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dibenzoylmethane
Sign in to saveAlso known as 1,3-diphenyl-1,3-propanedione, Phenyl phenacyl ketone, omega-benzoylacetophenone, 2-Benzoylacetophenone, DBM
Dibenzoylmethane (DBM) is an organic compound with the formula (C6H5C(O))2CH2. DBM is the name for a 1,3-diketone, but the compound exists primarily as one of two equivalent enol tautomers. DBM is a white solid. Due UV-absorbing properties, derivatives of DBM such as avobenzone, have found applications as sunscreen products.
Chemical data
- Formula
- C15H12O2
- Molecular weight
- 224.25 g/mol
- IUPAC name
- 1,3-diphenylpropane-1,3-dione
- SMILES
- C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=CC=C2
- InChIKey
- NZZIMKJIVMHWJC-UHFFFAOYSA-N
- XLogP
- 3.1
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 224.084
Show 4 more facts
- canonical SMILES
- C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=CC=C2
- chemical formula
- C₁₅H₁₂O₂
- melting point
- 78.0
- Commons category
- Dibenzoylmethane
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Synthesis and reactions
- Occurrence and medicinal properties
- Related compounds
- References
Dibenzoylmethane (DBM) is an organic compound with the formula (C6H5C(O))2CH2. DBM is the name for a 1,3-diketone, but the compound exists primarily as one of two equivalent enol tautomers. DBM is a white solid. Due UV-absorbing properties, derivatives of DBM such as avobenzone, have found applications as sunscreen products.
==Synthesis and reactions== DBM is prepared by condensation of ethyl benzoate with acetophenone.
Excerpted from Wikipedia’s “dibenzoylmethane” article, available under the CC BY-SA 4.0 licence.