Description
3-Aminophenylboronic Acid Hemisulfate (CAS No. 66472-86-4) is a high-purity boronic acid derivative widely utilized in organic synthesis, bioconjugation, and pharmaceutical research. With the molecular formula C12H18B2N2O8S, this compound serves as a critical reagent for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in complex molecule synthesis. Its hemisulfate salt form enhances stability and solubility, making it ideal for aqueous reaction conditions. This product is rigorously tested to ensure ≥95% purity, meeting the stringent requirements of research and industrial applications. Suitable for use in diagnostics, sensor development, and glycoprotein analysis due to its affinity for diol-containing compounds.
Properties
- CAS Number: 66472-86-4
- Complexity: 191
- IUPAC Name: (3-aminophenyl)boronic acid;sulfuric acid
- InChI: InChI=1S/2C6H8BNO2.H2O4S/c2*8-6-3-1-2-5(4-6)7(9)10;1-5(2,3)4/h2*1-4,9-10H,8H2;(H2,1,2,3,4)
- InChI Key: UKTAURVTSWDIQR-UHFFFAOYSA-N
- Exact Mass: 372.0969970
- Molecular Formula: C12H18B2N2O8S
- Molecular Weight: 372.0
- SMILES: B(C1=CC(=CC=C1)N)(O)O.B(C1=CC(=CC=C1)N)(O)O.OS(=O)(=O)O
- Topological: 216
- Monoisotopic Mass: 372.0969970
- Synonyms: 66472-86-4, (3-Aminophenyl)boronic acid sulfate (2:1), 3-Aminophenylboronic Acid Hemisulfate, 3-Aminobenzeneboronic acid hemisulfate salt, 3-Aminophenylboronic acid hemisulphate, 3-Aminobenzeneboronic Acid Hemisulfate, MFCD00013111, 3-Aminophenylboronic acid hemisulfate salt, (3-AMINOPHENYL)BORIC ACID HEMISULFATE, M-AMINOPHENYL BORONIC ACID, HEMISULPHATE, bis((3-aminophenyl)boronic acid); sulfuric acid, SCHEMBL2200341, C12H18B2N2O8S, 3-aminophenylboronic acid hemisulfat, SBB071326, m-Aminophenyl boronic acid hemisulfate, 3-Amino-phenylboronic acid hemisulfate, AKOS015906756, AB01122, AC-5364, CS-W000959, DS-1552, FA33393, 3-amino phenyl boronic acid hemisulfate, DB-010527, A1774, M02697, O10073, 3-Aminophenylboronic acid hemisulfate salt, >=95%
3-Aminophenylboronic Acid Hemisulfate is primarily used in palladium-catalyzed cross-coupling reactions to synthesize biaryl compounds. It serves as a key intermediate in pharmaceutical manufacturing, particularly for kinase inhibitors and bioactive molecules. Additionally, its boronic acid functionality enables selective binding to carbohydrates and glycoproteins, making it valuable in diagnostic assays and biosensor development. Researchers also employ it in polymer and materials science for functionalized surface modifications.
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