185698
Barbitursäure
ReagentPlus®, 99%
Synonym(e):
2,4,6-Trihydroxy-pyrimidin, Malonylharnstoff
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Alle Fotos(3)
About This Item
Empfohlene Produkte
Qualitätsniveau
Produktlinie
ReagentPlus®
Assay
99%
Form
powder
mp (Schmelzpunkt)
248-252 °C (dec.) (lit.)
SMILES String
O=C1CC(=O)NC(=O)N1
InChI
1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
InChIKey
HNYOPLTXPVRDBG-UHFFFAOYSA-N
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Allgemeine Beschreibung
Barbituric acid is a useful acid for organic and drug syntheses. Its dihydrate form can be synthesized from barbituric acid via crystallization from aqueous solution. Crystal structure of barbituric acid (in tautomeric form) has been investigated by a three dimensional fourier transform method. Its enol crystal form has been reported to be thermodynamically stable.
Anwendung
Barbituric acid (BA) may be used in the preparation of the corresponding hemiaminals, via chemoselective reduction in the presence of SmI2/H2O reagent. It may be used in the preparation of BA- modified conjugated carbon nitride nanosheets.
It may be used to synthesize:
- 5-ylidenebarbituric acid derivatives via Knoevenagel condensation with aromatic and α,β-conjugated aromatic aldehydes
- 5-diaminomethylenebarbiturates by reacting with substituted carbodiimides
Rechtliche Hinweise
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 1
Flammpunkt (°F)
302.0 °F - closed cup
Flammpunkt (°C)
150.00 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
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Angewandte Chemie (International ed. in English), 55(4), 1309-1312 (2015-12-15)
The thermodynamically stable enol crystal form of barbituric acid, previously prepared as powder by grinding or slurry methods, has been obtained as single crystals by slow cooling from methanol solution. The selection of the enol crystal was facilitated by a
The crystal structure of anhydrous barbituric acid.
Acta Crystallographica, 16(3), 166-173 (1963)
Selective reduction of barbituric acids using SmI2/H2O: synthesis, reactivity, and structural analysis of tetrahedral adducts.
Angewandte Chemie (International ed. in English), 52(48), 12559-12563 (2013-10-15)
Preparation of 5-diaminomethylenebarbiturates by barbituric acid addition to carbodiimides.
Tetrahedron, 59(19), 3427-3432 (2003)
Photocatalytic reduction of CO2 by graphitic carbon nitride polymers derived from urea and barbituric acid.
Applied Catalysis. B, Environmental, 179, 1-8 (2015)
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