Description
2,3,4,5-Tetrafluoroaniline (CAS No. 5580-80-3) is a high-purity fluorinated aromatic amine with the molecular formula C6H3F4N. This compound is a versatile building block in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and advanced materials. Its tetrafluorinated structure enhances reactivity and stability, making it ideal for nucleophilic substitution reactions and cross-coupling methodologies. Available in >98% purity, this product is rigorously tested via GC, NMR, and HPLC to ensure consistency for research and industrial applications. Suitable for use under inert conditions due to its sensitivity to moisture and air.
Properties
- CAS Number: 5580-80-3
- Complexity: 143
- IUPAC Name: 2,3,4,5-tetrafluoroaniline
- InChI: InChI=1S/C6H3F4N/c7-2-1-3(11)5(9)6(10)4(2)8/h1H,11H2
- InChI Key: BEECAQIHCYTZHC-UHFFFAOYSA-N
- Exact Mass: 165.02016175
- Molecular Formula: C6H3F4N
- Molecular Weight: 165.09
- SMILES: C1=C(C(=C(C(=C1F)F)F)F)N
- Topological: 26
- Monoisotopic Mass: 165.02016175
- Synonyms: 2,3,4,5-TETRAFLUOROANILINE, 5580-80-3, Aniline, 2,3,4,5-tetrafluoro-, Benzenamine, 2,3,4,5-tetrafluoro-, JOA1MYY729, 2,3,4,5-Tetrafluorobenzenamine, NSC 89357, NSC-89357, UNII-JOA1MYY729, DTXSID80204387, DTXCID80126878, Aniline, 2,3,4,5-tetrafluoro-(8CI), Benzenamine, 2,3,4,5-tetrafluoro-(9CI), 623-566-6, beecaqihcytzhc-uhfffaoysa-n, MFCD00025153, Benzenamine, tetrafluoro-, Tetrafluoroaniline, NSC89357, Aniline, 2,3,4,5-tetrafluoro- (8CI), 2,4,5-Tetrafluoroaniline, NCIOpen2_001335, 71964-99-3, Aniline,3,4,5-tetrafluoro-, SCHEMBL998262, 2,3,4,5-tetrafluoro-aniline, SCHEMBL2970858, 2,3,4,5-tetrafluorophenylamine, Benzenamine,3,4,5-tetrafluoro-, SBB087875, 2,3,4,5-Tetrafluoroaniline, 98%, AKOS015854352, AC-3703, CS-W021477, SB76365, AS-14406, BP-11096, SY032812, DB-017732, NS00062995, T2782, A19773, EN300-128638, 2,3,4,5-Tetrafluorobenzenamine;2,3,4,5-Tetrafluoroa, Z1255383062
Application
2,3,4,5-Tetrafluoroaniline is widely used as a precursor in the synthesis of fluorinated heterocycles and active pharmaceutical ingredients (APIs). Its electron-deficient aromatic ring facilitates efficient Suzuki-Miyaura and Buchwald-Hartwig couplings. Researchers employ it in the development of liquid crystal materials and agrochemical intermediates. The compound’s fluorine-rich structure also contributes to metabolic stability in drug discovery.
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 (97.6%): 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 (97.6%)
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