Description

3,6-Difluoro-2-hydroxybenzaldehyde (CAS No. 502762-92-7) is a high-purity fluorinated aromatic aldehyde with the molecular formula C₇H₄F₂O₂. This compound features a benzaldehyde core substituted with two fluorine atoms at the 3- and 6-positions and a hydroxyl group at the 2-position, making it a valuable building block for pharmaceutical, agrochemical, and materials science research. Its unique electronic and steric properties enable versatile reactivity in cross-coupling, condensation, and nucleophilic addition reactions. Available in ≥98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Ideal for synthesizing fluorinated heterocycles, ligands, and bioactive molecules. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 502762-92-7
• Complexity: 151
• IUPAC Name: 3,6-difluoro-2-hydroxy-benzaldehyde
• InChI: InChI=1S/C7H4F2O2/c8-5-1-2-6(9)7(11)4(5)3-10/h1-3,11H
• InChI Key: PWGMIHBQTCIAKM-UHFFFAOYSA-N
• Exact Mass: 158.01793569
• Molecular Formula: C7H4F2O2
• Molecular Weight: 158.10
• SMILES: C1=CC(=C(C(=C1F)C=O)O)F
• Topological: 37.3
• Monoisotopic Mass: 158.01793569
• Synonyms: 3,6-Difluoro-2-hydroxybenzaldehyde, 502762-92-7, DTXSID50626370, DTXCID20577123, 3,6-Difluorosalicylaldehyde, Benzaldehyde, 3,6-difluoro-2-hydroxy- (9CI), MFCD08275281, BENZALDEHYDE, 3,6-DIFLUORO-2-HYDROXY-, SCHEMBL1804679, PWGMIHBQTCIAKM-UHFFFAOYSA-N, 3,6-difluoro-2-hydroxy-benzaldehyde, BBL101302, CL8300, SBB087260, STL555098, AKOS005257588, CS-W010903, PS-8813, DB-018125, Benzaldehyde,3,6-difluoro-2-hydroxy-(9ci), EN300-175817

Application

3,6-Difluoro-2-hydroxybenzaldehyde serves as a key intermediate in the synthesis of fluorinated pharmaceuticals, particularly kinase inhibitors and antimicrobial agents. Its hydroxyl and aldehyde functionalities allow for facile derivatization into Schiff bases or chelating ligands for metal-catalyzed reactions. In materials science, it is used to prepare fluorinated polymers and liquid crystals with enhanced thermal stability. Researchers also employ it to develop fluorescent probes due to its electron-withdrawing fluorine substituents.

Safety and Hazards

GHS Hazard Statements

• H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (14.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (85.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• 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, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (14.3%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (14.3%)
• Eye Irrit. 2 (85.7%)
• 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.