Chemical Properties of Aspirin (CAS 50-78-2)

InChI

InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)

InChI Key

BSYNRYMUTXBXSQ-UHFFFAOYSA-N

Formula

C9H8O4

SMILES

CC(=O)Oc1ccccc1C(=O)O

Molecular Weight¹

180.16

CAS

50-78-2

Other Names

• 2-(Acetyloxy)benzoic acid
• 2-Acetylsalicyclic acid
• 2-Carboxyphenyl acetate
• 2-acetoxybenzoic acid
• A.S.A.
• A.S.A. Empirin
• AC 5230
• ASA
• Acenterine
• Acesal
• Acesan
• Acetal
• Acetard
• Aceticyl
• Acetilsalicilico
• Acetilum Acidulatum
• Acetisal
• Acetol
• Acetonyl
• Acetophen
• Acetosal
• Acetosalic acid
• Acetosalin
• Acetylin
• Acetylsal
• Acetylsalicylsaure
• Acide acetylsalicylique
• Acido O-acetil-benzoico
• Acido acetilsalicilico
• Acidum acetylsalicylicum
• Acimetten
• Acisal
• Acylpyrin
• Adiro
• Asagran
• Asatard
• Ascoden-30
• Ascolong
• Aspalon
• Aspec
• Aspergum
• Aspirdrops
• Aspirine
• Aspro
• Aspropharm
• Asteric
• Bayer
• Benaspir
• Benzoic acid, 2-(acetyloxy)-
• Bi-prin
• Bialpirina
• Bialpirinia
• Bufferin
• Caprin
• Cemirit
• Claradin
• Clariprin
• Colfarit
• Colsprin
• Contrheuma retard
• Coricidin
• Crystar
• Decaten
• Delgesic
• Dolean PH 8
• Duramax
• ECM
• Easprin
• Ecolen
• Ecotrin
• Empirin
• Endydol
• Entericin
• Enterophen
• Enterosarein
• Enterosarine
• Entrophen
• Extren
• Globentyl
• Globoid
• Helicon
• Idragin
• Kapsazal
• Kyselina 2-acetoxybenzoova
• Kyselina acetylsalicylova
• Levius
• Magnecyl
• Measurin
• Micristin
• Miniasal
• Neuronika
• Novid
• Nu-seals
• Nu-seals aspirin
• O-acetylsalicylic acid
• Persistin
• Pharmacin
• Pirseal
• Polopiryna
• Premaspin
• Rheumintabletten
• Rhodine
• Rhonal
• S-211
• SP 189
• Salacetin
• Salcetogen
• Saletin
• Salicylic acid acetate
• Salicylic acid, acetyl-
• Salycylacetylsalicylic acid
• Solfrin
• Solprin acid
• Solpyron
• Spira-Dine
• St. Joseph
• St. Joseph Aspirin for Adults
• Supac
• Tasprin
• Temperal
• Triaminicin
• Triple-Sal
• Xaxa
• Yasta
• Zorprin
• acetylsalicylic acid
• benzoic acid, 2-acetoxy-
• o-(Acetyloxy)benzoic acid
• o-Acetoxybenzoic acid
• o-Carboxyphenyl acetate

