Description
2-Fluoro-6-(trifluoromethyl)benzaldehyde (CAS No. 60611-24-7) is a high-purity fluorinated aromatic aldehyde with the molecular formula C8H4F4O. This compound is characterized by its unique trifluoromethyl and fluoro substituents on the benzaldehyde backbone, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its IUPAC name is 2-fluoro-6-(trifluoromethyl)benzaldehyde, and it is supplied as a clear to pale yellow liquid with a distinct aromatic odor. Suitable for use in nucleophilic substitution reactions, cross-coupling reactions, and as a precursor for fluorinated heterocycles, this reagent is rigorously tested for purity (typically ≥95% by GC) and stability under recommended storage conditions (2-8°C under inert atmosphere). Ideal for researchers in medicinal chemistry, agrochemical development, and materials science.
Properties
- CAS Number: 60611-24-7
- Complexity: 189
- IUPAC Name: 2-fluoro-6-(trifluoromethyl)benzaldehyde
- InChI: InChI=1S/C8H4F4O/c9-7-3-1-2-6(5(7)4-13)8(10,11)12/h1-4H
- InChI Key: FAKUGVHRTLCKHB-UHFFFAOYSA-N
- Exact Mass: 192.01982740
- Molecular Formula: C8H4F4O
- Molecular Weight: 192.11
- SMILES: C1=CC(=C(C(=C1)F)C=O)C(F)(F)F
- Topological: 17.1
- Monoisotopic Mass: 192.01982740
- Synonyms: 2-Fluoro-6-(trifluoromethyl)benzaldehyde, 60611-24-7, DTXSID10334787, DTXCID60285876, 625-623-0, fakugvhrtlckhb-uhfffaoysa-n, 2-fluoro-6-trifluoromethylbenzaldehyde, MFCD00061273, Benzaldehyde, 2-fluoro-6-(trifluoromethyl)-, 2-fluoro-6-(trifluoromethyl)-benzaldehyde, SCHEMBL163604, SCHEMBL163605, CK1042, SBB064691, AKOS005063943, CS-W010713, FF64028, PS-8338, AC-28672, BP-20071, SY022933, DB-053670, F1033, ST50827422, 2-Fluoro-6-(trifluoromethyl)benzaldehyde, 98%, EN300-248960, Z1203162011
Application
2-Fluoro-6-(trifluoromethyl)benzaldehyde is a key building block in the synthesis of fluorinated pharmaceuticals and agrochemicals due to its electron-withdrawing substituents. It serves as a precursor for bioactive molecules, including protease inhibitors and kinase modulators. The compound is also used in materials science to develop fluorinated liquid crystals and polymers with enhanced thermal stability. Its reactivity in Pd-catalyzed cross-coupling reactions makes it valuable for constructing complex aromatic systems.
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 (97.8%): 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 (97.8%)
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