Description

2′-Fluoro-4′-methoxyacetophenone (CAS No. 74457-86-6) is a high-purity fluorinated aromatic ketone with the molecular formula C₉H₉FO₂. This compound, also known as 1-(2-fluoro-4-methoxyphenyl)ethanone, is a versatile building block in organic synthesis and pharmaceutical research. Its unique structure, featuring both fluorine and methoxy substituents, makes it valuable for designing advanced intermediates in drug discovery and material science applications. The product is supplied as a crystalline solid with >98% purity (HPLC), ensuring consistency for sensitive reactions. Store in a cool, dry place under inert conditions to maintain stability. Suitable for use in nucleophilic substitutions, cross-coupling reactions, and as a precursor for heterocyclic compounds.

Properties

• CAS Number: 74457-86-6
• Complexity: 170
• IUPAC Name: 1-(2-fluoro-4-methoxy-phenyl)ethanone
• InChI: InChI=1S/C9H9FO2/c1-6(11)8-4-3-7(12-2)5-9(8)10/h3-5H,1-2H3
• InChI Key: PIRRWUMTIBFCCW-UHFFFAOYSA-N
• Exact Mass: 168.05865769
• Molecular Formula: C9H9FO2
• Molecular Weight: 168.16
• SMILES: CC(=O)C1=C(C=C(C=C1)OC)F
• Topological: 26.3
• Monoisotopic Mass: 168.05865769
• Synonyms: 2′-Fluoro-4′-methoxyacetophenone, 74457-86-6, 2-Fluoro-4-methoxyacetophenone, DTXSID30343871, DTXCID60294948, 627-765-9, pirrwumtibfccw-uhfffaoysa-n, 1-(2-Fluoro-4-methoxyphenyl)ethanone, 1-(2-fluoro-4-methoxyphenyl)ethan-1-one, MFCD00042290, 1-acetyl-2-fluoro-4-methoxybenzene, 2′-FLUOR-4′-METHOXYACETOPHENONE, Ethanone, 1-(2-fluoro-4-methoxyphenyl)-, 2-Fluoro-4-methoxy-acetophenone, 2-fluoro-4-methoxyactophenone, SCHEMBL531399, SCHEMBL12015244, SCHEMBL15226106, 2′-fluoro-4′-methoxy-acetophenone, BBL011052, CL8642, SBB064080, STK802224, AKOS005206839, AC-3618, CS-W008763, FS-1123, PB30564, 2′-Fluoro-4′-methoxyacetophenone, 99%, NCGC00324906-01, 1-(2-Fluoro-4-methoxy-phenyl)-ethanone, 1-(2-Fluoro-4-methoxyphenyl)ethanone #, SY012771, 1-(2-fluoranyl-4-methoxy-phenyl)ethanone, 1-(2-fluoro-4-methoxyphenyl)-1-ethanone, DB-013704, F0662, ST50405507, EN300-20759, AB01319474-02, A838138, 2′-Fluoro-4′-methoxyacetophenone; 1-(2-Fluoro-4-methoxyphenyl)ethanone, 2 inverted exclamation mark -Fluoro-4 inverted exclamation mark -methoxyacetophenone

Application

2′-Fluoro-4′-methoxyacetophenone serves as a key intermediate in the synthesis of bioactive molecules, particularly in the development of fluorinated pharmaceuticals where its electron-withdrawing properties influence metabolic stability. It is utilized in Suzuki-Miyaura couplings to create biphenyl scaffolds for kinase inhibitors. Researchers also employ this compound in the preparation of liquid crystal materials due to its mesogenic potential. The fluorine moiety enhances binding affinity in receptor-targeted drug candidates.

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 (97.9%): 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 (97.9%)

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