Description
4,5-Difluoro-2-hydroxybenzaldehyde (CAS No. 199287-52-0) 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 4- and 5-positions and a hydroxyl group at the 2-position, making it a versatile building block for pharmaceutical, agrochemical, and materials science research. Its unique electronic and steric properties enable selective modifications in organic synthesis, particularly in the development of fluorinated heterocycles and ligands. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Store under inert conditions at 2-8°C to maintain stability.
Properties
- CAS Number: 199287-52-0
- Complexity: 151
- IUPAC Name: 4,5-difluoro-2-hydroxy-benzaldehyde
- InChI: InChI=1S/C7H4F2O2/c8-5-1-4(3-10)7(11)2-6(5)9/h1-3,11H
- InChI Key: HRLWPXGNZQEUHM-UHFFFAOYSA-N
- Exact Mass: 158.01793569
- Molecular Formula: C7H4F2O2
- Molecular Weight: 158.10
- SMILES: C1=C(C(=CC(=C1F)F)O)C=O
- Topological: 37.3
- Monoisotopic Mass: 158.01793569
- Synonyms: 4,5-Difluoro-2-hydroxybenzaldehyde, 199287-52-0, DTXSID10572743, DTXCID30523515, 642-799-4, 2-Hydroxy-4,5-difluorobenzaldehyde, 4,5-DIFLUOROSALICYLALDEHYDE, Benzaldehyde, 4,5-difluoro-2-hydroxy-, Benzaldehyde, 4,5-difluoro-2-hydroxy- (9CI), MFCD08458005, SCHEMBL3404206, HRLWPXGNZQEUHM-UHFFFAOYSA-N, 4,5-difluoro-2-hydroxy-benzaldehyde, CL8334, SBB087258, AKOS005257554, CS-W010902, PS-8814, DB-032254, EN300-152530, Z1201624647
Application
4,5-Difluoro-2-hydroxybenzaldehyde is widely used as a key intermediate in the synthesis of fluorinated bioactive compounds, including kinase inhibitors and antimicrobial agents. Its hydroxyl and aldehyde functional groups allow for facile derivatization via condensation, oxidation, or nucleophilic addition reactions. Researchers also employ it in the design of fluorinated Schiff base ligands for catalytic applications. In materials science, it serves as a precursor for fluorinated polymers with enhanced thermal and chemical resistance.
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 (100%): 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. 2A (100%)
- STOT SE 3 (100%)
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