Chemical Properties of Uracil (CAS 66-22-8)

InChI

InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

InChI Key

ISAKRJDGNUQOIC-UHFFFAOYSA-N

Formula

C4H4N2O2

SMILES

O=c1cc[nH]c(=O)[nH]1

Molecular Weight¹

112.09

CAS

66-22-8

Other Names

• 1H-Pyrimidine-2,4-dione
• 2,4(1H,3H)-Pyrimidinedione
• 2,4-Dihydroxypyrimidine
• 2,4-Dioxopyrimidine
• 2,4-Dioxypyrimidine
• 2,4-Pyrimidinediol
• 2,4-Pyrimidinedione
• 2,6-Dihydroxypyrimidine
• 2-Hydroxy-4(1H)-pyrimidinone
• 2-Hydroxy-4(3H)-pyrimidinone
• 4-Hydroxy-2(1H)-pyrimidinone
• Hybar X
• NSC 3970
• Pirod
• Pyrod
• RU 12709
• Ura

• ω : Acentric Factor.
• PAff : Proton affinity (kJ/mol).
• BasG : Gas basicity (kJ/mol).
• Δ_cH°_solid : Standard solid enthalpy of combustion (kJ/mol).
• C_p,solid : Solid phase heat capacity (J/mol×K).
• EA : Electron affinity (eV).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fH°_solid : Solid phase enthalpy of formation at standard conditions (kJ/mol).
• Δ_subH° : Enthalpy of sublimation at standard conditions (kJ/mol).
• Δ_subH : Enthalpy of sublimation at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_c : Critical Pressure (kPa).
• P_sub : Sublimation pressure (kPa).
• ρ_l : Liquid Density (kg/m³).
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.5013		Relay (1.0) Calculated Property
PAff	[858.00; 872.70]	kJ/mol
PAff	872.70	kJ/mol	NIST
PAff	858.00	kJ/mol	NIST
BasG	841.70	kJ/mol	NIST
ΔcH°solid	[-1721.30; -1716.14]	kJ/mol
ΔcH°solid	-1721.30 ± 2.20	kJ/mol	NIST
ΔcH°solid	-1716.14 ± 0.28	kJ/mol	NIST
EA	[0.05; 2.49]	eV
EA	0.08	eV	NIST
EA	0.09 ± 0.01	eV	NIST
EA	0.05 ± 0.04	eV	NIST
EA	0.09 ± 0.01	eV	NIST
EA	2.49 ± 0.10	eV	NIST
ΔfG°	-93.20	kJ/mol	Relay (1.0-beta) Calculated Property
ΔfH°gas	-303.10 ± 2.30	kJ/mol	NIST
ΔfH°solid	[-429.56; -424.40]	kJ/mol
ΔfH°solid	-424.40 ± 2.50	kJ/mol	NIST
ΔfH°solid	-429.56 ± 0.60	kJ/mol	NIST
ΔsubH°	[84.00; 131.00]	kJ/mol
ΔsubH°	131.00 ± 5.00	kJ/mol	NIST
ΔsubH°	126.50 ± 2.20	kJ/mol	NIST
ΔsubH°	84.00	kJ/mol	NIST
ΔvapH°	104.01	kJ/mol	Relay (1.0) Calculated Property
IE	[9.20; 9.80]	eV
IE	Outlier 9.20	eV	NIST
IE	9.40 ± 0.10	eV	NIST
IE	9.53 ± 0.02	eV	NIST
IE	9.80 ± 0.10	eV	NIST
IE	9.68	eV	NIST
IE	9.60	eV	NIST
IE	9.45	eV	NIST
IE	9.50 ± 0.03	eV	NIST
IE	9.59	eV	NIST
log10WS	[-1.61; -1.49]
log10WS	-1.61		Aq. Solubility Prediction
log10WS	-1.49		Estimated Solubility
logPoct/wat	-1.901		Crippen Calculated Property
McVol	75.160	ml/mol	McGowan Calculated Property
Pc	6039.62	kPa	Relay (1.0-beta) Calculated Property
Tboil	572.81	K	Relay (1.0) Calculated Property
Tc	784.72	K	Relay (1.0) Calculated Property
Tfus	449.48	K	Relay (1.0) Calculated Property
Vc	0.263	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,solid	[120.50; 157.40]	J/mol×K	[298.00; 343.15]
Cp,solid	120.50	J/mol×K	298.00	NIST
Cp,solid	131.80	J/mol×K	298.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	135.50	J/mol×K	303.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	140.90	J/mol×K	308.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	143.00	J/mol×K	313.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	146.10	J/mol×K	318.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	149.00	J/mol×K	323.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	151.80	J/mol×K	328.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	154.30	J/mol×K	333.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	156.80	J/mol×K	338.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	157.40	J/mol×K	343.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
