Dibenzoylmethane

Dibenzoylmethane
  • CAS No.:120-46-7
Other grades of this product :
Dibenzoylmethane Basic information
Product Name:Dibenzoylmethane
Synonyms:,3-Diphenyl-propane-1,3-dione;1,3-Diphenyl-1,3-propanediamine;1,3-diphenyl-3-propanedione;1,3-Diphenylpropanedione;Phenyl-hydroxystyrylketone;phenylphenacylketone;rhodiastab83;DBM
CAS:120-46-7
MF:C15H12O2
MW:224.25
EINECS:204-398-9
Product Categories:Slight yellowish crystalline powder;Color Former & Related Compounds;Functional Materials;Sensitizer
Mol File:120-46-7.mol
Dibenzoylmethane Chemical Properties
Melting point 77-79 °C(lit.)
Boiling point 219-221 °C18 mm Hg(lit.)
density 0.800 g/cm3
vapor pressure 0.01Pa at 20℃
refractive index 1.6600 (estimate)
Fp 219-221°C/18mm
storage temp. Store below +30°C.
solubility Chloroform (Slightly), Methanol (Slightly, Sonicated)
pka8.95±0.10(Predicted)
form Crystals
color Light yellow to yellow
Water Solubility It is Soluble in ether, chloroform, and aqueous sodium hydroxide. Insoluble in water.
Merck 14,3009
BRN 514910
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyNZZIMKJIVMHWJC-UHFFFAOYSA-N
LogP4.59 at 25℃
CAS DataBase Reference120-46-7(CAS DataBase Reference)
NIST Chemistry Reference1,3-Propanedione, 1,3-diphenyl-(120-46-7)
EPA Substance Registry System1,3-Propanedione, 1,3-diphenyl- (120-46-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
RTECS TZ1930000
Hazard Note Irritant
TSCA Yes
HS Code 29143900
MSDS Information
ProviderLanguage
Dibenzoylmethane English
ACROS English
SigmaAldrich English
ALFA English
Dibenzoylmethane Usage And Synthesis
Chemical PropertiesDibenzoylmethane (DB), a minor constituent of the root extract of licorice, belongs to the flavonoid family. It is a colorless rhombus flake crystal or yellowish-white powder. soluble in chlorohydrin and chloroform, soluble in sodium hydroxide solution, insoluble in sodium carbonate solution, and very slightly soluble in water. It is used as a colorimetric reagent for the determination of uranium.
OccurrenceDibenzoylmethane(DBM) is a 1,3-diketone derivative of acetylacetone that has both methyl groups replaced with phenyl groups.Although smaller in size and lacking hydroxyl and methoxy groups,DBM resembles the turmeric spice curcumin (CUR),a diferuloylmethane. Both molecules are metal-chelating agents,contain a B-diketone flanked by two aryl groups,and exhibit anti-proliferative and anticarcinogenic activity. In addition to sharing structural similarity with DBM,CUR,which is also a naturally occurring compound is found in the plant Curcuma longa and has numerous medicinal uses.DBM and its many naturally occurring derivatives are minor constituentsof licorice. DBM has been isolated from licorice root extracts and otherspecies of Glycyrrhiza.
UsesDibenzoylmethane is a new kind of PVC heat stabilizer, it has better transparency, nontoxic and odorless. In case of combined use with Calcium/Zinc, Barium/Zin and other heat stabilizer, it can greatly improve the initial color, transparency, long term stability of PVC, and also can improve the precipitation and “zinc burning” problem during the process. It has very good synergy with zinc soaps, and can protect the PVC color. This material can absorb UV at 290nm, which has the effect as light stabilizer and act as long term stabilizer for PVC products.
UsesDibenzoylmethane is a compound known to inhibit tumorigenesis in mice.
DefinitionChEBI: Dibenzoylmethane is a beta-diketone that is acetylacetone (acac) in which both methyl groups have been replaced by phenyl groups. It is a minor constituent of the root extract of licorice (Glycyrrhiza glabra) and exhibits antimutagenic and anticancer effects. It has a role as an antineoplastic agent, a metabolite and an antimutagen. It is a beta-diketone and an aromatic ketone.
Preparationdibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.
Synthesis Reference(s)Tetrahedron Letters, 37, p. 3885, 1996 DOI: 10.1016/0040-4039(96)00689-2Chemical and Pharmaceutical Bulletin, 29, p. 2762, 1981 DOI: 10.1248/cpb.29.2762
Flammability and ExplosibilityNonflammable
Safety ProfileModerately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors
Purification MethodsDibenzoylmethane (1,3-diphenyl-1,3-propanedione) [120-46-7] M 224.3, m 8 0o. Crystallise dibenzoylmethane from pet ether or MeOH. [Beilstein 7 IV 2512.]

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