Chemical Properties of Pyrrolidine (CAS 123-75-1)

InChI

InChI=1S/C4H9N/c1-2-4-5-3-1/h5H,1-4H2

InChI Key

RWRDLPDLKQPQOW-UHFFFAOYSA-N

Formula

C4H9N

SMILES

C1CCNC1

Molecular Weight¹

71.12

CAS

123-75-1

Other Names

• AZACYCLOPENTANE
• AZOLIDINE
• BUTYLENIMINE
• NSC 62781
• Perhydropyrrole
• Prolamine
• Pyrrole, tetrahydro-
• Pyrrolidine ring
• Tetrahydropyrrole
• Tetramethylenimine
• UN 1922
• perhydroazole
• tetrahydroazole
• tetramethyleneimine

• ω : Acentric Factor.
• PAff : Proton affinity (kJ/mol).
• BasG : Gas basicity (kJ/mol).
• Δ_cH°_liquid : Standard liquid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_p,liquid : Liquid phase heat capacity (J/mol×K).
• μ : Dipole Moment (debye).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fH°_liquid : Liquid phase 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).
• Δ_vapH : Enthalpy of vaporization at a given temperature (kJ/mol).
• IE : Ionization energy (eV).
• ν : Kinematic viscosity (m²/s).
• 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).
• P_vap : Vapor pressure (kPa).
• ρ_l : Liquid Density (kg/m³).
• I_np : Non-polar retention indices.
• I : Polar retention indices.
• Δ_fusS : Entropy of fusion at a given temperature (J/mol×K).
• S°_liquid : Liquid phase molar entropy at standard conditions (J/mol×K).
• c_sound,fluid : Speed of sound in fluid (m/s).
• γ : Surface Tension (N/m).
• 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).
• Z_c : Critical Compressibility.
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.2740		KDB
PAff	948.30	kJ/mol	NIST
BasG	915.30	kJ/mol	NIST
ΔcH°liquid	[-2819.30; -2819.20]	kJ/mol
ΔcH°liquid	-2819.30 ± 0.84	kJ/mol	NIST
ΔcH°liquid	-2819.20 ± 0.75	kJ/mol	NIST
μ	1.60	debye	KDB
ΔfG°	114.80	kJ/mol	KDB
ΔfH°gas	[-3.60; -3.40]	kJ/mol
ΔfH°gas	-3.60	kJ/mol	KDB
ΔfH°gas	-3.40 ± 0.96	kJ/mol	NIST
ΔfH°gas	-3.60 ± 0.92	kJ/mol	NIST
ΔfH°liquid	[-41.20; -41.00]	kJ/mol
ΔfH°liquid	-41.00 ± 0.84	kJ/mol	NIST
ΔfH°liquid	-41.20 ± 0.84	kJ/mol	NIST
ΔfusH°	8.57	kJ/mol	Joback Calculated Property
ΔvapH°	[37.52; 37.61]	kJ/mol
ΔvapH°	37.52	kJ/mol	NIST
ΔvapH°	37.61 ± 0.10	kJ/mol	NIST
ΔvapH°	37.60	kJ/mol	NIST
ΔvapH°	37.57 ± 0.06	kJ/mol	NIST
ΔvapH°	37.60	kJ/mol	NIST
IE	[8.41; 8.82]	eV
IE	Outlier 8.41	eV	NIST
IE	8.82	eV	NIST
IE	8.77 ± 0.02	eV	NIST
IE	8.77 ± 0.05	eV	NIST
IE	8.82 ± 0.03	eV	NIST
IE	8.77 ± 0.02	eV	NIST
log10WS	1.15		Aq. Solubility Prediction
logPoct/wat	0.370		Crippen Calculated Property
McVol	66.340	ml/mol	McGowan Calculated Property
Pc	[5590.00; 5700.00]	kPa
Pc	5590.00	kPa	KDB
Pc	5700.00 ± 103.40	kPa	NIST
Inp	[645.00; 695.00]
Inp	692.00		NIST
Inp	674.90		NIST
Inp	680.00		NIST
Inp	690.00		NIST
Inp	Outlier 645.00		NIST
Inp	688.00		NIST
Inp	678.00		NIST
Inp	695.00		NIST
Inp	675.00		NIST
Inp	660.00		NIST
Inp	686.00		NIST
Inp	671.00		NIST
Inp	671.00		NIST
Inp	695.00		NIST
Inp	695.00		NIST
Inp	695.00		NIST
Inp	695.00		NIST
I	[994.00; 1047.00]
I	1008.00		NIST
I	1038.00		NIST
I	1040.00		NIST
I	999.00		NIST
I	1047.00		NIST
I	994.00		NIST
I	995.00		NIST
I	1020.00		NIST
I	1031.00		NIST
I	1032.00		NIST
I	1034.00		NIST
I	1006.00		NIST
I	1003.00		NIST
I	1022.00		NIST
I	1020.00		NIST
S°liquid	[204.01; 204.10]	J/mol×K
S°liquid	204.10	J/mol×K	NIST
S°liquid	204.01	J/mol×K	NIST
Tboil	[359.40; 359.71]	K
Tboil	359.71	K	KDB
Tboil	359.40	K	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Tc	[568.20; 570.00]	K
Tc	568.20	K	KDB
Tc	568.60	K	NIST
Tc	568.60 ± 0.40	K	NIST
Tc	570.00 ± 2.50	K	NIST
Tfus	[211.95; 215.31]	K
Tfus	215.31	K	KDB
Tfus	212.88	K	Aq. Solubility Prediction
Tfus	211.95 ± 0.50	K	NIST
Ttriple	[215.24; 215.31]	K
Ttriple	215.30	K	KDB
Ttriple	215.31 ± 0.07	K	NIST
Ttriple	215.24 ± 0.05	K	NIST
Ttriple	215.31 ± 0.06	K	NIST
Ttriple	215.30 ± 0.03	K	NIST
Vc	[0.238; 0.249]	m3/kmol
Vc	0.238	m3/kmol	KDB
Vc	0.249 ± 0.005	m3/kmol	NIST
Zc	0.2816120		KDB

