Orotic acid

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Orotic acid
Names
IUPAC name
1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid
Other names
2,4-dioxo-1H-pyrimidine-6-carboxylic acid
6-Carboxy-2,4-dihydroxypyrimidine
6-Carboxyuracil
Uracil-6-carboxylic acid
Properties
C5H4N2O4
Molar mass 156.097 g/mol
Appearance White solid
Odor Odorless
Melting point 345.5 °C (653.9 °F; 618.6 K) (decomposition)
Boiling point Decomposes
0.182 g/100 ml (20 °C)
Solubility Reacts with bases
Vapor pressure ~0 mmHg
Acidity (pKa) pKa1 = 2.07
pKa2 = 9.45
Hazards
Safety data sheet Sigma-Aldrich
Lethal dose or concentration (LD, LC):
2,000 mg/kg (mouse, oral)
Related compounds
Related compounds
Sodium orotate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Orotic acid is an organic chemical compound, a pyrimidinedione and a carboxylic acid.

Properties

Chemical

Orotic acid reacts with bases to form their respective salts.

Physical

Orotic acid is a solid compound, poorly soluble in water.

Availability

Orotic acid is sold by chemical suppliers.

Orotic acid can be found in certain plants, like Lotus uliginosus or Lotus filicaulis.

Preparation

Can be prepared by acidifying magnesium orotate, which is available as mineral supplement.

Projects

  • Make orotate salts

Handling

Safety

Orotic acid has low toxicity, though it may be irritant.

Storage

In closed airtight bottles, away from bases and oxidizers.

Disposal

Orotic acid and its salts have poor water solubility and don't pose a threat for the environment. They can be diluted and poured down the drain.

References

Relevant Sciencemadness threads