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Ethyl uracil-5-carboxylate

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Name

Ethyl uracil-5-carboxylate

EINECS 249-053-3
CAS No. 28485-17-8 Density 1.344 g/cm3
PSA 92.02000 LogP -0.76010
Solubility N/A Melting Point 232-235 °C (lit.)
Formula C7H8N2O4 Boiling Point 398 °C at 760 mmHg
Molecular Weight 184.152 Flash Point 194.5 °C
Transport Information N/A Appearance White crystalline powder
Safety 24/25-22 Risk Codes N/A
Molecular Structure Molecular Structure of 28485-17-8 (5-CARBETHOXYURACIL) Hazard Symbols N/A
Synonyms

2,4-Dihydroxypyrimidine-5-carboxylicacid ethyl ester;5-Carbethoxyuracil;5-Ethoxycarbonyluracil;Ethyl2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate;NSC 513173;Uracil-5-carboxylic acid ethyl ester;

Article Data 14

Ethyl uracil-5-carboxylate Specification

The Ethyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate is an organic compound with the formula C7H8N2O4. The IUPAC name of this chemical is ethyl 2,4-dioxo-1H-pyrimidine-5-carboxylate. With the CAS registry number 28485-17-8 and EINECS 249-053-3, it is also named as Ethyl uracil-5-carboxylate. The product's categories are Acids and Derivatives; Heterocycles. It is white crystalline powder which is stable under normal temeprature and pressure. But people should not breathe dust and avoid contact with skin and eyes. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. And people should ensure that the workplace has well-ventilated equipment

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.63; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.65; (4)ACD/LogD (pH 7.4): -1.24; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 10.38; (8)ACD/KOC (pH 7.4): 2.67; (9)#H bond acceptors: 6; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 66.92 Å2; (13)Index of Refraction: 1.504; (14)Molar Refractivity: 40.58 cm3; (15)Molar Volume: 136.9 cm3; (16)Polarizability: 16.09×10-24 cm3; (17)Surface Tension: 46.2 dyne/cm; (18)Density: 1.344 g/cm3; (19)Flash Point: 194.5 °C; (20)Enthalpy of Vaporization: 67.38 kJ/mol; (21)Boiling Point: 398 °C at 760 mmHg; (22)Vapour Pressure: 6.66E-07 mmHg at 25°C.

Preparation of Ethyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate: It can be obtained by ureidomethylene-malonic acid diethyl ester. This reaction needs reagent NaOMe and solvent methanol by heating. The reaction time is 10 min. The yield is 74%.

Ethyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate can be obtained by ureidomethylene-malonic acid diethyl ester

Uses of Ethyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate: It can react with acetic acid to get 4-acetoxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester. This reaction needs reagent F2. The yield is 72%.

thyl 1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carboxylate can react with acetic acid to get 4-acetoxy-5-fluoro-2,6-dioxo-hexahydro-pyrimidine-5-carboxylic acid ethyl ester

People can use the following data to convert to the molecule structure. 
1. SMILES:O=C1C(\C(=O)OCC)=C/NC(=O)N1
2. InChI:InChI=1/C7H8N2O4/c1-2-13-6(11)4-3-8-7(12)9-5(4)10/h3H,2H2,1H3,(H2,8,9,10,12)
3. InChIKey:MKNYHTGOVKPZMU-UHFFFAOYAT

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