synthesis where light is used to promote chemical changes.
  • Laboratory Uses: In addition to its indicator properties, anthracene-9-carboxylic acid is employed as a reagent for chemical analysis and can serve as a building block for the synthesis of more complex organic molecules.

As a compound that combines structural elegance with utility, anthracene-9-carboxylic acid highlights the beauty of organic chemistry. Its versatility in applications and ability to demonstrate fundamental chemical principles makes it a valuable subject of study for both seasoned chemists and students.

In the words of a prominent chemist, "The beauty of chemistry lies in understanding how simple structures give rise to complex functionalities." Anthracene-9-carboxylic acid is a perfect example of this concept in practice.

Synonyms
anthracene-9-carboxylic acid
9-Anthracenecarboxylic acid
723-62-6
9-Anthroic acid
ANCA
9-Carboxyanthracene
9-AC
Anthracene-10-carboxylic acid
EINECS 211-964-9
MFCD00001257
NSC 151909
DTXSID7049427
CHEBI:34507
7VK69492FV
NSC-151909
DTXCID6029387
XGWFJBFNAQHLEF-UHFFFAOYSA-
9-Anthracenecarboxylic Acid (purified by sublimation)
9-anthracene carboxylic acid
A9C
9-AC cpd
Anthracene-9-carboxylicacid
9-ACA
9Carboxyanthracene
9-Anthroic Acid; 9-Carboxyanthracene; NSC 151909; 9-Anthracenylcarboxylic Acid
Spectrum_001457
Tocris-0963
9anthracenecarboxylic acid
Spectrum3_001767
Spectrum4_000875
Spectrum5_001807
Anthracene9carboxylic acid
9-anthracenecarboxylic-acid
BSPBio_003233
KBioGR_001569
KBioSS_001937
DivK1c_000919
SCHEMBL122832
SPECTRUM1502068
UNII-7VK69492FV
GTPL4113
CHEMBL1513985
HMS502N21
KBio1_000919
KBio2_001937
KBio2_004505
KBio2_007073
KBio3_002733
NINDS_000919
9-Anthracenecarboxylic acid, 99%
HMS3267I09
HMS3411L16
HMS3675L16
Tox21_202942
(9-AC)
NSC151909
AKOS000120482
AC-4957
FA00396
SB66915
IDI1_000919
UPCMLD0ENAT5641092:001
NCGC00024906-01
NCGC00024906-02
NCGC00024906-03
NCGC00260488-01
AS-14182
CAS-723-62-6
SY009981
Am J Physiol 262: C803 (1992)
DB-022490
HY-101329
A0690
A3299
CS-0021167
NS00014374
EN300-21295
H11623
SR-01000597483
SR-01000597483-1
BRD-K62607075-001-03-6
Q27074044
Z104495198
9-Anthracenecarboxylic acid, purum, for fluorescence, >=96.0% (T)