Chemical Properties of Acetaminophen (CAS 103-90-2)

InChI

InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)

InChI Key

RZVAJINKPMORJF-UHFFFAOYSA-N

Formula

C8H9NO2

SMILES

CC(=O)Nc1ccc(O)cc1

Molecular Weight¹

151.16

CAS

103-90-2

Other Names

• 4'-Hydroxyacetanilide
• 4-(Acetylamino)phenol
• 4-(N-Acetylamino)phenol
• 4-Acetamidophenol
• 4-Acetaminophenol
• 4-Hydroxyacetanilide
• 4-Hydroxyanilid kyseliny octove
• APAP
• Abensanil
• Acamol
• Accu-Tap
• Acenol
• Acetagesic
• Acetalgin
• Acetamide, N-(4-hydroxyphenyl)-
• Acetamide, N-(p-hydroxyphenyl)-
• Acetaminofen
• Acetanilide, 4'-hydroxy-
• Algotropyl
• Alpiny
• Alpinyl
• Alvedon
• Amadil
• Anaflon
• Anapap
• Anelix
• Anhiba
• Apadon
• Apamid
• Apamide
• Banesin
• Ben-u-Ron
• Bickie-mol
• Biocetamol
• Calpol
• Captin
• Cetadol
• Citramon P
• Claratal
• Clixodyne
• Cyclopam
• Dafalgan
• Daga
• Daphalgan
• Datril
• Dial-a-gesic
• Dimindol
• Dirox
• Disprol
• Doliprane
• Dolprone
• Dularin
• Dymadon
• Dypap
• Elixodyne
• Enelfa
• Eneril
• Eu-Med
• Exdol
• Febridol
• Febrilix
• Febrinol
• Febro-Gesic
• Febrolin
• Fendon
• Finimal
• G 1
• Gelocatil
• Hedex
• Homoolan
• Injectapap
• Janupap
• Korum
• Lestemp
• Liquagesic
• Lonarid
• Lyteca
• Lyteca Syrup
• Minoset
• Momentum
• Multin
• N-(4-Hydroxyphenyl)acetamide
• N-(4-hydroxyphenyl)ethanamide
• N-(p-Hydroxyphenyl) acetamide
• N-Acetyl-4-aminophenol
• N-Acetyl-4-hydroxyaniline
• N-Acetyl-p-aminophenol
• NAPA
• NAPAP
• NCI-C55801
• Napafen
• Naprinol
• Nealgyl
• Nebs
• Neotrend
• Nobedon
• Ortensan
• Pacemo
• Pacemol
• Painex
• Paldesic
• Panadol
• Panaleve
• Panasorb
• Panets
• Panex
• Panodil
• Panofen
• Paracet
• Paracetamol
• Paracetamol DC
• Paracetamole
• Paracetamolo
• Paracetanol
• Parapan
• Paraspen
• Parelan
• Parmol
• Pasolind N
• Pedric
• Phenaphen
• Phendon
• Phenol, p-acetamido-
• Pinex
• Pyral
• Pyrinazine
• Resfenol
• Resprin
• Rivalgyl
• SK-Apap
• Salzone
• Servigesic
• St. Joseph Fever Reducer
• Tabalgin
• Tapar
• Temlo
• Tempanal
• Tempra
• Tralgon
• Tussapap
• Tylenol
• Valadol
• Valgesic
• Vermidon
• p-(Acetylamino)phenol
• p-Acetamidophenol
• p-Acetoaminophen
• p-Hydroxyacetanilide
• p-Hydroxyphenolacetamide

