2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a bench‑stable crystalline boronate ester that couples efficiently under standard Suzuki‑Miyaura conditions despite the steric encumbrance of its ortho‑methyl groups. The pinacol ester of 2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is far more stable than the free boronic acid, which tends to cyclotrimerize into the boroxine. Medicinal chemists employ 2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane to cap biaryl scaffolds, filling a shallow hydrophobic pocket and blocking metabolic oxidation. Cosperpharm guarantees that each lot of 2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is free of the de‑borylated xylene by‑product, ensuring accurate stoichiometric control in coupling reactions.

Product Parameters

FAQ

Q1: What is the typical Suzuki coupling protocol for this hindered boronate?

A: 1.2 equivalents of the boronate, 1.0 equivalent of aryl bromide, 3 mol% Pd(PPh₃)₄, 2 M Na₂CO₃ in DME/water, reflux for 12–18 h gives good yields.

Q2: Can this boronate be used in Buchwald‑Hartwig aminations?

A: No, it is a nucleophilic partner for Suzuki coupling. For amination, the corresponding bromide or iodide should be used.

Storage Conditions

Store 2-(2,6-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane at 2–8 °C in a tightly sealed container under an atmosphere of dry argon or nitrogen. Protect from moisture and light. Under these conditions, the product retains ≥98% purity for at least 24 months.

Quality Assurance at Cosperpharm

Each batch undergoes:

● Gas chromatography (GC) – purity ≥97.0%

● Non‑aqueous titration – purity ≥97.0%

● Refractive index – confirmatory analysis

● ¹H NMR – structural verification

● Appearance – colorless to light yellow to light orange clear liquid

A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.

Safety Information Summary

Contact Us

If your project calls for a sterically demanding arylboronate with proven performance, contact Cosperpharm’s organoboron team — we’ll provide a sample, a recommended coupling procedure, and a commercial quote in one consolidated response.