Chemical Properties of Ibuprofen (CAS 15687-27-1)

InChI

InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)

InChI Key

HEFNNWSXXWATRW-UHFFFAOYSA-N

Formula

C13H18O2

SMILES

CC(C)Cc1ccc(C(C)C(=O)O)cc1

Molecular Weight¹

206.28

CAS

15687-27-1

Other Names

• (.+/-.)-2-(p-Isobutylphenyl)propionic acid
• (.+/-.)-p-Isobutylhydratropic acid
• (2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid
• (RS)-Ibuprofen
• (S)-2-(4-isobutylphenyl)propanoic acid
• (±) «alpha»-methyl-4-(isobutyl)phenylacetic acid (ibuprofen)
• 2-(4-Isobutylphenyl)propanoic acid
• 2-(p-Isobutylphenyl)propionic acid
• 4-Isobutyl-«alpha»-methylphenylacetic acid
• 4-Isobutylhydratropic acid
• 4-Isobutylphenyl)-«alpha»-methylacetic acid
• Acide (isobutyl-4 phenyl)-2 propionique
• Adran
• Advil
• Andran
• Anflagen
• Apsifen
• Artril 300
• Benzeneacetic acid, «alpha»-methyl-4-(2-methylpropyl), (.+/-.)-
• Benzeneacetic acid, «alpha»-methyl-4-(2-methylpropyl)-
• Bluton
• Brufanic
• Brufen
• Buburone
• Burana
• Butacortelone
• Butylenin
• Carol
• Cobo
• Dibufen
• Dolgin
• Dolgit
• Ebufac
• Emodin
• Epobron
• Haltran
• Hydratropic acid, p-isobutyl-
• IP-82
• Ibu-slo
• Ibufen
• Ibupril
• Ibuprocin
• Lamidon
• Liptan
• Medipren
• Midol 200
• Motrin
• Mynosedin
• Napacetin
• Nobfelon
• Nobfen
• Nobgen
• Nuprin
• Nurofen
• Optifen
• Ostofen
• Panafen
• Pantrop
• PediaProfen
• Proartinal
• Proflex
• Propanoic acid, 2-(4-isobutylphenyl)
• Quadrax
• R.D. 13621
• RD 13621
• Rebugen
• Roidenin
• S-(+)-ibuprofen
• S-ibuprofen
• Trendar
• U-18,573
• Uprofen
• dexibuprofen
• p-Isobutyl-2-phenylpropionic acid
• p-Isobutylhydratropic acid
• «alpha»-(4-Isobutylphenyl)propionic acid
• «alpha»-(p-isobutylphenyl)propionic acid
• «alpha»-2-(p-Isobutylphenyl)propionic acid
• «alpha»-Methyl-4-(2-methylpropyl)benzeneacetic acid

• ω : Acentric Factor.
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_sat : Molar heat capacity at saturation pressure (J/mol×K).
• η : Dynamic viscosity (Pa×s).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion 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).
• I_np : Non-polar retention indices.
• 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	0.7260		Relay (1.0) Calculated Property
ΔfH°gas	-468.18	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	26.18	kJ/mol	Joback Calculated Property
ΔvapH°	76.44	kJ/mol	Relay (1.0) Calculated Property
IE	8.74	eV	Relay (1.0) Calculated Property
log10WS	[-3.95; -3.34]
log10WS	-3.34		Aq. Solubility Prediction
log10WS	-3.95		Aq. Solubility Prediction
logPoct/wat	3.073		Crippen Calculated Property
McVol	177.710	ml/mol	McGowan Calculated Property
Pc	2391.19	kPa	Joback Calculated Property
Inp	[1585.00; 1630.20]
Inp	1622.00		NIST
Inp	1614.00		NIST
Inp	1614.00		NIST
Inp	1594.00		NIST
Inp	1594.00		NIST
Inp	1630.20		NIST
Inp	1585.00		NIST
Inp	1600.00		NIST
Inp	1594.00		NIST
Tboil	567.41	K	Relay (1.0) Calculated Property
Tc	791.63	K	Relay (1.0) Calculated Property
Tfus	[347.65; 420.31]	K
Tfus	347.70	K	Solubility studies on the system of trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]amide) ionic liquid and pharmaceutical and bioactive compounds
Tfus	347.70	K	Solubilities of pharmaceutical and bioactive compounds in trihexyl(tetradecyl)phosphonium chloride ionic liquid
Tfus	348.20	K	Solid-state interaction of ibuprofen and Neusilin US2
Tfus	349.20	K	Measurement and Correlation of the Solid-Liquid-Gas Equilibria for the Carbon Dioxide + S-(+)-Ibuprofen and Carbon Dioxide + RS-(+/-)-Ibuprofen Systems
Tfus	347.65	K	Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
Tfus	Outlier 420.31	K	Aq. Solubility Prediction
Tfus	348.97	K	Aq. Solubility Prediction
Vc	0.638	m3/kmol	Relay (1.0) Calculated Property

