Description
(2-Bromo-5-fluoropyridin-4-yl)boronic acid (CAS No. 1072951-43-9) is a high-purity boronic acid derivative with the molecular formula C5H4BBrFNO2. This compound is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its reactive boronic acid functional group. The presence of both bromo and fluoro substituents on the pyridine ring enhances its versatility in pharmaceutical and agrochemical applications. It is supplied as a white to off-white crystalline powder with a typical purity of ≥95% (HPLC). Proper storage under inert conditions (2-8°C, argon) is recommended to maintain stability. Suitable for researchers in medicinal chemistry, material science, and catalysis.
Properties
- CAS Number: 1072951-43-9
- Complexity: 140
- IUPAC Name: (2-bromo-5-fluoro-4-pyridyl)boronic acid
- InChI: InChI=1S/C5H4BBrFNO2/c7-5-1-3(6(10)11)4(8)2-9-5/h1-2,10-11H
- InChI Key: AXQCYFLMAUPOLN-UHFFFAOYSA-N
- Exact Mass: 218.95025
- Molecular Formula: C5H4BBrFNO2
- Molecular Weight: 219.81
- SMILES: B(C1=CC(=NC=C1F)Br)(O)O
- Topological: 53.4
- Monoisotopic Mass: 218.95025
- Synonyms: 1072951-43-9, (2-bromo-5-fluoropyridin-4-yl)boronic acid, DTXSID60660043, DTXCID30610792, 2-Bromo-5-fluoropyridine-4-boronic acid, 2-bromo-5-fluoropyridin-4-ylboronic acid, MFCD04973353, (2-bromo-5-fluoro-4-pyridyl)boronic acid, SCHEMBL4543463, AXQCYFLMAUPOLN-UHFFFAOYSA-N, SBB095860, AKOS015835728, AB21289, PS-9571, 2-Bromo-5-fluoropyridine-4-boronicacid, SY279710, CS-0109665, EN300-7388128, B-(2-Bromo-5-fluoro-4-pyridinyl)boronic Acid; (2-Bromo-5-fluoropyridin-4-yl)boronic Acid;
Application
(2-Bromo-5-fluoropyridin-4-yl)boronic acid is widely used as a key intermediate in the synthesis of complex heterocyclic compounds via palladium-catalyzed cross-coupling reactions. Its dual functional groups enable selective modifications, making it ideal for drug discovery and ligand design. Applications extend to the development of fluorinated pharmaceuticals and advanced materials.
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
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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