• C_p,gas : Ideal gas heat capacity (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).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfH°gas	-641.84	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	33.85	kJ/mol	Thermodynamic properties of sublimation of the ortho and meta isomers of acetoxy and acetamido benzoic acids
ΔvapH°	89.62	kJ/mol	Relay (1.0) Calculated Property
IE	8.79	eV	Relay (1.0) Calculated Property
log10WS	[-1.73; -1.67]
log10WS	-1.67		Aq. Solubility Prediction
log10WS	-1.73		Rytting (2005)
logPoct/wat	1.310		Crippen Calculated Property
McVol	128.790	ml/mol	McGowan Calculated Property
Pc	3577.07	kPa	Joback Calculated Property
Inp	[1270.00; 1315.00]
Inp	1270.00		NIST
Inp	1315.00		NIST
Inp	1309.00		NIST
Inp	1309.00		NIST
Inp	1270.00		NIST
Tboil	556.36	K	Relay (1.0) Calculated Property
Tc	788.62	K	Relay (1.0) Calculated Property
Tfus	[134.80; 510.00]	K
Tfus	408.65	K	Determination and prediction of solubilities of active pharmaceutical ingredients in selected organic solvents
Tfus	408.15	K	Liquid pharmaceuticals formulation by eutectic formation
Tfus	408.50	K	Polar Mixed-Solid Solute Systems in Supercritical Carbon Dioxide: Entrainer Effect and Its Influence on Solubility and Selectivity
Tfus	408.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	410.19	K	Aq. Solubility Prediction
Tfus	409.00 ± 3.00	K	NIST
Tfus	414.00 ± 4.00	K	NIST
Tfus	405.00 ± 12.00	K	NIST
Tfus	412.00 ± 5.00	K	NIST
Tfus	403.00 ± 8.00	K	NIST
Tfus	415.00 ± 3.00	K	NIST
Tfus	414.00 ± 5.00	K	NIST
Tfus	410.00 ± 6.00	K	NIST
Tfus	410.00 ± 5.00	K	NIST
Tfus	402.00 ± 10.00	K	NIST
Tfus	405.00 ± 10.00	K	NIST
Tfus	388.00 ± 15.00	K	NIST
Tfus	388.00 ± 15.00	K	NIST
Tfus	387.00 ± 15.00	K	NIST
Tfus	409.80 ± 4.00	K	NIST
Tfus	408.00 ± 5.00	K	NIST
Tfus	406.00 ± 5.00	K	NIST
Tfus	402.00 ± 6.00	K	NIST
Tfus	401.00 ± 6.00	K	NIST
Tfus	396.00 ± 8.00	K	NIST
Tfus	387.00 ± 8.00	K	NIST
Tfus	397.00 ± 8.00	K	NIST
Tfus	388.00 ± 8.00	K	NIST
Tfus	396.00 ± 6.00	K	NIST
Tfus	394.00 ± 6.00	K	NIST
Tfus	392.00 ± 6.00	K	NIST
Tfus	373.00 ± 6.00	K	NIST
Tfus	391.00 ± 6.00	K	NIST
Tfus	373.00 ± 6.00	K	NIST
Tfus	381.00 ± 10.00	K	NIST
Tfus	383.00 ± 10.00	K	NIST
Tfus	416.00 ± 3.00	K	NIST
Tfus	400.00 ± 2.00	K	NIST
Tfus	395.00 ± 2.00	K	NIST
Tfus	391.00 ± 2.00	K	NIST
Tfus	408.00 ± 5.00	K	NIST
Tfus	416.00 ± 3.00	K	NIST
Tfus	406.00 ± 10.00	K	NIST
Tfus	404.90 ± 2.00	K	NIST
Tfus	404.50 ± 2.00	K	NIST
Tfus	407.10 ± 2.50	K	NIST
Tfus	406.40 ± 2.00	K	NIST
Tfus	407.80 ± 2.00	K	NIST
Tfus	407.00 ± 2.50	K	NIST
Tfus	404.50 ± 2.00	K	NIST
Tfus	404.30 ± 2.00	K	NIST
Tfus	405.80 ± 2.00	K	NIST
Tfus	405.30 ± 2.00	K	NIST
Tfus	409.00 ± 2.50	K	NIST
Tfus	407.30 ± 2.00	K	NIST
Tfus	405.25 ± 2.00	K	NIST
Tfus	403.50 ± 2.00	K	NIST
Tfus	406.80 ± 2.00	K	NIST
Tfus	405.90 ± 2.00	K	NIST
Tfus	409.30 ± 2.00	K	NIST
Tfus	407.10 ± 2.00	K	NIST
Tfus	404.70 ± 2.00	K	NIST
Tfus	404.80 ± 2.00	K	NIST
Tfus	406.50 ± 2.00	K	NIST
Tfus	407.90 ± 2.00	K	NIST
Tfus	407.50 ± 2.50	K	NIST
Tfus	407.50 ± 2.00	K	NIST
Tfus	404.10 ± 2.00	K	NIST
Tfus	404.30 ± 2.00	K	NIST
Tfus	407.20 ± 2.50	K	NIST
Tfus	406.70 ± 2.00	K	NIST
Tfus	406.30 ± 2.00	K	NIST
Tfus	407.60 ± 2.00	K	NIST
Tfus	407.20 ± 2.00	K	NIST
Tfus	402.20 ± 4.00	K	NIST
Tfus	406.70 ± 2.00	K	NIST
Tfus	406.20 ± 2.00	K	NIST
Tfus	407.20 ± 2.00	K	NIST
Tfus	407.20 ± 2.00	K	NIST
Tfus	407.70 ± 2.00	K	NIST
Tfus	408.00 ± 2.00	K	NIST
Tfus	406.20 ± 2.00	K	NIST
Tfus	409.00 ± 2.00	K	NIST
Tfus	408.20 ± 2.00	K	NIST
Tfus	406.80 ± 0.50	K	NIST
Tfus	406.80 ± 0.50	K	NIST
Tfus	406.60 ± 0.50	K	NIST
Tfus	407.80 ± 2.00	K	NIST
Tfus	402.10 ± 4.00	K	NIST
Tfus	402.50 ± 4.00	K	NIST
Tfus	405.90 ± 3.00	K	NIST
Tfus	406.90 ± 3.00	K	NIST
Tfus	407.00 ± 3.00	K	NIST
Tfus	408.00 ± 1.50	K	NIST
Tfus	407.40 ± 0.50	K	NIST
Tfus	407.70 ± 0.50	K	NIST
Tfus	Outlier 134.80 ± 0.50	K	NIST
Tfus	407.00 ± 3.00	K	NIST
Tfus	412.00 ± 4.00	K	NIST
Tfus	407.20 ± 2.00	K	NIST
Tfus	407.20 ± 2.00	K	NIST
Tfus	407.10 ± 3.00	K	NIST
Tfus	407.50 ± 2.00	K	NIST
Tfus	405.40 ± 1.00	K	NIST
Tfus	407.90 ± 2.00	K	NIST
Tfus	405.40 ± 1.00	K	NIST
Tfus	407.90 ± 2.00	K	NIST
Tfus	405.40 ± 1.00	K	NIST
Tfus	407.90 ± 2.00	K	NIST
Tfus	405.20 ± 2.00	K	NIST
Tfus	Outlier 273.15 ± 5.00	K	NIST
Tfus	405.00 ± 3.00	K	NIST
Tfus	398.00 ± 6.00	K	NIST
Tfus	397.70 ± 3.00	K	NIST
Tfus	Outlier 510.00 ± 4.00	K	NIST

