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Sigma-Aldrich

9,10-Anthracenedicarboxylic acid

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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

assay

95%

form

solid

greener alternative product characteristics

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

sustainability

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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

signalword

Warning

hcodes

H400

pcodes

P273

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Ultramicroporous Metal- Organic Framework Based on 9, 10-Anthracenedicarboxylate for Selective Gas Adsorption
Ma S, et al.
Inorganic Chemistry, 46(21), 8499-8501 (2007)
Manganese (II) complexes with a bulky anthracene-based dicarboxylic ligand: Syntheses, crystal structures, and magnetic properties
Liu C, et al.
Australian Journal of Chemistry, 61(5), 382-390 (2008)
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)
Verena K Gramm et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 26(12), 2726-2734 (2019-11-28)
Anhydrous EuII -acetylenedicarboxylate (EuADC; ADC2- = - O2 C-C≡C-CO2- ) was synthesized by reaction of EuBr2 with K2 ADC or H2 ADC in degassed water under oxygen-free conditions. EuADC crystallizes in the SrADC type structure (I41 /amd, Z=4) forming a
Zinc (II) coordination architectures with two bulky anthracene-based carboxylic ligands: crystal structures and luminescent properties
Wang J, et al.
CrystEngComm, 10(6), 681-692 (2008)
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