File:Acetophenone-2D-skeletal.svg · Wikimedia Commons · See Wikimedia Commons
acetophenone
Sign in to saveAlso 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 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
~4 min read
Encyclopedic overview
11 sectionsContents
- 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:
Excerpted from Wikipedia’s “acetophenone” article, available under the CC BY-SA 4.0 licence.