Description
3,5-Difluoro-2-methoxybenzaldehyde (CAS No. 131782-50-8) is a high-purity fluorinated aromatic aldehyde with the molecular formula C8H6F2O2. This compound features a benzaldehyde core substituted with two fluorine atoms at the 3 and 5 positions and a methoxy group at the 2 position, offering unique electronic and steric properties for advanced synthetic applications. Ideal for pharmaceutical intermediates, agrochemical research, and materials science, this reagent is rigorously tested for consistency and purity (typically ≥95% by GC or HPLC). Packaged under inert gas to ensure stability, it is available in quantities ranging from milligrams to kilograms to meet both lab-scale and bulk production needs. Store in a cool, dry place away from light and oxidizing agents.
Properties
- CAS Number: 131782-50-8
- Complexity: 163
- IUPAC Name: 3,5-difluoro-2-methoxy-benzaldehyde
- InChI: InChI=1S/C8H6F2O2/c1-12-8-5(4-11)2-6(9)3-7(8)10/h2-4H,1H3
- InChI Key: OHIQTYCWUIZOBK-UHFFFAOYSA-N
- Exact Mass: 172.03358575
- Molecular Formula: C8H6F2O2
- Molecular Weight: 172.13
- SMILES: COC1=C(C=C(C=C1F)F)C=O
- Topological: 26.3
- Monoisotopic Mass: 172.03358575
- Synonyms: 3,5-Difluoro-2-methoxybenzaldehyde, 131782-50-8, Benzaldehyde, 3,5-difluoro-2-methoxy-, 3,5-difluoro-2-methoxy-benzaldehyde, 3 5-DIFLUOROSALICYLALDEHYDE 97, MFCD06246883, SCHEMBL1186103, DTXSID60344710, SBB088590, 3,5-Difluoro-2-methoxybenzaldehyde #, AKOS006223172, SB85359, s10824, AS-18971, DB-293894, CS-0195338
Application
3,5-Difluoro-2-methoxybenzaldehyde serves as a versatile building block in organic synthesis, particularly in the preparation of fluorinated pharmaceuticals and agrochemicals. Its electron-withdrawing fluorine atoms enhance reactivity in cross-coupling reactions, while the methoxy group directs electrophilic substitutions. Researchers also utilize it to develop liquid crystal materials and fluorescent probes due to its aromatic stability and tunable polarity. This compound is especially valuable in medicinal chemistry for designing kinase inhibitors and CNS-active molecules.
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. 2 (100%)
- STOT SE 3 (100%)
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