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)
• (±) «alpha»-methyl-4-(isobutyl)phenylacetic acid (ibuprofen)
• 2-(4-Isobutylphenyl)propanoic acid
• 2-(p-Isobutylphenyl)propionic acid
• 4-Isobutyl-«alpha»-methylphenylacetic acid
• 4-Isobutyl-«alpha»-methylphenylacetic acid
• 4-Isobutylhydratropic acid
• 4-Isobutylphenyl)-«alpha»-methylacetic 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)-
• 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
• «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).
• η : Dynamic viscosity (Pa×s).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• 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
ΔfG°	-109.26	kJ/mol	Joback Calculated Property
ΔfH°gas	-468.18	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	21.72	kJ/mol	Joback Calculated Property
ΔvapH°	77.07	kJ/mol	Relay (1.0) Calculated Property
IE	8.74	eV	Relay (1.0) Calculated Property
log10WS	-3.34		Aq. Solubility Prediction
logPoct/wat	3.073		Crippen Calculated Property
McVol	177.710	ml/mol	McGowan Calculated Property
Pc	2553.34	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	785.34	K	Relay (1.0) Calculated Property
Tfus	[347.65; 420.31]	K
Tfus	Outlier 420.31	K	Aq. Solubility Prediction
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
Vc	0.630	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[475.97; 545.74]	J/mol×K	[673.67; 874.24]
Cp,gas	475.97	J/mol×K	673.67	Joback Calculated Property
Cp,gas	489.51	J/mol×K	707.10	Joback Calculated Property
Cp,gas	502.24	J/mol×K	740.53	Joback Calculated Property
Cp,gas	514.19	J/mol×K	773.95	Joback Calculated Property
Cp,gas	525.41	J/mol×K	807.38	Joback Calculated Property
Cp,gas	535.91	J/mol×K	840.81	Joback Calculated Property
Cp,gas	545.74	J/mol×K	874.24	Joback Calculated Property
η	[0.0000471; 0.0052478]	Pa×s	[355.96; 673.67]
η	0.0052478	Pa×s	355.96	Joback Calculated Property
η	0.0014382	Pa×s	408.91	Joback Calculated Property
η	0.0005304	Pa×s	461.86	Joback Calculated Property
η	0.0002401	Pa×s	514.82	Joback Calculated Property
η	0.0001260	Pa×s	567.77	Joback Calculated Property
η	0.0000738	Pa×s	620.72	Joback Calculated Property
η	0.0000471	Pa×s	673.67	Joback Calculated Property
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

Similar Compounds

Find more compounds similar to Ibuprofen.

Mixtures

• Ibuprofen + Carbon dioxide
• Ibuprofen + Propylene Glycol + Ethanol
• Ibuprofen + Methyl Alcohol
• Ibuprofen + 1-Butanol
• Ibuprofen + 1-Propanol, 2-methyl-
• Ibuprofen + 1-Pentanol
• Ibuprofen + 1-Octanol
• Ibuprofen + Ethanol
• 1-Propanol + Ibuprofen
• Ibuprofen + Isopropyl Alcohol
• Ibuprofen + 1-Butanol, 3-methyl-
• Ibuprofen + Acetone
• Ibuprofen + Ethyl Acetate
• Ibuprofen + Water
• n-Hexane + Ibuprofen
• Ibuprofen + Ethanol + Water
• 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
• 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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Outlier This icon means that the value is more than 2 standard deviations away from the property mean.