Names | |
---|---|
Preferred IUPAC name
1,3-Diphenylpropane-1,3-dione | |
Other names
2-Benzoylacetophenone
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.003.999 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H12O2 | |
Molar mass | 224.25 g/mol |
Appearance | white solid |
Density | 1.334 g/cm3 |
Melting point | 77 to 78 °C (171 to 172 °F; 350 to 351 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
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. [2] DBM is a white solid. Due UV-absorbing properties, derivatives of DBM such as avobenzone, have found applications as sunscreen products.
DBM is prepared by condensation of ethyl benzoate with acetophenone. [3]
Like other 1,3-diketones (or their enols), DBM condenses with a variety of bifunctional reagents to give heterocycles. Hydrazine gives diphenyl pyrazole. Urea and thiourea also condense to give six-membered rings. With metal salts, the conjugate base of DBM forms complexes akin to the metal acetylacetonates.[ citation needed]
Dibenzoylmethane (DBM) is a minor constituent in the root extract of Licorice (Glycyrrhiza glabra in the family Leguminosae). [4] It is also found in Curcumin. These occurrences have led to investigations into the medicinal properties of this class of compounds. [5] [6]
DBM (and Trazodone) slow disease progression by preventing the cessation of protein synthesis in neurons. [7]
Names | |
---|---|
Preferred IUPAC name
1,3-Diphenylpropane-1,3-dione | |
Other names
2-Benzoylacetophenone
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.003.999 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C15H12O2 | |
Molar mass | 224.25 g/mol |
Appearance | white solid |
Density | 1.334 g/cm3 |
Melting point | 77 to 78 °C (171 to 172 °F; 350 to 351 K) [1] |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
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. [2] DBM is a white solid. Due UV-absorbing properties, derivatives of DBM such as avobenzone, have found applications as sunscreen products.
DBM is prepared by condensation of ethyl benzoate with acetophenone. [3]
Like other 1,3-diketones (or their enols), DBM condenses with a variety of bifunctional reagents to give heterocycles. Hydrazine gives diphenyl pyrazole. Urea and thiourea also condense to give six-membered rings. With metal salts, the conjugate base of DBM forms complexes akin to the metal acetylacetonates.[ citation needed]
Dibenzoylmethane (DBM) is a minor constituent in the root extract of Licorice (Glycyrrhiza glabra in the family Leguminosae). [4] It is also found in Curcumin. These occurrences have led to investigations into the medicinal properties of this class of compounds. [5] [6]
DBM (and Trazodone) slow disease progression by preventing the cessation of protein synthesis in neurons. [7]