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759597

Sigma-Aldrich

4,4′-Stilbenedicarboxylic acid

greener alternative

98%

Synonym(s):
4,4′-Dicarboxystilbene, 4,4′-(1,2-Ethenediyl)bisbenzoic acid, H2BPEA, Biphenylethene-4,4·-dicarboxylic acid, H2SDC
Empirical Formula (Hill Notation):
C16H12O4
CAS Number:
Molecular Weight:
268.26
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

98%

greener alternative product characteristics

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

mp

400-420 °C

greener alternative category

Enabling

SMILES string

OC(=O)c1ccc(\C=C\c2ccc(cc2)C(O)=O)cc1

InChI

1S/C16H12O4/c17-15(18)13-7-3-11(4-8-13)1-2-12-5-9-14(10-6-12)16(19)20/h1-10H,(H,17,18)(H,19,20)/b2-1+

InChI key

SBBQDUFLZGOASY-OWOJBTEDSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for energy efficiency. Find details here.
4,4′-Stilbenedicarboxylic acid (SDA) is a luminescent ligand that is useful as an organic linker due to the presence of two carboxylic groups, which form bridges between metallic centers. It has conjugated aromatic rings that facilitate the formation of a rigid linker.

Application

SDA can be used in the hydrothermal synthesis of three-dimensional (3D) metal-organic frameworks, which have potential usage in sensing, drug delivery, luminescence, and gas adsorption. It may also be used in energy storage applications such as supercapacitors and batteries.

Packaging

5 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Synthesis of 4, 4'-Stilbene Dicarboxylic Acid and Aniline Modified Graphene Oxide and Its Electrochemical Performance for Supercapacitors
Riaz A, et al.
International Journal of Electrochemical Science, 11(2), 1099-1110 (2016)
A series of three-dimensional lanthanide metal-organic frameworks with biphenylethene-4, 4?-dicarboxylic acid: Hydrothermal syntheses and structures
Deng Z, et al.
CrystEngComm, 12(5), 1526-1535 (2010)
An unprecedented stable self-penetrating metal-organic framework with solvent-dependent luminescence properties
Xiao Y, et al.
Inorganic Chemistry Communications, 59(5), 32-35 (2015)
Yadagiri Rachuri et al.
Inorganic chemistry, 58(17), 11389-11403 (2019-08-23)
We synthesized two new adenine-based Zn(II)/Cd(II) metal-organic frameworks (MOFs), namely, [Zn2(H2O)(stdb)2(5H-Ade)(9H-Ade)2] n
Marcel Schulz et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(59), 13598-13608 (2019-08-10)
In a systematic investigation, the synthesis of metal-organic frameworks (MOFs) with MIL-140 structure was studied. The precursors of this family of MOFs are the same as for the formation of the well-known UiO-type MOFs although the synthesis temperature for MIL-140

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