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759597

Sigma-Aldrich

4,4′-Stilbenedicarboxylic acid

greener alternative

98%

Synonym(s):

4,4′-(1,2-Ethenediyl)bisbenzoic acid, 4,4′-Dicarboxystilbene, Biphenylethene-4,4·-dicarboxylic acid, H2BPEA, H2SDC

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About This Item

Empirical Formula (Hill Notation):
C16H12O4
CAS Number:
100-31-2
Molecular Weight:
268.26
EC Number:
202-838-4
MDL number:
MFCD00013994
UNSPSC Code:
26111700
PubChem Substance ID:
329766797
NACRES:
NA.23

Quality Level

100

Assay

98%

form

powder

greener alternative product characteristics

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

sustainability

Greener Alternative Product

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

Related Categories

General description

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.
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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBK4204

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Sigma-Aldrich

P23903

1,4-Phenylenediacrylic acid

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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)
Chengfeng Yu et al.
Dalton transactions (Cambridge, England : 2003), 49(34), 12082-12087 (2020-08-22)
White light-emitting diodes (WLEDs) have aroused great attention due to their potential technological applications. In this work, we present two new Zn(ii) anthracene-linker-driven coordination polymers that exhibit intrinsic white-light emission. The emission covers the whole visible spectrum at room temperature.
Ekaterina A Dolgopolova et al.
Journal of the American Chemical Society, 141(13), 5350-5358 (2019-03-07)
Electronic structure modulation of metal-organic frameworks (MOFs) through the connection of linker "wires" as a function of an external stimulus is reported for the first time. The established correlation between MOF electronic properties and photoisomerization kinetics as well as changes

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