Cheméo can also estimate Critical Volume, Standard Gibbs free energy of formation, Acentric Factor for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
ΔfusH	[29.17; 31.01]	kJ/mol	[409.20; 414.00]
ΔfusH	29.17	kJ/mol	409.20	NIST
ΔfusH	31.01	kJ/mol	412.70	NIST
ΔfusH	29.80	kJ/mol	414.00	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[171.66; 380.97]	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			5.11000e+00
Coefficient B			7.16420e-01
Coefficient C			-4.07960e-04
Coefficient D			6.74000e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	171.66	J/mol×K	273.00	Calculated Property
Cp,gas	210.49	J/mol×K	353.78	Calculated Property
Cp,gas	244.93	J/mol×K	434.56	Calculated Property
Cp,gas	275.19	J/mol×K	515.33	Calculated Property
Cp,gas	301.49	J/mol×K	596.11	Calculated Property
Cp,gas	324.03	J/mol×K	676.89	Calculated Property
Cp,gas	343.04	J/mol×K	757.67	Calculated Property
Cp,gas	358.72	J/mol×K	838.44	Calculated Property
Cp,gas	371.30	J/mol×K	919.22	Calculated Property
Cp,gas	380.97	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
η	[0.0014085; 0.0002094]	Pa×s	[403.99; 607.48]	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			-1.22552e+01
Coefficient B			2.29870e+03
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Comment			Liquid phase. Joback/Reid (1987), valid from Tf to 0.7·Tc.
Temperature range, min.			403.99
Temperature range, max.			607.48
η	0.0014085	Pa×s	403.99	Calculated Property
η	0.0010418	Pa×s	426.60	Calculated Property
η	0.0007943	Pa×s	449.21	Calculated Property
η	0.0006216	Pa×s	471.82	Calculated Property
η	0.0004975	Pa×s	494.43	Calculated Property
η	0.0004059	Pa×s	517.04	Calculated Property
η	0.0003370	Pa×s	539.65	Calculated Property
η	0.0002839	Pa×s	562.26	Calculated Property
η	0.0002424	Pa×s	584.87	Calculated Property
η	0.0002094	Pa×s	607.48	Calculated Property

