≥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 26 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
It is widely used in suzuki coupling chemical reactions；
3-carboxyphenylboric acid can be used as a substrate for the preparation of：
Diaryl derivative (prepared by Suzuki-Miyaura coupling reaction with bromoaniline)；
Boric acid functionalized block copolymer；
1H-imidazoland [1,2-a] quinoxaline derivatives；
| Canonical Smiles | B(C1=CC(=CC=C1)C(=O)O)(O)O |
|---|---|
| IUPAC Name | 3-boronobenzoic acid |
| InChIKey | DBVFWZMQJQMJCB-UHFFFAOYSA-N |
| INCHI | 1S/C7H7BO4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4,11-12H,(H,9,10) |
| Isomeric SMILES | B(C1=CC(=CC=C1)C(=O)O)(O)O |
| WGK Germany | 2 |
| RTECS | CY8750000 |
| Molecular Weight | 165.94 |
| Beilstein | 16(3)1283 |
| Reaxy-Rn | 2967400 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2967400&ln= |
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 | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzoic acids |
| Alternative Parents | Benzoyl derivatives Boronic acids Organic metalloid salts Monocarboxylic acids and derivatives Carboxylic acids Organooxygen compounds Organoboron compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Benzoic acid - Benzoyl - Boronic acid - Boronic acid derivative - Organic metalloid salt - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organooxygen compound - Organoboron compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group. |
| External Descriptors | Not available |
| Solubility | Insoluble in water, soluble in methanol |
|---|---|
| Melt Point(°C) | 243-247°C |
| Molecular Weight | 165.940 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 166.044 Da |
| Monoisotopic Mass | 166.044 Da |
| Topological Polar Surface Area | 77.800 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 171.000 |
| 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 |
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| 14. Jumin Yang, Shuai Liu, Zhanpeng Ye, Liandong Deng, Anjie Dong, Jianhua Zhang. (2020) Multi-transformable nanocarrier with tumor extracellular acidity-activated charge reversal, size reduction and ligand reemergence for in vitro efficient doxorubicin loading and delivery. Materials Science & Engineering C-Materials for Biological Applications, [PMID:32806305] [10.1016/j.msec.2020.111250] |
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| 16. Wei Zhang, Xiaolei Liu, Ping Li, Wen Zhang, Hui Wang, Bo Tang. (2020) In Situ Fluorescence Imaging of the Levels of Glycosylation and Phosphorylation by a MOF-Based Nanoprobe in Depressed Mice. ANALYTICAL CHEMISTRY, [PMID:32028759] [10.1021/acs.analchem.9b04878] |
| 17. Di Wu, Xiaoguang Shi, Fuli Zhao, Sergio Tomas Fernando Chilengue, Liandong Deng, Anjie Dong, Deling Kong, Weiwei Wang, Jianhua Zhang. (2019) An injectable and tumor-specific responsive hydrogel with tissue-adhesive and nanomedicine-releasing abilities for precise locoregional chemotherapy. Acta Biomaterialia, [PMID:31247382] [10.1016/j.actbio.2019.06.033] |
| 18. Yunfan Qiao, Rushi Zhao, Min Zhang, Hongyang Zhang, Yuerong Wang, Ping Hu. (2019) Phenylboronic acid derivative-modified (6,5) single-wall carbon nanotube probes for detecting glucose and hydrogen peroxide. RSC Advances, 9 (4): (2258-2267). [PMID:35516097] [10.1039/C8RA09272A] |
| 19. Changjian Li, Yueqi Wang, Xiaojie Zhang, Xueling Guo, Xiaoxuan Kang, Libo Du, Yang Liu. (2018) Red fluorescent carbon dots with phenylboronic acid tags for quick detection of Fe(III) in PC12 cells. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:29772416] [10.1016/j.jcis.2018.05.017] |
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