Chemical Properties of 5-Fluorouracil (CAS 51-21-8)

InChI

InChI=1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

InChI Key

GHASVSINZRGABV-UHFFFAOYSA-N

Formula

C4H3FN2O2

SMILES

O=c1[nH]cc(F)c(=O)[nH]1

Molecular Weight¹

130.08

CAS

51-21-8

Other Names

• 2,4(1H,3H)-Pyrimidinedione, 5-fluoro-
• 2,4-Pyrimidinedione, 5-fluoro-
• 5-FU
• 5-Fluor-2,4-dihydroxypyrimidin
• 5-Fluor-2,4-pyrimidindiol
• 5-Fluoracil
• 5-Fluoro-2,4(1H,3H)-Pyrimidinedione
• 5-Fluoro-2,4-pyrimidinedione
• 5-Fluoropyrimidine-2,4-diol
• 5-Fluoropyrimidine-2,4-dione
• 5-Fluoruracil
• 5-Ftouracyl
• Adrucil
• Arumel
• Carac
• Carzonal
• Effluderm
• Effluderm (free base)
• Efudex
• Efudix
• Efurix
• FU
• Fluoroblastin
• Fluoroplex
• Fluorouracil
• Fluracil
• Fluracilum
• Fluri
• Fluril
• Ftoruracil
• Kecimeton
• NSC 19893
• Queroplex
• Ro 2-9757
• Timazin
• U-8953
• Ulup
• Uracil, 5-fluoro-

• ω : Acentric Factor.
• C_p,solid : Solid phase heat capacity (J/mol×K).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : 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).
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• T_triple : Triple Point Temperature (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.4935		Relay (1.0) Calculated Property
ΔfG°	-256.75	kJ/mol	Relay (1.0-beta) Calculated Property
ΔfH°gas	-450.93	kJ/mol	Relay (1.0) Calculated Property
ΔsubH°	133.20 ± 2.10	kJ/mol	NIST
ΔvapH°	93.75	kJ/mol	Relay (1.0) Calculated Property
IE	9.51	eV	Relay (1.0) Calculated Property
log10WS	[-1.08; -1.02]
log10WS	-1.02		Aq. Solubility Prediction
log10WS	-1.08		Estimated Solubility
log10WS	-1.03		Rytting (2005)
logPoct/wat	-1.762		Crippen Calculated Property
McVol	76.930	ml/mol	McGowan Calculated Property
Pc	5819.47	kPa	Relay (1.0-beta) Calculated Property
Tboil	544.48	K	Relay (1.0) Calculated Property
Tc	760.16	K	Relay (1.0) Calculated Property
Tfus	[555.40; 557.15]	K
Tfus	555.40	K	Aq. Solubility Prediction
Tfus	557.15	K	Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
Ttriple	555.66	K	Measurement and Correlation of the Solubility of 5-Fluorouracil in Pure and Binary Solvents
Vc	0.271	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,solid	[138.30; 153.80]	J/mol×K	[298.15; 343.15]
Cp,solid	138.30	J/mol×K	298.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	139.10	J/mol×K	303.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	140.00	J/mol×K	308.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	140.90	J/mol×K	313.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	142.00	J/mol×K	318.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	143.60	J/mol×K	323.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	145.50	J/mol×K	328.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	147.90	J/mol×K	333.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	150.60	J/mol×K	338.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
Cp,solid	153.80	J/mol×K	343.15	Heat Capacities of Uracil, Thymine, and Its Alkylated, Cyclooligomethylenated, and Halogenated Derivatives by Differential Calorimetry
ΔsubH	[129.90; 150.00]	kJ/mol	[397.50; 452.00]
ΔsubH	129.90	kJ/mol	397.50	NIST
ΔsubH	150.00 ± 2.00	kJ/mol	452.00	NIST
Psub	[1.65e-04; 1.19e-03]	kPa	[411.14; 433.17]
Psub	1.66e-04	kPa	411.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.65e-04	kPa	411.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.78e-04	kPa	411.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.97e-04	kPa	413.10	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.07e-04	kPa	413.10	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.98e-04	kPa	413.10	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.35e-04	kPa	415.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.46e-04	kPa	415.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.39e-04	kPa	415.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.83e-04	kPa	417.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.78e-04	kPa	417.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	2.61e-04	kPa	417.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	3.32e-04	kPa	419.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	3.51e-04	kPa	419.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	3.47e-04	kPa	419.14	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.01e-04	kPa	421.18	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.06e-04	kPa	421.18	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.18e-04	kPa	421.18	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.77e-04	kPa	423.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.72e-04	kPa	423.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	4.74e-04	kPa	423.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	5.88e-04	kPa	425.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	5.61e-04	kPa	425.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	5.80e-04	kPa	425.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	6.68e-04	kPa	427.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	6.69e-04	kPa	427.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	6.69e-04	kPa	427.16	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	8.29e-04	kPa	429.15	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	8.36e-04	kPa	429.15	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	7.94e-04	kPa	429.15	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.03e-03	kPa	431.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.01e-03	kPa	431.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	9.61e-04	kPa	431.11	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.19e-03	kPa	433.17	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.15e-03	kPa	433.17	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
Psub	1.13e-03	kPa	433.17	Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited

Similar Compounds

Find more compounds similar to 5-Fluorouracil.

Mixtures

• 5-Fluorouracil + Acetone
• Ethanol + 5-Fluorouracil
• Isopropyl Alcohol + 5-Fluorouracil
• 5-Fluorouracil + Water
• 5-Fluorouracil + 1-Butanol
• 5-Fluorouracil + Ethyl Acetate
• 1-Propanol + 5-Fluorouracil
• Acetonitrile + 5-Fluorouracil
• 5-Fluorouracil + Methyl Alcohol
• 5-Fluorouracil + 1,4-Dioxane
• 5-Fluorouracil + Tetrahydrofuran
• Ethanol + 5-Fluorouracil + Water
• Carbon dioxide + 5-Fluorouracil
• Carbon dioxide + Ethanol + 5-Fluorouracil

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
• Experimental thermochemical study of fluoro-, chloro- and bromo- derivatives of uracil
• Enthalpy of formation of 5-fluoro-1,3-dimethyluracil: 5-Fluorouracil revisited
• Solubility and Chromatographic Separation of 5-Fluorouracil under Subcritical Water Conditions
• Measurement and Correlation of the Solubility of 5-Fluorouracil in Pure and Binary Solvents
• Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
• 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
• Solubility and Partition Coefficients of 5-Fluorouracil in ScCO2 and ScCO2/Poly(l-lactic acid)
• Solubilities in Water of Uracil and Its Halogenated Derivatives
• Aqueous Solubility Prediction Method
• Estimated Solubility Method
• Aqueous and cosolvent solubility data for drug-like organic compounds
• McGowan Method
• NIST Webbook

Note: Cheméo is only indexing the data, follow the source links to retrieve the latest data. The source is also providing more information like the publication year, authors and more. Take the time to validate and double check the source of the data.