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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:
Molecular Weight:
266.25
MDL number:
UNSPSC Code:
26111700
PubChem Substance ID:
NACRES:
NA.23

Quality Level

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

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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.

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Environment

signalword

Warning

hcodes

pcodes

Hazard Classifications

Aquatic Acute 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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)
Ultramicroporous Metal- Organic Framework Based on 9, 10-Anthracenedicarboxylate for Selective Gas Adsorption
Ma S, et al.
Inorganic Chemistry, 46(21), 8499-8501 (2007)
A nanotubular metal-organic framework with permanent porosity: structure analysis and gas sorption studies
Ma S, et al.
Chemical Communications (Cambridge, England), 385(27), 4049-4051 (2009)
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)
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

Articles

Metal-organic frameworks offer high surface area materials for alternative energy applications through simple synthetic strategies.

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