Cheméo can also estimate Standard Gibbs free energy of formation for this compound, but it falls outside the models' validated range, so it is not shown here. Open the prediction tool to compute it on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Csat	[301.40; 361.40]	J/mol×K	[300.15; 336.15]
Csat	301.40	J/mol×K	300.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	309.10	J/mol×K	304.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	315.90	J/mol×K	308.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	322.30	J/mol×K	312.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	328.50	J/mol×K	316.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	334.70	J/mol×K	320.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	341.00	J/mol×K	324.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	347.40	J/mol×K	328.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	354.00	J/mol×K	332.15	Interpretation of the global heat of melting in eutectic binary systems
Csat	361.40	J/mol×K	336.15	Interpretation of the global heat of melting in eutectic binary systems
ΔfusH	[25.70; 39.50]	kJ/mol	[346.40; 350.90]
ΔfusH	26.60	kJ/mol	346.40	NIST
ΔfusH	27.94	kJ/mol	347.60	NIST
ΔfusH	26.65	kJ/mol	348.00	NIST
ΔfusH	39.50	kJ/mol	350.40	NIST
ΔfusH	25.70	kJ/mol	350.90	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[239.55; 580.30]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			-2.72990e+01
Coefficient B			1.16306e+00
Coefficient C			-7.26560e-04
Coefficient D			1.71100e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	239.55	J/mol×K	273.00	Calculated Property
Cp,gas	300.81	J/mol×K	353.78	Calculated Property
Cp,gas	354.95	J/mol×K	434.56	Calculated Property
Cp,gas	402.53	J/mol×K	515.33	Calculated Property
Cp,gas	444.08	J/mol×K	596.11	Calculated Property
Cp,gas	480.13	J/mol×K	676.89	Calculated Property
Cp,gas	511.24	J/mol×K	757.67	Calculated Property
Cp,gas	537.95	J/mol×K	838.44	Calculated Property
Cp,gas	560.79	J/mol×K	919.22	Calculated Property
Cp,gas	580.30	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
η	[0.0035667; 0.0001782]	Pa×s	[348.24; 624.03]	Joback Predicted correlation
Equation			Y = exp(A + B/T + C·ln(T) + D·T^E) Y is η in Pa×s, T in K
Coefficient A			-1.24167e+01
Coefficient B			2.36126e+03
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			348.24
Temperature range, max.			624.03
η	0.0035667	Pa×s	348.24	Calculated Property
η	0.0020611	Pa×s	378.88	Calculated Property
η	0.0012929	Pa×s	409.52	Calculated Property
η	0.0008654	Pa×s	440.17	Calculated Property
η	0.0006104	Pa×s	470.81	Calculated Property
η	0.0004493	Pa×s	501.45	Calculated Property
η	0.0003425	Pa×s	532.10	Calculated Property
η	0.0002690	Pa×s	562.74	Calculated Property
η	0.0002166	Pa×s	593.39	Calculated Property
η	0.0001782	Pa×s	624.03	Calculated Property

Similar Compounds

Find more compounds similar to Ibuprofen.

Mixtures

• Ibuprofen + Propylene Glycol + Ethanol
• Ibuprofen + Methyl Alcohol
• Ibuprofen + 1-Butanol
• Ibuprofen + 1-Propanol, 2-methyl-
• Ibuprofen + 1-Pentanol
• Ibuprofen + 1-Octanol
• Ibuprofen + Water
• Ibuprofen + Ethanol
• Ibuprofen + Ethanol + Water
• Ibuprofen + Carbon dioxide
• 1-Propanol + Ibuprofen
• Ibuprofen + 2-Propanol
• Ibuprofen + 1-Butanol, 3-methyl-
• Ibuprofen + Acetone
• Ibuprofen + Ethyl Acetate
• n-Hexane + Ibuprofen
• Ibuprofen + Ethanol + Niacinamide

Sources

• Cheméo Relay (1.0)
• Crippen Method
• Thermodynamic study of the solubility of ibuprofen and naproxen in some ethanol + propylene glycol mixtures
• Solubility studies on the system of trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]amide) ionic liquid and pharmaceutical and bioactive compounds
• Solubilities of pharmaceutical and bioactive compounds in trihexyl(tetradecyl)phosphonium chloride ionic liquid
• Solid-state interaction of ibuprofen and Neusilin US2
• Measurement and Correlation for Solubility of Dexibuprofen in Different Solvents from (263.15 to 293.15) K
• Interpretation of the global heat of melting in eutectic binary systems
• Measurement and Correlation of the Solid-Liquid-Gas Equilibria for the Carbon Dioxide + S-(+)-Ibuprofen and Carbon Dioxide + RS-(+/-)-Ibuprofen Systems
• Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
• Solubilities of Ibuprofen in Different Pure Solvents
• Solubilities of Pharmaceutical Compounds in Ionic Liquids
• Phase Equilibria of the System Drug + Water
• Solubility of Dexibuprofen in Different Solvents from (263.15 to 293.15) K
• Effect of Solvent Composition and Temperature on the Solubility of Ibuprofen in Aqueous Ethanol
• Solid-Liquid Phase Equilibrium and Ternary Phase Diagrams of Ibuprofen-Nicotinamide Cocrystals in Ethanol and Ethanol/Water Mixtures at (298.15 and 313.15) K
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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