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724440

Sigma-Aldrich

9,10-Anthracenedicarboxylic acid

greener alternative

95%

Synonym(s):

H2ADC

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About This Item

Empirical Formula (Hill Notation):
C16H10O4
CAS Number:
73016-08-7
Molecular Weight:
266.25
MDL number:
MFCD00229428
UNSPSC Code:
26111700
PubChem Substance ID:
329764087
NACRES:
NA.23

Quality Level

100

Assay

95%

form

solid

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

>300 °C

greener alternative category

, Enabling

SMILES string

OC(=O)c1c2ccccc2c(C(O)=O)c3ccccc13

InChI

1S/C16H10O4/c17-15(18)13-9-5-1-2-6-10(9)14(16(19)20)12-8-4-3-7-11(12)13/h1-8H,(H,17,18)(H,19,20)

InChI key

FDFGHPKPHFUHBP-UHFFFAOYSA-N

General description

9,10-Anthracenedicarboxylic acid (H2L) is an anthracene based dicarboxylic compound, which has a larger conjugating π-system that enables the development of fluorescent materials. It has interesting magnetic and luminescent properties. It can be used as a bridging carboxylic acid ligand with a steric bulk due to the presence of its anthracene ring.
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Application

H2L can be potentially used in the formation of highly porous nanotubular and ultramicroporous metal organic frameworks (MOFs) for greener applications like hydrogen storage, methane storage and gas separation.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBM4733
SHBJ6221
SHBG6412V
SHBG2845V
SHBF2863V

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Cadmium (II) and lanthanum (III) coordination architectures with anthracene-9, 10-dicarboxylate: Crystal structures and photoluminescent properties
Wang J, et al.
Inorgorganica Chimica Acta, 385(6), 58-64 (2012)
Hisato Matsumoto et al.
Organic & biomolecular chemistry, 15(31), 6575-6583 (2017-07-28)
We report anthracene-diurea compounds which behave as anion sensors based on the fluorescence emission regulated by the substitution position on the anthracene ring. Anthracene-diurea compounds exhibit different excited-state intermolecular proton transfer (ESIPT) reactions depending on the pattern of the substituents.

Articles

Metal-Organic Frameworks in Sustainable Energy Technologies

Metal-organic frameworks, a subset of coordination polymers, represent a powerful new tool for a plethora of alternative energy applications. MOFs are readily available using simple synthetic strategies that supply tailored, high surface area materials.

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