Description

3-Chloro-5-(trifluoromethyl)-2-pyridinamine (CAS 79456-26-1) is a high-purity heterocyclic compound with the molecular formula C₆H₄ClF₃N₂. This specialized chemical features a pyridine core substituted with a chloro group at the 3-position, a trifluoromethyl group at the 5-position, and an amino group at the 2-position, offering unique reactivity for advanced synthetic applications. Ideal for pharmaceutical intermediates, agrochemical research, and material science, this compound is rigorously tested via GC/MS, HPLC, and NMR to ensure ≥98% purity. Packaged under inert gas in amber glass vials to ensure stability, it is suitable for nucleophilic substitution reactions, cross-coupling methodologies, and fluorinated building block synthesis. Store at 2-8°C in a dry environment.

Properties

• CAS Number: 79456-26-1
• Complexity: 161
• IUPAC Name: 3-chloro-5-(trifluoromethyl)pyridin-2-amine
• InChI: InChI=1S/C6H4ClF3N2/c7-4-1-3(6(8,9)10)2-12-5(4)11/h1-2H,(H2,11,12)
• InChI Key: WXNPZQIRDCDLJD-UHFFFAOYSA-N
• Exact Mass: 196.0015103
• Molecular Formula: C6H4ClF3N2
• Molecular Weight: 196.56
• SMILES: C1=C(C=NC(=C1Cl)N)C(F)(F)F
• Topological: 38.9
• Monoisotopic Mass: 196.0015103
• Synonyms: 3-Chloro-5-(trifluoromethyl)-2-pyridinamine, 3-Chloro-5-trifluoromethyl-2-pyridylamine, DTXSID00345807, EC 401-670-0, DTXCID00296880, 401-670-0, 79456-26-1, 2-Amino-3-chloro-5-(trifluoromethyl)pyridine, 3-Chloro-5-(trifluoromethyl)pyridin-2-amine, MFCD00042154, 2-Pyridinamine, 3-chloro-5-(trifluoromethyl)-, 2-amino-3-chloro-5-trifluoromethyl pyridine, EN300-19150, 71456-26-3, 3-chloro-5-(trifluoromethyl)-2-pyridylamine, 2-?Amino-?3-?chloro-?5-?trifluoromethylpyrid?ine, FT3V8L4S3Y, SCHEMBL119730, 2-AMINO-3-CHLORO-5-(TRIFLOROMETHYL)PYRIDINE, SCHEMBL2325735, CHEMBL5407211, WXNPZQIRDCDLJD-UHFFFAOYSA-, CHEBI:194671, YFUSCHQZGNAHBE-UHFFFAOYSA-N, BDBM626073, HMS1648N07, BBL004470, SBB003584, STL140692, AKOS000119155, AB01893, AC-3253, CS-W010581, FA10824, PS-6382, SY004773, 3-chloro-5-(triluoromethyl)pyridin-2-amine, DB-028434, 2-amino-3-chloro- 5-trifluoromethylpyridine, A1157, EU-0066628, NS00007516, ST50949408, 3-chloro-5-(trifluoromethyl)-2-aminopyridine, 3-Pyridinamine,2-fluoro-5-(trifluoromethyl)-, 3-Chloro-5-(trifluoromethyl)-2-pyridinylamine #, SR-01000597237, 2-Amino-3-chloro-5-(trifluoromethyl)pyridine, 97%, doi:10.14272/WXNPZQIRDCDLJD-UHFFFAOYSA-N.1, SR-01000597237-1, Z104472970, 3-Chloro-5-(trifluoromethyl)-2-pyridylamine; 2,3,5-ACTF, n(3,4dimethoxyphenyl)1(5phenylpyrimidin2yl)piperidine3carboxamide, InChI=1/C6H4ClF3N2/c7-4-1-3(6(8,9)10)2-12-5(4)11/h1-2H,(H2,11,12)

Application

3-Chloro-5-(trifluoromethyl)-2-pyridinamine serves as a key intermediate in the synthesis of biologically active molecules, particularly in agrochemicals (e.g., herbicides, insecticides) and pharmaceuticals (e.g., kinase inhibitors). Its trifluoromethyl group enhances lipophilicity and metabolic stability, making it valuable in medicinal chemistry optimization. The compound is also employed in metal-catalyzed cross-coupling reactions to construct complex heterocyclic scaffolds for material science applications.

Safety and Hazards

GHS Hazard Statements

• H302: Harmful if swallowed [Warning Acute toxicity, oral]
• H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264, P270, P273, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Skin Irrit. 2 (25%)
• Eye Irrit. 2A (25%)
• STOT SE 3 (25%)
• Aquatic Chronic 3 (100%)

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