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)

Flash point:

219-221°C/18mm

storage temp. 

Store below +30°C.

solubility 

Chloroform (Slightly), Methanol (Slightly, Sonicated)

pka

8.95±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.

InChIKey

NZZIMKJIVMHWJC-UHFFFAOYSA-N

LogP

4.59 at 25℃

CAS DataBase Reference

120-46-7(CAS DataBase Reference)

NIST Chemistry Reference

1,3-Propanedione, 1,3-diphenyl-(120-46-7)

EPA Substance Registry System

1,3-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

Toxicity

rat,LD,oral,> 500mg/kg (500mg/kg),National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 28, 1953.

MSDS

• Language:English Provider:Dibenzoylmethane
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Dibenzoylmethane Usage And Synthesis

Chemical Properties

Dibenzoylmethane (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.

Occurrence

Dibenzoylmethane(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.

Uses

Dibenzoylmethane 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.

Uses

Dibenzoylmethane is a compound known to inhibit tumorigenesis in mice.

Definition

ChEBI: 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.

Preparation

dibenzoylmethane is prepared by condensation of ethyl benzoate with acetophenone.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 3885, 1996 DOI: 10.1016/0040-4039(96)00689-2
Chemical and Pharmaceutical Bulletin, 29, p. 2762, 1981 DOI: 10.1248/cpb.29.2762

Flammability and Explosibility

Non flammable

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors

Purification Methods

Dibenzoylmethane (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.]

Dibenzoylmethane(120-46-7)Related Product Information

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• 4,4'-Methylenedianiline
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• TRIS(DIBENZOYLMETHANE)MONO(PHENANTHROLINE)EUROPIUM (III)
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