33560
trans-1,4-Diphenyl-2-butene-1,4-dione
purum, ≥98.0% (GC)
Synonym(s):
trans-1,2-Dibenzoylethylene
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About This Item
Linear Formula:
C6H5COCH=CHCOC6H5
CAS Number:
Molecular Weight:
236.27
EC Number:
213-498-1
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
743958
MDL number:
InChI key
WYCXGQSQHAXLPK-VAWYXSNFSA-N
InChI
1S/C16H12O2/c17-15(13-7-3-1-4-8-13)11-12-16(18)14-9-5-2-6-10-14/h1-12H/b12-11+
SMILES string
[H]\C(=C(\[H])C(=O)c1ccccc1)C(=O)c2ccccc2
grade
purum
assay
≥98.0% (GC)
General description
Mechanism of fragmentation of trans-1,4-diphenyl-2-butene-1,4-dione was studied by various mass spectrometric techniques. 1,4-Diphenyl-2-butene-1,4-dione is also referred as dibenzoylethylene and it undergoes Michael addition reaction with some active methylene compounds.
Application
trans-1,4-Diphenyl-2-butene-1,4-dione was used in the synthesis of 2,5-diphenylpyrrole.
Storage Class
13 - Non 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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Studies in the Synthesis of 2, 5-Diphenylpyrrole.
Kreutzberger A and Kalter PA.
The Journal of Organic Chemistry, 25(4), 554-556 (1960)
Lianming Wu et al.
Rapid communications in mass spectrometry : RCM, 20(17), 2614-2620 (2006-08-01)
Fragmentation mechanisms of trans-1,4-diphenyl-2-butene-1,4-dione were studied using a variety of mass spectrometric techniques. The major fragmentation pathways occur by various rearrangements by loss of H(2)O, CO, H(2)O and CO, and CO(2). The other fragmentation pathways via simple alpha cleavages were
Solvent-free microwave-mediated Michael addition reactions.
Rao HSP and Jothilingam S.
Journal of Chemical Sciences (Bangalore), 117(4), 323-328 (2005)
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