Skip to Content
Merck

185698

Barbituric acid

99%, powder, ReagentPlus®

Synonym(s):

2,4,6-Trihydroxypyrimidine, Malonylurea

Sign In to View Organizational & Contract Pricing.

Select a Size

All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C4H4N2O3
CAS Number:
67-52-7
Molecular Weight:
128.09
UNSPSC Code:
12352100
PubChem Substance ID:
24851157
NACRES:
NA.21
EC Number:
200-658-0
MDL number:
MFCD00006666
Beilstein/REAXYS Number:
120502

Product Name

Barbituric acid, ReagentPlus®, 99%

SMILES string

[O=C1CC(=O)NC(=O)N1]
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)]
1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)

InChI key

[HNYOPLTXPVRDBG-UHFFFAOYSA-N]
HNYOPLTXPVRDBG-UHFFFAOYSA-N

product line

ReagentPlus®

assay

99%

form

powder

mp

248-252 °C ((lit.))
248-252 °C (dec.) (lit.)

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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

General description

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.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150.00 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF6677V
WXBF6312V
WXBF5577V
WXBF3271V
WXBF4250V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Preparation of 5-diaminomethylenebarbiturates by barbituric acid addition to carbodiimides.
Jursic BS et al.
Tetrahedron, 59(19), 3427-3432 (2003)
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)
A simple method for knoevenagel condensation of a, ?-conjugated and aromatic aldehydes with barbituric acid.
Jursic BS.
Journal of Heterocyclic Chemistry, 38(3), 655-657 (2001)
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service