Description

2,4-Difluoroacetophenone (CAS No. 364-83-0) is a high-purity fluorinated aromatic ketone with the molecular formula C₈H₆F₂O. This compound, also known by its IUPAC name 1-(2,4-difluorophenyl)ethanone, is a versatile building block in organic synthesis and pharmaceutical research. Its unique difluorinated structure enhances reactivity and stability, making it ideal for nucleophilic substitution reactions, cross-coupling reactions, and as a precursor for heterocyclic compounds. Available in >98% purity (GC), this crystalline solid is packaged under inert gas to ensure long-term stability. Suitable for use in HPLC, LC-MS, and NMR applications, it is a critical reagent for researchers developing fluorinated drug candidates, agrochemicals, and advanced materials.

Properties

• CAS Number: 364-83-0
• Complexity: 158
• IUPAC Name: 1-(2,4-difluorophenyl)ethanone
• InChI: InChI=1S/C8H6F2O/c1-5(11)7-3-2-6(9)4-8(7)10/h2-4H,1H3
• InChI Key: QEWHNJPLPZOEKU-UHFFFAOYSA-N
• Exact Mass: 156.03867113
• Molecular Formula: C8H6F2O
• Molecular Weight: 156.13
• SMILES: CC(=O)C1=C(C=C(C=C1)F)F
• Topological: 17.1
• Monoisotopic Mass: 156.03867113
• Synonyms: 2′,4′-Difluoroacetophenone, 1-(2,4-Difluorophenyl)ethanone, 2,4-Difluoroacetophenone, Ethanone, 1-(2,4-difluorophenyl)-, 1-(2,4-Difluorophenyl)ethan-1-one, K5ST9WKR7X, Acetophenone, 2′,4′-difluoro-, DTXSID3059894, DTXCID2039170, qewhnjplpzoeku-uhfffaoysa-n, 364-83-0, MFCD00151261, 1-acetyl-2,4-difluorobenzene, 2 inverted exclamation marka,4 inverted exclamation marka-Difluoroacetophenone, EINECS 206-667-6, 2,4-difluoracetophenone, UNII-K5ST9WKR7X, 2-Difluoroacetophenone, SCHEMBL11570, 2′, 4′-difluoroacetophenone, SCHEMBL1531080, 2′,4′-Difluoroacetophenone, 98%, 1-(2,4-Difluorophenyl)ethanone #, 1-(2,4-difluorophenyl)-1-ethanone, CK2579, SBB063127, AKOS000121562, AC-3611, CS-W020416, PS-8847, BP-12317, SY008954, DB-027236, D1885, NS00041702, ST50824553, EN300-17838, Z57046231, F0001-1043, 2 inverted exclamation mark ,4 inverted exclamation mark -Difluoroacetophenone

Application

2,4-Difluoroacetophenone is widely used as a key intermediate in the synthesis of pharmaceuticals, particularly in the development of antifungal and anti-inflammatory agents. Its difluorophenyl moiety is valuable in medicinal chemistry for optimizing drug potency and metabolic stability. This compound also serves as a precursor for liquid crystal materials and specialty polymers. Researchers utilize it in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions to construct complex fluorinated architectures.

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. 2 (100%)
• STOT SE 3 (97.9%)

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