Determine the necessary mass, volume, or concentration for preparing a solution.
≥96% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Introduction
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.
| Pubchem Sid | 504763789 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504763789 |
| Canonical Smiles | C1=CC(=CC=C1C=CC2=CC=C(C=C2)C(=O)O)C(=O)O |
| IUPAC Name | 4-[(E)-2-(4-carboxyphenyl)ethenyl]benzoic acid |
| InChIKey | SBBQDUFLZGOASY-OWOJBTEDSA-N |
| 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+ |
| Isomeric SMILES | C1=CC(=CC=C1/C=C/C2=CC=C(C=C2)C(=O)O)C(=O)O |
| Alternate CAS | 133005-88-6;74299-91-5 |
| PubChem CID | 5374688 |
| Molecular Weight | 268.27 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Stilbenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stilbenes |
| Alternative Parents | Benzoic acids Styrenes Benzoyl derivatives Dicarboxylic acids and derivatives Carboxylic acids Organooxygen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Stilbene - Benzoic acid - Benzoic acid or derivatives - Styrene - Benzoyl - Benzenoid - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jan 19, 2026 | S110119 | |
| Certificate of Analysis | Jan 19, 2026 | S110119 | |
| Certificate of Analysis | Jan 19, 2026 | S110119 | |
| Certificate of Analysis | Jan 19, 2026 | S110119 | |
| Certificate of Analysis | Aug 18, 2023 | S110119 | |
| Certificate of Analysis | Aug 18, 2023 | S110119 | |
| Certificate of Analysis | Apr 12, 2023 | S110119 |
| Melt Point(°C) | 400-420℃ |
|---|---|
| Molecular Weight | 268.260 g/mol |
| XLogP3 | 3.200 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 268.074 Da |
| Monoisotopic Mass | 268.074 Da |
| Topological Polar Surface Area | 74.600 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 336.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Yiran Xia, Hongdong Duan, Aiyou Hao, Pengyao Xing. (2021) Photoresponsive Supramolecular Chiral Composites Based on Hydrogen-Bonded Coassembly. Journal of Physical Chemistry C, [PMID:] [10.1021/acs.jpcc.1c08818] |
| 2. Yazhou Shuang, Tianci Zhang, Laisheng Li. (2019) Preparation of a stilbene diamido-bridged bis(β-cyclodextrin)-bonded chiral stationary phase for enantioseparations of drugs and pesticides by high performance liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, [PMID:31740032] [10.1016/j.chroma.2019.460702] |
| 3. Junge Zhao, Liping Liu, Liyuan Gu, Zeyu Li, Yilong Li, Zhiguang Wu, Bei Sun, Xijin Wang, Tiedong Sun. (2022) Dual-responsive metal organic framework for electrically-enhanced cascade catalytic tumor therapy. Materials Today Advances, [PMID:] [10.1016/j.mtadv.2022.100329] |