Description
(2-Methoxy-4,6-dimethylphenyl)boronic acid (CAS No. 355836-08-7) is a high-purity boronic acid derivative with the molecular formula C9H13BO3. This compound is characterized by its methoxy and dimethyl-substituted phenyl ring, which enhances its reactivity in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic organic chemistry. With a molecular weight of 180.01 g/mol, it is supplied as a white to off-white crystalline powder, ensuring consistent performance in demanding applications. Ideal for pharmaceutical intermediates, material science research, and catalysis, this boronic acid is rigorously tested for purity (typically ≥95% by HPLC or NMR) and stability under recommended storage conditions (2-8°C, inert atmosphere). Each batch is accompanied by comprehensive analytical data, including 1H NMR, 13C NMR, and LC-MS spectra, to facilitate your research workflows. Available in quantities from milligrams to kilograms, packaged in amber glass vials or vacuum-sealed bags to prevent moisture absorption.
Properties
- CAS Number: 355836-08-7
- Complexity: 163
- IUPAC Name: (2-methoxy-4,6-dimethyl-phenyl)boronic acid
- InChI: InChI=1S/C9H13BO3/c1-6-4-7(2)9(10(11)12)8(5-6)13-3/h4-5,11-12H,1-3H3
- InChI Key: UFFAFBPZFGAMJJ-UHFFFAOYSA-N
- Exact Mass: 180.0957744
- Molecular Formula: C9H13BO3
- Molecular Weight: 180.01
- SMILES: B(C1=C(C=C(C=C1OC)C)C)(O)O
- Topological: 49.7
- Monoisotopic Mass: 180.0957744
- Synonyms: 355836-08-7, (2-Methoxy-4,6-dimethylphenyl)boronic acid, DTXSID90620276, DTXCID70571030, 886-510-1, 2,4-Dimethyl-6-methoxyphenylboronic acid, 2-methoxy-4,6-dimethylphenylboronic acid, MFCD04037222, (2-Methoxy-4,6-dimethylphenyl)boronicacid, SCHEMBL2869340, UFFAFBPZFGAMJJ-UHFFFAOYSA-N, AKOS006276745, AB17012, CS-W023043, DS-6269, AC-16576, SY108332, 2,4-dimethyl-6-methoxybenzeneboronic acid, 2-methoxy-4,6-dimethylphenyl boronic acid, 4,6-dimethyl-2-methoxybenzeneboronic acid, (2-methoxy-4,6-dimethyl-phenyl)boronicacid, DB-086913, C74832, (2-Methoxy-4 pound not6-dimethylphenyl)boronic acid
Application
This boronic acid derivative is primarily employed as a key building block in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds, which are prevalent in drug discovery and materials science. Its sterically hindered structure improves selectivity in palladium-catalyzed coupling reactions with aryl halides. Researchers also utilize it for modifying organic electronic materials due to its stable boronate ester formation capabilities. The methoxy and dimethyl substitutions make it particularly valuable for creating spatially constrained molecular architectures.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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