• ω : Acentric Factor.
• C_p,gas : Ideal gas 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_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_subH° : Enthalpy of sublimation at standard conditions (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• Δ_vapH : Enthalpy of vaporization at a given temperature (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).
• 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	0.6453		Relay (1.0) Calculated Property
ΔfG°	-65.26	kJ/mol	Joback Calculated Property
ΔfH°gas	-292.34	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	24.90	kJ/mol	Study of Glass Transition Phenomena in the Supercooled Liquid Phase of Methocarbamol, Acetaminophen and Mephensin
ΔsubH°	138.00 ± 3.00	kJ/mol	NIST
ΔvapH°	84.56	kJ/mol	Relay (1.0) Calculated Property
IE	7.57 ± 0.02	eV	NIST
log10WS	[-1.07; -1.03]
log10WS	-1.06		Aq. Solubility Prediction
log10WS	-1.03		Estimated Solubility
log10WS	-1.07		Rytting (2005)
logPoct/wat	1.351		Crippen Calculated Property
McVol	117.240	ml/mol	McGowan Calculated Property
Pc	4890.21	kPa	Joback Calculated Property
Inp	[1631.00; 1703.00]
Inp	1697.00		NIST
Inp	1632.00		NIST
Inp	1643.00		NIST
Inp	1650.00		NIST
Inp	1664.00		NIST
Inp	1678.00		NIST
Inp	1668.00		NIST
Inp	1631.00		NIST
Inp	1694.00		NIST
Inp	1631.00		NIST
Inp	1636.00		NIST
Inp	1703.00		NIST
Inp	1631.00		NIST
Inp	1636.00		NIST
Inp	1687.00		NIST
Inp	1668.00		NIST
Tboil	579.82	K	Relay (1.0) Calculated Property
Tc	826.28	K	Relay (1.0) Calculated Property
Tfus	[441.00; 445.60]	K
Tfus	Outlier 445.60	K	Vapor pressures and standard molar enthalpies, entropies and Gibbs energies of sublimation of three 4-substituted acetanilide derivatives
Tfus	442.35	K	Determination and prediction of solubilities of active pharmaceutical ingredients in selected organic solvents
Tfus	442.15	K	Liquid pharmaceuticals formulation by eutectic formation
Tfus	441.85	K	DSC study and phase diagrams calculation of binary systems of paracetamol
Tfus	443.15	K	Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
Tfus	441.20 ± 0.50	K	NIST
Tfus	441.00 ± 2.00	K	NIST
Ttriple	297.00	K	Endothermic features on heating of glasses show that the second glass to liquid transition of water was phenomenologically-mistaken
Vc	0.402	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[280.17; 332.79]	J/mol×K	[593.78; 827.84]
Cp,gas	280.17	J/mol×K	593.78	Joback Calculated Property
Cp,gas	290.67	J/mol×K	632.79	Joback Calculated Property
Cp,gas	300.36	J/mol×K	671.80	Joback Calculated Property
Cp,gas	309.33	J/mol×K	710.81	Joback Calculated Property
Cp,gas	317.67	J/mol×K	749.82	Joback Calculated Property
Cp,gas	325.46	J/mol×K	788.83	Joback Calculated Property
Cp,gas	332.79	J/mol×K	827.84	Joback Calculated Property
ΔfusH	[26.02; 27.60]	kJ/mol	[440.30; 443.20]
ΔfusH	27.00	kJ/mol	440.30	NIST
ΔfusH	26.02	kJ/mol	441.20	NIST
ΔfusH	26.49	kJ/mol	441.90	NIST
ΔfusH	26.20	kJ/mol	443.00	NIST
ΔfusH	27.60	kJ/mol	443.20	NIST
ΔvapH	[99.00; 103.00]	kJ/mol	[494.00; 521.00]
ΔvapH	99.00 ± 1.00	kJ/mol	494.00	NIST
ΔvapH	103.00 ± 3.00	kJ/mol	521.00	NIST

Similar Compounds

Find more compounds similar to Acetaminophen.