Similar Compounds

Find more compounds similar to Aspirin.

Mixtures

• Choline chloride + Aspirin
• Carbon dioxide + Aspirin + Methyl Alcohol
• Carbon dioxide + Ethanol + Aspirin
• Ethanol + Aspirin
• 2-Propanol + Aspirin
• Aspirin + 1-Octanol
• 1-Propanol + Aspirin
• Aspirin + 1-Butanol
• Carbon dioxide + Aspirin
• Benzoic acid + Carbon dioxide + Aspirin
• Carbon dioxide + Salicylic acid + Aspirin
• Aspirin + Acetone
• Propylene Glycol + Aspirin
• Carbon dioxide + Aspirin + Acetone
• Aspirin + Ethyl Acetate
• Acetic acid, 2-methylpropyl ester + Aspirin
• Aspirin + 1-Propanol, 2-methyl-
• Methyl Isobutyl Ketone + Aspirin
• Acetonitrile + Aspirin

Sources

• Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) ChEDL chemicals 1.5.2, from Bradley, J.-C.; Williams, A.; Lang, A. Jean-Claude Bradley Open Melting Point Dataset. Figshare, 2014 (CC0).
• Cheméo Relay (1.0)
• Crippen Method
• Solubility of aspirin in supercritical carbon dioxide/alcohol mixtures
• Determination and prediction of solubilities of active pharmaceutical ingredients in selected organic solvents
• Liquid pharmaceuticals formulation by eutectic formation
• Thermodynamic properties of sublimation of the ortho and meta isomers of acetoxy and acetamido benzoic acids
• Solubility of Benzoic Acid and Aspirin in Pure Solvents Using Focused Beam Reflective Measurement
• Solubility and Speciation of Ketoprofen and Aspirin in Supercritical CO2 by Infrared Spectroscopy
• Solubility of Aspirin in Supercritical Carbon Dioxide with and without Acetone
• Density, Viscosity, Speed of Sound, and Refractive Index of a Ternary Solution of Aspirin, 1-Butyl-3-methylimidazolium Bromide, and Acetonitrile at Different Temperatures T = (288.15 to 318.15) K
• Polar Mixed-Solid Solute Systems in Supercritical Carbon Dioxide: Entrainer Effect and Its Influence on Solubility and Selectivity
• Solubility of Acetylsalicylic Acid in Ethanol, Acetone, Propylene Glycol, and 2-Propanol
• Apparent Molal Volumes and Viscosity B-Coefficients of Acetyl Salicylic Acid (2-Acetoxy Benzoic Acid) Solutions in Higher Alcohols at Different Temperatures
• Joback Method
• Aqueous Solubility Prediction Method
• Aqueous and cosolvent solubility data for drug-like organic compounds
• McGowan Method
• NIST Webbook

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