Description

(2,6-Dimethoxyphenyl)boronic acid (CAS No. 23112-96-1) is a high-purity boronic acid derivative with the molecular formula C₈H₁₁BO₄. This compound features a boronic acid functional group attached to a 2,6-dimethoxyphenyl scaffold, making it a versatile building block for organic synthesis, cross-coupling reactions, and pharmaceutical research. It is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in sensitive applications. Ideal for Suzuki-Miyaura coupling, this reagent is rigorously tested for moisture sensitivity and stored under inert conditions to maintain stability. Suitable for researchers in medicinal chemistry, material science, and catalysis.

Properties

• CAS Number: 23112-96-1
• Complexity: 141
• IUPAC Name: (2,6-dimethoxyphenyl)boronic acid
• InChI: InChI=1S/C8H11BO4/c1-12-6-4-3-5-7(13-2)8(6)9(10)11/h3-5,10-11H,1-2H3
• InChI Key: BKWVXPCYDRURMK-UHFFFAOYSA-N
• Exact Mass: 182.0750390
• Molecular Formula: C8H11BO4
• Molecular Weight: 181.98
• SMILES: B(C1=C(C=CC=C1OC)OC)(O)O
• Topological: 58.9
• Monoisotopic Mass: 182.0750390
• Synonyms: (2,6-dimethoxyphenyl)boronic acid, 679-862-0, 2,6-Dimethoxyphenylboronic acid, 23112-96-1, 2,6-Dimethoxybenzeneboronic Acid, Boronic acid, B-(2,6-dimethoxyphenyl)-, MFCD01318987, 2,6-DIMETHOXYPHENYL-BORONIC ACID, 2,6-Dimethoxyphenylboronicacid, Boronic acid, (2,6-dimethoxyphenyl)-, AF-399/25108058, SCHEMBL203282, 2,6-dimethoxy-phenylboronic acid, 2,6-dimethoxyphenyl boronic acid, DTXSID40370234, 2,6-dimethoxybenzene boronic acid, (2,6-dimethoxy)phenylboronic acid, BCP19585, SBB003736, AKOS002663425, AB08798, B-(2,6-Dimethoxy-phenyl)boronic acid, CS-W019869, GS-6777, NCGC00249518-01, AC-24791, BP-12137, SY017987, DB-010339, D3861, EN300-119838, Z1203159460, 2,6-Dimethoxyphenylboronic acid(contains varying amounts of Anhydride)

Application

(2,6-Dimethoxyphenyl)boronic acid is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions to form biaryl compounds. It serves as a precursor in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. Researchers also utilize it in the development of boron-containing probes for biochemical studies. Its stability and reactivity make it valuable in metal-catalyzed transformations.

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 (88.9%): 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

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (88.9%)

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