Description

3-Bromopyridine-2-carbonitrile (CAS No. 55758-02-6) is a high-purity heterocyclic organic compound with the molecular formula C₆H₃BrN₂. This versatile building block features a bromine substituent at the 3-position and a cyano group at the 2-position of the pyridine ring, making it an excellent intermediate for nucleophilic substitution reactions, cross-coupling reactions, and other functional group transformations. With a molecular weight of 183.01 g/mol, this compound is widely utilized in pharmaceutical research, agrochemical synthesis, and materials science applications. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a white to off-white crystalline powder under strict quality control. Suitable for use in medicinal chemistry, catalyst development, and as a precursor for advanced heterocyclic systems.

Properties

• CAS Number: 55758-02-6
• Complexity: 137
• IUPAC Name: 3-bromopyridine-2-carbonitrile
• InChI: InChI=1S/C6H3BrN2/c7-5-2-1-3-9-6(5)4-8/h1-3H
• InChI Key: HCOPIUVJCIZALB-UHFFFAOYSA-N
• Exact Mass: 181.94796
• Molecular Formula: C6H3BrN2
• Molecular Weight: 183.01
• SMILES: C1=CC(=C(N=C1)C#N)Br
• Topological: 36.7
• Monoisotopic Mass: 181.94796
• Synonyms: 3-bromopyridine-2-carbonitrile, 624-977-3, 3-Bromo-2-cyanopyridine, 55758-02-6, 3-bromopicolinonitrile, 2-cyano-3-bromopyridine, 3-bromo-2-pyridinecarbonitrile, MFCD02683288, 3-Bromo-pyridine-2-carbonitrile, 2-Pyridinecarbonitrile, 3-bromo-, bromopicolinonitrile, 3-bromopicolino-nitrile, Bromo-2-cyano-pyridine, 3-bromo-2-cyano-pyridine, 3-Bromo-pyridin-2-nitrile, SCHEMBL391339, SCHEMBL7175463, HCOPIUVJCIZALB-UHFFFAOYSA-, DTXSID70355837, HCOPIUVJCIZALB-UHFFFAOYSA-N, BBL100455, CL0159, SBB065323, STL554249, 3-Bromopyridine-2-carbonitrile, 97%, AKOS005145804, AC-1874, CS-W002967, FS-2428, HY-W002967, PB24769, BP-10221, SY003790, DB-013384, DB-366057, B4382, EN300-102904, AC-907/34104040, InChI=1/C6H3BrN2/c7-5-2-1-3-9-6(5)4-8/h1-3H, 555758-02-6

Application

3-Bromopyridine-2-carbonitrile serves as a key intermediate in the synthesis of pharmaceutical compounds, particularly in the development of kinase inhibitors and other bioactive molecules. Its reactive bromine and cyano groups enable efficient functionalization via Suzuki-Miyaura, Buchwald-Hartwig, or nucleophilic aromatic substitution reactions. Researchers also employ this compound in the preparation of ligands for transition metal catalysts and as a building block for nitrogen-rich heterocycles in material science applications.

Safety and Hazards

GHS Hazard Statements

• H301 (89.6%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (85.4%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (14.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (89.6%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (85.4%)
• Eye Irrit. 2A (14.6%)
• STOT SE 3 (97.9%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.