Description

2-Amino-5-(trifluoromethoxy)benzoic Acid (CAS No. 83265-56-9) is a high-purity, fluorinated aromatic compound with the molecular formula C₈H₆F₃NO₃. This specialized chemical features a benzoic acid backbone substituted with an amino group at the 2-position and a trifluoromethoxy group at the 5-position, offering unique electronic and steric properties for advanced research applications. With a molecular weight of 221.14 g/mol, it is supplied as a crystalline solid with ≥95% purity (HPLC), ideal for pharmaceutical intermediates, agrochemical development, and material science research. The compound’s trifluoromethoxy group enhances lipophilicity and metabolic stability, making it valuable for drug discovery programs targeting CNS and inflammatory diseases. Our product undergoes rigorous QC testing including NMR, LC-MS, and elemental analysis to ensure batch-to-batch consistency for your most demanding synthetic workflows.

Properties

• CAS Number: 83265-56-9
• Complexity: 244
• IUPAC Name: 2-amino-5-(trifluoromethoxy)benzoic acid
• InChI: InChI=1S/C8H6F3NO3/c9-8(10,11)15-4-1-2-6(12)5(3-4)7(13)14/h1-3H,12H2,(H,13,14)
• InChI Key: UXNGDCBPIGOZFO-UHFFFAOYSA-N
• Exact Mass: 221.02997754
• Molecular Formula: C8H6F3NO3
• Molecular Weight: 221.13
• SMILES: C1=CC(=C(C=C1OC(F)(F)F)C(=O)O)N
• Topological: 72.6
• Monoisotopic Mass: 221.02997754
• Synonyms: 2-amino-5-(trifluoromethoxy)benzoic Acid, 83265-56-9, DTXSID30454693, DTXCID60405512, 624-132-9, 2-Amino-5-trifluoromethoxybenzoic acid, 2-Amino-5-(trifluoromethoxy)benzoicacid, MFCD00176651, Benzoic acid, 2-amino-5-(trifluoromethoxy)-, 5-trifluoromethoxyanthranilic acid, SCHEMBL1046271, UXNGDCBPIGOZFO-UHFFFAOYSA-, CL8020, SBB052824, AKOS015854731, AC-1364, CS-W014744, PS-7853, SB79865, 2-amino-5-trifluoromethoxy-benzoic acid, FA105632, SY106662, DB-010935, EN300-151711, 2-Amino-5-(trifluoromethoxy)benzoic acid, 97%, Z1509666119, InChI=1/C8H6F3NO3/c9-8(10,11)15-4-1-2-6(12)5(3-4)7(13)14/h1-3H,12H2,(H,13,14)

Application

This compound serves as a key building block in medicinal chemistry for the synthesis of trifluoromethoxy-containing drug candidates, particularly in CNS-targeting molecules. Researchers utilize it to develop protease inhibitors and GPCR modulators where the trifluoromethoxy group improves binding affinity. In material science, it functions as a precursor for specialty polymers with enhanced thermal and chemical resistance. The amino and carboxylic acid moieties provide versatile sites for further derivatization in combinatorial chemistry approaches.

Safety and Hazards

GHS Hazard Statements

• H301 (84.8%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (15.2%): Causes skin irritation [Warning Skin corrosion/irritation]
• H317 (84.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (15.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (84.8%)
• Skin Irrit. 2 (15.2%)
• Skin Sens. 1 (84.8%)
• Eye Irrit. 2A (100%)
• STOT SE 3 (15.2%)

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