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Merck

D33454

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-398-9
Beilstein/REAXYS Number:
514910
MDL number:
Assay:
98%
Form:
crystals
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InChI key

NZZIMKJIVMHWJC-UHFFFAOYSA-N

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

SMILES string

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

assay

98%

form

crystals

bp

219-221 °C/18 mmHg (lit.)

mp

77-79 °C (lit.)

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Abdou Saad El-Tabl et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(1), 90-99 (2008-02-05)
A new series of mono and binuclear Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), La(III), Ru(III), Hf(IV), ZrO(II) and UO2(II) complexes of phenylaminodibenzoylhydrazone have been synthesized and characterized by elementals analyses, IR UV-vis spectra, magnetic moments, conductances, thermal analyses (DTA and
Brooks M Hybertson et al.
Antioxidants (Basel, Switzerland), 8(5) (2019-05-07)
Bioactive phytochemicals in Rosmarinus officinalis, Withania somnifera, and Sophora japonica have a long history of human use to promote health. In this study we examined the cellular effects of a combination of extracts from these plant sources based on specified
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

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