5-FLUORO-1,3-DIMETHYLURACIL Chemical Properties

Melting point:

132-134 °C(lit.)

Boiling point:

182.5±50.0 °C(Predicted)

Density 

1.37±0.1 g/cm3(Predicted)

pka

-4.07±0.40(Predicted)

BRN 

880396

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

MSDS

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5-FLUORO-1,3-DIMETHYLURACIL Usage And Synthesis

Uses

5-Fluoro-1,3-dimethyluracil may be used as starting material in the following processes:

• Regioselective synthesis of tetrahydronaphthocyclobuta[1,2-d]pyrimidinediones.
• To synthesize 5-bis(ethoxycarbonyl)methyl-1,3-dimethyluracil.
• To synthesize new highly conjugated propenylidene derivatives via aromatic Paterno-Buchi type cycloaddition with 1-methoxynaphthalene.

Synthesis Reference(s)

Tetrahedron, 46, p. 3093, 1990 DOI: 10.1016/S0040-4020(01)88400-3

General Description

Oxidation of 5-fluoro-1,3-dimethyluracil (5-FDMU) with m-chloroperbenzoic acid has been described. It is reported as antineoplastic drug. On photoirradiation, 5-fluoro-1,3-dimethyluracil yields the trans-anti cyclobutane dimer and the cis-syn cyclobutane dimer. UV irradiation of 5-FDMU and naphthalene in a protic medium affords 5-(1-naphthyl)uracil, while in aprotic media it undergoes stereoselective 1,4-cycloaddition reaction to give a barrelene derivative. The thermochemical parameters of 5-FDMU has been determined. It reacts with substituted benzenes in the presence of trifluoroacetic acid to generate 5-aryl-1,3-dimethyluracils via photosubstitution.

5-FLUORO-1,3-DIMETHYLURACIL(3013-92-1)Related Product Information

• 5-fluoro-3-methyl-1H-pyrimidine-2,4-dione
• 1,3-Dimethyluracil
• 5-Fluoropyrimidine
• (5-FLUORO-2,6-DIOXO-3-TETRAHYDROFURAN-2-YL-3,6-DIHYDROPYRIMIDIN-1(2H)-YL)ACETIC ACID
• ETHYL [5-FLUORO-3-(4-METHOXY-3-NITROBENZYL)-2,6-DIOXO-3,6-DIHYDROPYRIMIDIN-1(2H)-YL]ACETATE
• 1-acetyl-3,2-toluyl-5-fluorouracil
• 5-FLUORO-1,3-DIMETHYLURACIL
• FD 1
• 3-ALLYL-5-FLUORO-1-(4-METHOXY-3-NITROBENZYL)PYRIMIDINE-2,4(1H,3H)-DIONE
• EMITEFUR