Description

5-Bromo-3-methylpyridine-2-carbonitrile (CAS No. 156072-86-5) is a high-purity heterocyclic organic compound with the molecular formula C₇H₅BrN₂. This specialized chemical building block features a bromine substituent at the 5-position and a nitrile group at the 2-position of the pyridine ring, with an additional methyl group at the 3-position. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), making it ideal for pharmaceutical research, agrochemical development, and material science applications. Its unique structure serves as a versatile intermediate for Suzuki coupling reactions, nucleophilic substitutions, and other transition metal-catalyzed transformations. Proper storage at 2-8°C in a tightly sealed container under inert atmosphere is recommended to maintain stability. Available in research quantities from 100mg to 10g with optional analytical certificates.

Properties

• CAS Number: 156072-86-5
• Complexity: 160
• IUPAC Name: 5-bromo-3-methyl-pyridine-2-carbonitrile
• InChI: InChI=1S/C7H5BrN2/c1-5-2-6(8)4-10-7(5)3-9/h2,4H,1H3
• InChI Key: YPCLLVYLWXIIBW-UHFFFAOYSA-N
• Exact Mass: 195.96361
• Molecular Formula: C7H5BrN2
• Molecular Weight: 197.03
• SMILES: CC1=CC(=CN=C1C#N)Br
• Topological: 36.7
• Monoisotopic Mass: 195.96361
• Synonyms: 156072-86-5, 5-Bromo-3-methylpyridine-2-carbonitrile, DTXSID40609738, DTXCID80560495, 826-968-1, 5-Bromo-3-methylpicolinonitrile, 5-Bromo-2-cyano-3-methylpyridine, 2-PYRIDINECARBONITRILE, 5-BROMO-3-METHYL-, MFCD11975788, SCHEMBL2076123, 5-Bromo-3-methyl-picolinonitrile, YPCLLVYLWXIIBW-UHFFFAOYSA-N, 5-bromo-3-methyl-2-cyanopyridine, AKOS015911680, AB65088, CS-W003818, FS-3436, SY031479, EN300-103942, Z1255391870

Application

5-Bromo-3-methylpyridine-2-carbonitrile serves as a key synthetic intermediate in medicinal chemistry for developing kinase inhibitors and CNS-active compounds. The bromine moiety enables cross-coupling reactions to create bipyridine derivatives for catalytic applications. Researchers utilize this nitrile-functionalized pyridine in heterocyclic expansions and as a precursor for carboxylic acid derivatives through hydrolysis. Its structural features make it valuable for designing novel pesticides and electronic materials.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (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.