acetophenone

Also known as benzoyl methanide, 1-phenylethanone, methylphenylketone, phenylmethylketone, methyl phenyl ketone, phenyl methyl ketone, acetylbenzene, benzoylmethane

Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colorless, viscous liquid is a precursor to useful resins and fragrances.

Chemical data

Formula: C8H8O
Molecular weight: 120.15 g/mol
IUPAC name: 1-phenylethanone
SMILES: CC(=O)C1=CC=CC=C1
InChIKey: KWOLFJPFCHCOCG-UHFFFAOYSA-N
XLogP: 1.6
Polar surface area: 17.1 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Mass: 120.058
Image: Ацетофенон.jpg
Autonomy: 535

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Commons category: Acetophenone
chemical formula: C₈H₈O
canonical SMILES: CC(=O)C1=CC=CC=C1
MCN code: 2914.39.10
melting point: 20
boiling point: 202
density: 1.03
dynamic viscosity: 0.634
refractive index: 1.5372
partition coefficient water/octanol: 1.63
solubility: 6.9
surface tension: 33.27
vapor pressure: 2.9
electric dipole moment: 3.02
flash point: 77
lower flammable limit: 55
ionization energy: 9.29

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Article

11 sections

Contents

Production
Uses
Precursor to resins
Niche uses
Laboratory reagent
Drugs
Natural occurrence
Pharmacology
Toxicity
References
External links

Acetophenone is the organic compound with the formula C6H5C(O)CH3. It is the simplest aromatic ketone. This colorless, viscous liquid is a precursor to useful resins and fragrances.

==Production== Acetophenone is formed as a byproduct of the cumene process, the industrial route for the synthesis of phenol and acetone. In the Hock rearrangement of isopropylbenzene hydroperoxide, migration of a methyl group rather than the phenyl group gives acetophenone and methanol as a result of an alternate rearrangement of the intermediate: