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D33454

Sigma-Aldrich

1,3-Diphenyl-1,3-propanedione

98%

Synonym(s):

Dibenzoylmethane

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About This Item

Linear Formula:
(C6H5CO)2CH2
CAS Number:
Molecular Weight:
224.25
Beilstein:
514910
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

crystals

bp

219-221 °C/18 mmHg (lit.)

mp

77-79 °C (lit.)

SMILES string

O=C(CC(=O)c1ccccc1)c2ccccc2

InChI

1S/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-10H,11H2

InChI key

NZZIMKJIVMHWJC-UHFFFAOYSA-N

Gene Information

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General description

1,3-Diphenyl-1,3-propanedione also known as Dibenzoylmethane, a symmetrical ß-diketone with the ability to form strong intra and intermolecular hydrogen bonds is commonly used to produces a Schiff base in reaction with benzidine.

Application


  • A radical-anion chain mechanism following dissociative electron transfer reduction of the model prostaglandin endoperoxide, 1,4-diphenyl-2,3-dioxabicyclo[2.2.1]heptane.: This study explores the unique chemical properties of 1,3-Diphenyl-1,3-propanedione in the context of electron transfer reactions. The research unveils its potential in creating advanced prostaglandin models, crucial for pharmaceutical applications and drug synthesis. This application is especially significant in the context of prostaglandin biosynthesis, offering a pathway to new drug development strategies within the pharmaceutical industry and biochemical research (Magri & Workentin, 2008).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhaogang Nie et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 72(3), 554-560 (2008-12-17)
Rare-earth complex Sm(DBM)(3)Phen-doped poly(methyl methacrylate) was synthesized and its absorption and luminescence spectra were studied. The relationship between the coordinate environment of rare-earth ions and the Judd-Ofelt intensity parameter Omega(2) was analyzed and the spectroscopic quality factor, Omega(4)/Omega(6), for this
Preetha Anand et al.
Biochemical pharmacology, 82(12), 1901-1909 (2011-09-20)
Curcumin, a diferuloylmethane, has been shown to exhibit anti-inflammatory and anti-proliferative activities. Whereas curcumin has both a Michael acceptor and a Michael donor units, its analogues dibenzoylmethane (DBM, a component of licorice) and dibenzoylpropane (DBP) have a Michael donor but
Chia-Jui Weng et al.
Journal of agricultural and food chemistry, 57(12), 5235-5243 (2009-05-16)
While lung cancer accounts for approximately 20% of cancer diagnoses, it is the leading cause of tumor-related deaths. The apoptotic effects of 3,5,4'-trihydroxystilbene (resveratrol), dibenzoylmethane (DBM), and their analogues on human lung cancer cells are generally unclear. The aims of
Tin Oo Khor et al.
Cancer research, 69(17), 7096-7102 (2009-08-27)
Dibenzoylmethane (DBM), a minor beta-diketone constituent of licorice, has been shown to exhibit antineoplastic effects in prostate cancer cell lines by induction of cell cycle arrest and regulation of androgen receptor expression. In the present study, we investigated the in
Yuichi Masuda et al.
The journal of physical chemistry. A, 116(18), 4485-4494 (2012-04-19)
Despite the importance of ultrafast (time scale exceeding 10(-11) s) intramolecular proton transfer (PT) events between electronic ground states in solution, experimental determination of the rates of such reactions has not yet been accomplished because of the limitations of the

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