ΔsubH	[101.30; 134.00]	kJ/mol	[375.00; 522.50]
ΔsubH	125.30 ± 0.20	kJ/mol	375.00	NIST
ΔsubH	120.50 ± 1.30	kJ/mol	403.00	NIST
ΔsubH	101.30	kJ/mol	405.00	NIST
ΔsubH	121.70	kJ/mol	425.00	NIST
ΔsubH	120.50 ± 5.20	kJ/mol	425.50	NIST
ΔsubH	126.50 ± 2.20	kJ/mol	440.00	NIST
ΔsubH	127.00 ± 2.00	kJ/mol	444.00	NIST
ΔsubH	130.60 ± 4.00	kJ/mol	519.50	NIST
ΔsubH	134.00 ± 8.00	kJ/mol	522.50	NIST
Psub	[2.20e-04; 9.05e-03]	kPa	[424.00; 472.40]
Psub	2.20e-04	kPa	424.00	Thermochemistry of uracil and thymine revisited
Psub	5.10e-04	kPa	434.10	Thermochemistry of uracil and thymine revisited
Psub	8.60e-04	kPa	440.00	Thermochemistry of uracil and thymine revisited
Psub	1.35e-03	kPa	446.00	Thermochemistry of uracil and thymine revisited
Psub	2.12e-03	kPa	451.90	Thermochemistry of uracil and thymine revisited
Psub	3.17e-03	kPa	457.70	Thermochemistry of uracil and thymine revisited
Psub	4.70e-03	kPa	462.60	Thermochemistry of uracil and thymine revisited
Psub	6.73e-03	kPa	467.40	Thermochemistry of uracil and thymine revisited
Psub	9.05e-03	kPa	472.40	Thermochemistry of uracil and thymine revisited
ρl	[1070.30; 1097.60]	kg/m3	[298.15; 343.15]
ρl	1097.60	kg/m3	298.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1094.50	kg/m3	303.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1091.40	kg/m3	308.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1088.40	kg/m3	313.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1085.30	kg/m3	318.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1082.30	kg/m3	323.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1079.30	kg/m3	328.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1076.20	kg/m3	333.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1073.30	kg/m3	338.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
ρl	1070.30	kg/m3	343.15	Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis

Similar Compounds

Find more compounds similar to Uracil.

Mixtures

• Uracil + Water
• Uracil + Methyl Alcohol
• Carbon dioxide + Uracil

Sources

• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Nucleic acid bases in 1-alkyl-3-methylimidazolium acetate ionic liquids: A thermophysical and ionic conductivity analysis
• Volumetric studies on nucleic acid bases and nucleosides in aqueous guanidine hydrochloride solutions at T = (288.15 to 318.15) K and at atmospheric pressure
• Thermochemistry of uracil and thymine revisited
• Solvation behavior of some nucleic acid bases and nucleosides in water and in aqueous guanidine hydrochloride solutions: Viscometric, calorimetric and spectroscopic approach
• Volumetric and transport properties of betaine hydrochloride drug in aqueous uracil solutions at T = (298.15-318.15) K
• Thermodynamic Investigation of Uracil and Its Halo Derivatives. Enthalpies of Solution and Solvation in Methanol
• Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
• Solubilities in Water of Uracil and Its Halogenated Derivatives
• Measurement and Correlation of Solubility of Uracil in Supercritical Carbon Dioxide
• Aqueous Solubility Prediction Method
• Estimated Solubility Method
• McGowan Method
• NIST Webbook

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