185698

Barbitursäure

ReagentPlus^®, 99%

• Synonym(e): 2,4,6-Trihydroxy-pyrimidin, Malonylharnstoff
• Empirische Formel (Hill-System): C₄H₄N₂O₃
• CAS-Nummer: 67-52-7
• Molekulargewicht: 128.09
• Beilstein: 120502
• EG-Nummer: 200-658-0
• MDL-Nummer: MFCD00006666
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24851157
• NACRES: NA.21

Eigenschaften

• Qualitätsniveau: 200
• 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

Beschreibung

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.[1] Its enol crystal form has been reported to be thermodynamically stable.[2]

Anwendung

Barbituric acid (BA) may be used in the preparation of the corresponding hemiaminals, via chemoselective reduction in the presence of SmI₂/H₂O reagent.[3] It may be used in the preparation of BA- modified conjugated carbon nitride nanosheets.[4]

It may be used to synthesize:

• 5-ylidenebarbituric acid derivatives via Knoevenagel condensation with aromatic and α,β-conjugated aromatic aldehydes[5]
• 5-diaminomethylenebarbiturates by reacting with substituted carbodiimides[6]

Rechtliche Hinweise

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• 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)