Mixtures

• Acetaminophen + Methyl Alcohol
• Acetaminophen + Ethanol
• Isopropyl Alcohol + Acetaminophen
• Acetaminophen + 1-Octanol
• Choline chloride + Acetaminophen
• Acetaminophen + Water
• Acetaminophen + Hydrogen chloride + Water
• sodium chloride + Acetaminophen + Water
• Acetaminophen + caffeine
• Acetaminophen + Vitamin C
• Citric acid + Acetaminophen
• Acetaminophen + Acetone
• 1-Propanol + Acetaminophen
• Acetaminophen + 1-Butanol
• Acetaminophen + 1-Pentanol
• Ethanol, 2-(2-ethoxyethoxy)- + Acetaminophen + Water
• Ethanol, 2-(2-ethoxyethoxy)- + Acetaminophen
• Carbon dioxide + Acetaminophen

Sources

• Cheméo Relay (1.0)
• Crippen Method
• Activity coefficients of the species in the methanol solutions of acetaminophen and two silylated derivatives at 298.15K
• Vapor pressures and standard molar enthalpies, entropies and Gibbs energies of sublimation of three 4-substituted acetanilide derivatives
• Determination and prediction of solubilities of active pharmaceutical ingredients in selected organic solvents
• Aqueous solubility of acetaminophen in the presence of 1-hexyl-3- methyl imidazolium bromide, ionic liquid as co-solvent
• Liquid pharmaceuticals formulation by eutectic formation
• Experimental determination and correlation of acetaminophen solubility in aqueous solutions of choline chloride based deep eutectic solvents at various temperatures
• Partial molar volume of paracetamol in water, 0.1 M HCl and 0.154 M NaCl at T = (298.15, 303.15, 308.15 and 310.65) K and at 101.325 kPa
• Partial molar volumes of some drug and pro-drug substances in 1-octanol at T = 298.15 K
• Diffusion coefficients of paracetamol in aqueous solutions
• Effect of paracetamol in aqueous sodium malonate solutions with reference to volumetric and viscometric measurements
• DSC study and phase diagrams calculation of binary systems of paracetamol
• Study of Glass Transition Phenomena in the Supercooled Liquid Phase of Methocarbamol, Acetaminophen and Mephensin
• Endothermic features on heating of glasses show that the second glass to liquid transition of water was phenomenologically-mistaken
• Pressurized-Synthetic Methodology for Solubility Determination at Elevated Temperatures with Application to Paracetamol in Pure Solvents
• Solid Liquid Phase Equilibrium of N,N'-Piperazinebis(neopentylglycol)phosphoramidate in Selected Solvents from T = (293.15 to 333.15) K
• Experimental and Modeling Studies on the Solubility of 2-Chloro-N-(4-methylphenyl)propanamide (S1) in Binary Ethyl Acetate + Hexane, Toluene + Hexane, Acetone + Hexane, and Butanone + Hexane Solvent Mixtures Using Polythermal Method
• Effect of Some Imidazolium-Based Ionic Liquids with Different Anions on the Thermodynamic Properties of Acetaminophen in Aqueous Media at T = 293.15 to 308.15 K
• Measurement and Correlation of Solubility of Resorcinol Bis(cyclic 2,2-dimethyl-1,3-propanediol phosphate) in Selected Solvents from T = 293.15 to 333.15 K
• Solubility Measurement and Thermodynamic Modeling of N-(4-Methylphenyl-Z-3-chloro-2-(phenylthio)propenamide in 12 Pure Solvents at Temperatures Ranging from 278.15 to 318.15 K
• Solubility of Anti-Inflammatory, Anti-Cancer, and Anti-HIV Drugs in Supercritical Carbon Dioxide
• Solubilities of Pharmaceutical Compounds in Ionic Liquids
• Solubilization Behavior of Paracetamol in Transcutol Water Mixtures at (298.15 to 333.15) K
• Dynamic and Static Characteristics of Drug Dissolution in Supercritical CO2 by Infrared Spectroscopy: Measurements of Acetaminophen Solubility in a Wide Range of State Parameters
• Joback Method
• 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.
Outlier This icon means that the value is more than 2 standard deviations away from the property mean.