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362069

Sigma-Aldrich

1,3-Dibenzoylpropane

98%

Synonym(s):

1,5-Diphenyl-1,5-pentanedione

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About This Item

Linear Formula:
C6H5CO(CH2)3COC6H5
CAS Number:
6263-83-8
Molecular Weight:
252.31
MDL number:
MFCD00051401
UNSPSC Code:
12352100
PubChem Substance ID:
24862289
NACRES:
NA.22

Assay

98%

form

solid

mp

66-68 °C (lit.)

functional group

ketone
phenyl

SMILES string

O=C(CCCC(=O)c1ccccc1)c2ccccc2

InChI

1S/C17H16O2/c18-16(14-8-3-1-4-9-14)12-7-13-17(19)15-10-5-2-6-11-15/h1-6,8-11H,7,12-13H2

InChI key

YOLLTWVIOASMFW-UHFFFAOYSA-N

Related Categories

General description

1,3-Dibenzoylpropane is a 1,3-diaroylpropane. 1,3-Dibenzoylpropane is formed during hydroxocobalt(III) Schiff base complexes catalyzed selective aldol reaction of dibenzoylmethanes with formaldehyde in methanol.

Application

1,3-Dibenzoylpropane may be used in the electrochemical synthesis of cis-1,2-diphenyl-1,2-cyclopentanediol, via reduction in acetonitrile.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5129V
MKBL2894V
MKBC6599V
MKBC6599
04228CE

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Highly selective aldol reaction of dibenzoylmethanes with formaldehyde catalyzed by cobalt Schiff base complex under neutral conditions.
Maruyama K, et al.
Tetrahedron Letters, 36(31), 5609-5612 (1995)
Electrochemical cyclization: II. Intramolecular pinacolization of 1, 3-dibenzoylpropane in acetonitrile.
Ammar F, et al.
J. Electroanal. Chem. Interfac. Electrochem., 53(3), 407-416 (1974)

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