Chemical Properties of Fentanyl (CAS 437-38-7)

InChI

InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3

InChI Key

PJMPHNIQZUBGLI-UHFFFAOYSA-N

Formula

C22H28N2O

SMILES

CCC(=O)N(c1ccccc1)C1CCN(CCc2ccccc2)CC1

Molecular Weight¹

336.47

CAS

437-38-7

Other Names

• 1-(2-Phenylethyl)-4-(N-propananilido)piperidine
• 1-Phenethyl-4-(N-Phenylpropionamido)piperidine
• 1-Phenethyl-4-N-propionylanilinopiperidine
• Duragesic
• Fentanest
• Fentanil
• Fentora
• Matrifen
• N-(1-Phenylethyl-4-piperidinyl)propionanilide
• N-Phenethyl-4-(N-propionylanilino)piperidine
• N-phenyl-N[1-(2-phenylethyl)-4-piperidinyl]propanamide (fentanyl)
• Phentanyl
• Propanamide, N-phenyl-N-[1-(2-phenylethyl)-4-piperidinyl]-
• Propionanilide, N-(1-phenethyl-4-piperidyl)-
• R 4263
• Sentonil
• Sublimase
• Sublimaze

• ω : Acentric Factor.
• 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).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.7166		Relay (1.0) Calculated Property
ΔfG°	360.49	kJ/mol	Relay (1.0-beta) Calculated Property
ΔfH°gas	3.15	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	30.10	kJ/mol	Vapor Pressure and Enthalpy of Vaporization of Fentanyl
ΔsubH°	144.60 ± 7.20	kJ/mol	NIST
ΔvapH°	117.42	kJ/mol	Relay (1.0) Calculated Property
IE	7.99	eV	Relay (1.0) Calculated Property
log10WS	-3.21		Relay (1.0) Calculated Property
logPoct/wat	4.137		Crippen Calculated Property
McVol	283.990	ml/mol	McGowan Calculated Property
Pc	1340.23	kPa	Relay (1.0-beta) Calculated Property
Inp	[2681.00; 2757.00]
Inp	2725.00		NIST
Inp	2701.00		NIST
Inp	2701.00		NIST
Inp	Outlier 2681.00		NIST
Inp	2720.00		NIST
Inp	Outlier 2757.00		NIST
Inp	2718.00		NIST
Inp	2730.00		NIST
Inp	2730.00		NIST
Inp	2720.00		NIST
Inp	2718.00		NIST
Tboil	681.87	K	Relay (1.0) Calculated Property
Tc	950.06	K	Relay (1.0) Calculated Property
Tfus	390.54	K	Relay (1.0) Calculated Property
Vc	1.016	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
ΔfusH	[22.51; 30.10]	kJ/mol	[357.20; 358.30]
ΔfusH	22.51	kJ/mol	357.20	NIST
ΔfusH	30.10	kJ/mol	358.30	NIST
ΔvapH	107.20 ± 4.20	kJ/mol	458.00	NIST

Similar Compounds

Find more compounds similar to Fentanyl.

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
• Crippen Method
• Vapor Pressure and Enthalpy of Vaporization of Fentanyl
• 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.