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Merck

185698

Sigma-Aldrich

Barbitursäure

ReagentPlus®, 99%

Synonym(e):

2,4,6-Trihydroxy-pyrimidin, Malonylharnstoff

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About This Item

Empirische Formel (Hill-System):
C4H4N2O3
CAS-Nummer:
Molekulargewicht:
128.09
Beilstein:
120502
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.21

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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Kunden haben sich ebenfalls angesehen

Madalynn G Marshall et al.
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.
Bolton W.
Acta Crystallographica, 16(3), 166-173 (1963)
Selective reduction of barbituric acids using SmI2/H2O: synthesis, reactivity, and structural analysis of tetrahedral adducts.
Michal Szostak et al.
Angewandte Chemie (International ed. in English), 52(48), 12559-12563 (2013-10-15)
Preparation of 5-diaminomethylenebarbiturates by barbituric acid addition to carbodiimides.
Jursic BS et al.
Tetrahedron, 59(19), 3427-3432 (2003)
Photocatalytic reduction of CO2 by graphitic carbon nitride polymers derived from urea and barbituric acid.
Qin J, et al.
Applied Catalysis. B, Environmental, 179, 1-8 (2015)

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