Description
[2,6-Bis(benzyloxy)pyridin-3-yl]boronic acid (CAS No. 2096339-92-1) is a high-purity boronic acid derivative with the molecular formula C19H18BNO4. This compound features a pyridine core substituted with benzyloxy groups at the 2- and 6-positions and a boronic acid moiety at the 3-position, making it a versatile building block for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Ideal for pharmaceutical research, material science, and organic synthesis, this reagent is rigorously tested for quality and consistency. Supplied as a white to off-white crystalline powder, it is packaged under inert conditions to ensure stability and longevity. Store in a cool, dry place, protected from moisture and light.
Properties
- CAS Number: 2096339-92-1
- Complexity: 372
- IUPAC Name: (2,6-dibenzyloxy-3-pyridyl)boronic acid
- InChI: InChI=1S/C19H18BNO4/c22-20(23)17-11-12-18(24-13-15-7-3-1-4-8-15)21-19(17)25-14-16-9-5-2-6-10-16/h1-12,22-23H,13-14H2
- InChI Key: KWEZFPLDOCKBPB-UHFFFAOYSA-N
- Exact Mass: 335.1328882
- Molecular Formula: C19H18BNO4
- Molecular Weight: 335.2
- SMILES: B(C1=C(N=C(C=C1)OCC2=CC=CC=C2)OCC3=CC=CC=C3)(O)O
- Topological: 71.8
- Monoisotopic Mass: 335.1328882
- Synonyms: 2096339-92-1, (2,6-Bis(benzyloxy)pyridin-3-yl)boronic acid, [2,6-bis(benzyloxy)pyridin-3-yl]boronic acid, 990-004-7, 2,6-Bis(benzyloxy)pyridine-3-boronic acid, 2,6-BIS(BENZYLOXY)PYRIDIN-3-YLBORONIC ACID, MFCD18434424, SCHEMBL23460224, WID33992, AT15720, (2,6-dibenzyloxy-3-pyridyl)boronic acid, BS-34282, SY278210, DB-420037, CS-0138569, (2,6-Bis(benzyloxy)pyridin-3-yl)boronicacid, [2,6-bis(phenylmethoxy)pyridin-3-yl]boronic acid, [2,6-bis(phenylmethoxy)pyridin-3-yl]boronic acid(contains varying amounts of Anhydride)
Application
[2,6-Bis(benzyloxy)pyridin-3-yl]boronic acid is widely used as a key intermediate in the synthesis of complex organic molecules, particularly in pharmaceutical research for drug discovery and development. Its boronic acid functionality enables efficient cross-coupling reactions, facilitating the construction of biaryl and heteroaryl structures. This compound is also valuable in materials science for designing advanced polymers and ligands for catalysis. Researchers leverage its stability and reactivity in Suzuki-Miyaura reactions to create novel compounds with potential biological activity.
Safety and Hazards
GHS Hazard Statements
- H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
- 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, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (100%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2A (100%)
- STOT SE 3 (100%)
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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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