≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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 7 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
3-Thiophenemalonic Acid (Ticarcillin EP Impurity C) is an intermediate used to synthesize temocillin. It is also used to prepare malonate-based inhibitors of mammalian serine racemase.
| Pubchem Sid | 488186522 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488186522 |
| Canonical Smiles | C1=CSC=C1C(C(=O)O)C(=O)O |
| IUPAC Name | 2-thiophen-3-ylpropanedioic acid |
| InChIKey | GCOOGCQWQFRJEK-UHFFFAOYSA-N |
| INCHI | 1S/C7H6O4S/c8-6(9)5(7(10)11)4-1-2-12-3-4/h1-3,5H,(H,8,9)(H,10,11) |
| Isomeric SMILES | C1=CSC=C1C(C(=O)O)C(=O)O |
| WGK Germany | 3 |
| PubChem CID | 88782 |
| Molecular Weight | 186.19 |
| Beilstein | 6503620 |
| Reaxy-Rn | 6503620 |
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 | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dicarboxylic acids and derivatives |
| Alternative Parents | 1,3-dicarbonyl compounds Thiophenes Heteroaromatic compounds Carboxylic acids Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | 1,3-dicarbonyl compound - Dicarboxylic acid or derivatives - Heteroaromatic compound - Thiophene - Organoheterocyclic compound - Carboxylic acid - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. |
| 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 |
|---|---|---|---|
 F1623054 | Certificate of Analysis | Feb 26, 2024 | T124059 |
| E2306696 | Certificate of Analysis | May 13, 2023 | T124059 |
| E2306700 | Certificate of Analysis | May 13, 2023 | T124059 |
| E2306703 | Certificate of Analysis | May 13, 2023 | T124059 |
| E2306980 | Certificate of Analysis | May 13, 2023 | T124059 |
| E2306982 | Certificate of Analysis | May 13, 2023 | T124059 |
| C23021260 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303045 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303046 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303047 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303053 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303058 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| C2303059 | Certificate of Analysis | Jan 02, 2023 | T124059 |
| Melt Point(°C) | 139°C |
|---|---|
| Molecular Weight | 186.190 g/mol |
| XLogP3 | 0.900 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 185.999 Da |
| Monoisotopic Mass | 185.999 Da |
| Topological Polar Surface Area | 103.000 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 190.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Xingxin Xu, June Qu, Hualiang Huang. (2023) Synthesis of a dibenzimidazole compound and its corrosion inhibition behavior on AZ91D Mg alloy in 3.5 wt.% NaCl solution. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2023.136065] |
| 2. Feiyue Ge, Shuquan Huang, Jia Yan, Liquan Jing, Feng Chen, Meng Xie, Yuanguo Xu, Hui Xu, Huaming Li. (2020) Sulfur promoted n-π* electron transitions in thiophene-doped g-C3N4 for enhanced photocatalytic activity. CHINESE JOURNAL OF CATALYSIS, [PMID:] [10.1016/S1872-2067(20)63674-9] |
| 3. Du Fangkai, Zhang Hui, Tan Xuecai, Ai Chenhao, Li Mengru, Yan Jun, Liu Min, Wu Yeyu, Feng Defen, Liu Shaogang, Han Heyou. (2019) Nitrogen-doped graphene quantum dots doped silica nanoparticles as enhancers for electrochemiluminescence thrombin aptasensors based on 3D graphene. JOURNAL OF SOLID STATE ELECTROCHEMISTRY, 23 (8): (2579-2588). [PMID:] [10.1007/s10008-019-04352-z] |
| 4. Haipeng Luo, Yonghui Lin, Qiuju Tang, Wei Hu, Yaping Wang, Zhentao Lei, Zaizai Tong. (2019) Disassembly of Crystalline Platelets of an Amphiphilic Triblock Copolymer Mediated by Varying pH and Organic Diacids. MACROMOLECULAR CHEMISTRY AND PHYSICS, 220 (15): (1900187). [PMID:] [10.1002/macp.201900187] |
| 5. Li Duan, Wei-Hong Zhang, Zhan-Hui Zhang, E-Hu Liu, Long Guo. (2018) Evaluation of natural deep eutectic solvents for the extraction of bioactive flavone C-glycosides from Flos Trollii. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2018.10.031] |
| 6. De-Chun Zhang, Dou Ma, Xia Li. (2017) Multiple modulator-induced syntheses, crystal structures, and luminescent properties on hippuric acid and bovine serum albumin of Ln(III) complexes with 2,2′-oxybis(benzoic acid). JOURNAL OF COORDINATION CHEMISTRY, [PMID:] [10.1080/00958972.2017.1381881] |
| 7. Yafeng Jin, Fangming Han, Tao Wang, Haofu Shi, Xiaobo Li, Li Yang, Na Chen, Kaifeng Yang, Xinyue Song, Guangri Xu. (2024) Snowflake-shaped poly(3-thiophenemalonic acid) combined with carbonized ZIF-8@ZIF-67 hollow polyhedra for sensitive electrochemical detection of metronidazole. NEW JOURNAL OF CHEMISTRY, 48 (27): (12387-12398). [PMID:] [10.1039/D4NJ01982B] |