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[102.22; 161.19]	J/mol×K	[359.42; 568.40]
Cp,gas	102.22	J/mol×K	359.42	Joback Calculated Property
Cp,gas	113.40	J/mol×K	394.25	Joback Calculated Property
Cp,gas	124.01	J/mol×K	429.08	Joback Calculated Property
Cp,gas	134.07	J/mol×K	463.91	Joback Calculated Property
Cp,gas	143.61	J/mol×K	498.74	Joback Calculated Property
Cp,gas	152.65	J/mol×K	533.57	Joback Calculated Property
Cp,gas	161.19	J/mol×K	568.40	Joback Calculated Property
Cp,liquid	[156.57; 160.20]	J/mol×K	[298.00; 298.15]
Cp,liquid	160.20	J/mol×K	298.00	NIST
Cp,liquid	156.57	J/mol×K	298.15	NIST
Cp,liquid	156.57	J/mol×K	298.15	NIST
ΔfusH	[0.54; 8.58]	kJ/mol	[207.10; 215.30]
ΔfusH	0.54	kJ/mol	207.10	NIST
ΔfusH	8.58	kJ/mol	215.30	NIST
ΔfusH	8.58	kJ/mol	215.30	NIST
ΔvapH	[33.00; 38.40]	kJ/mol	[293.00; 360.00]
ΔvapH	38.40	kJ/mol	293.00	NIST
ΔvapH	35.80 ± 0.10	kJ/mol	322.00	NIST
ΔvapH	37.30	kJ/mol	327.00	NIST
ΔvapH	34.50 ± 0.10	kJ/mol	340.00	NIST
ΔvapH	35.80	kJ/mol	355.00	NIST
ΔvapH	33.09	kJ/mol	359.00	KDB
ΔvapH	33.01	kJ/mol	359.70	NIST
ΔvapH	33.00 ± 0.10	kJ/mol	360.00	NIST
ν	[0.0000006; 0.0000010]	m2/s	[293.15; 323.15]
ν	0.0000010	m2/s	293.15	Densities and Viscosities of Aqueous Solutions of Pyrrolidine and Piperidine from (20 to 50) deg C
ν	0.0000008	m2/s	303.15	Densities and Viscosities of Aqueous Solutions of Pyrrolidine and Piperidine from (20 to 50) deg C
ν	0.0000007	m2/s	313.15	Densities and Viscosities of Aqueous Solutions of Pyrrolidine and Piperidine from (20 to 50) deg C
ν	0.0000006	m2/s	323.15	Densities and Viscosities of Aqueous Solutions of Pyrrolidine and Piperidine from (20 to 50) deg C
Pvap	[2.04; 101.33]	kPa	[273.16; 359.40]
Pvap	2.04	kPa	273.16	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	3.86	kPa	283.73	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	4.98	kPa	288.23	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	6.50	kPa	293.10	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	6.52	kPa	293.25	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	8.46	kPa	298.15	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	10.87	kPa	303.25	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	13.59	kPa	307.93	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	17.54	kPa	313.46	Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
Pvap	19.99	kPa	316.90	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	26.66	kPa	323.40	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	33.33	kPa	329.00	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	46.66	kPa	337.60	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	66.66	kPa	347.50	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	86.66	kPa	354.90	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
Pvap	101.33	kPa	359.40	Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
ρl	[833.70; 854.60]	kg/m3	[295.00; 323.15]
ρl	852.00	kg/m3	295.00	KDB
ρl	854.60	kg/m3	298.15	Densities and Excess and Partial Molar Volumes of Aqueous Pyrrolidine at 25 and 50 C and Aqueous Morpholine at 25 and 60 C
ρl	833.70	kg/m3	323.15	Densities and Excess and Partial Molar Volumes of Aqueous Pyrrolidine at 25 and 50 C and Aqueous Morpholine at 25 and 60 C
ΔfusS	[2.61; 39.84]	J/mol×K	[207.10; 215.30]
ΔfusS	2.61	J/mol×K	207.10	NIST
ΔfusS	39.84	J/mol×K	215.30	NIST
csound,fluid	[1263.00; 1389.40]	m/s	[293.00; 323.00]
csound,fluid	1389.40	m/s	293.00	Speed of sound and isentropic compressibility of aqueous solutions of pyrrolidine and piperidine
csound,fluid	1348.00	m/s	303.00	Speed of sound and isentropic compressibility of aqueous solutions of pyrrolidine and piperidine
csound,fluid	1305.80	m/s	313.00	Speed of sound and isentropic compressibility of aqueous solutions of pyrrolidine and piperidine
csound,fluid	1263.00	m/s	323.00	Speed of sound and isentropic compressibility of aqueous solutions of pyrrolidine and piperidine
γ	[0.03; 0.03]	N/m	[293.15; 323.15]
γ	0.03	N/m	293.15	Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine
γ	0.03	N/m	293.20	KDB
γ	0.03	N/m	298.15	Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine
γ	0.03	N/m	298.15	Densities, Viscosities, Surface Tensions, and Speeds of Sound of Aqueous Solutions of Piperidine + Pyrrolidine + Water
γ	0.03	N/m	303.15	Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine
γ	0.03	N/m	313.15	Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine
γ	0.03	N/m	323.15	Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 202.67]	kPa	[267.20; 383.05]	The Yaws Handbook of Vapor Pressure
Equation			ln(Pvp) = A + B/(T + C)
Coefficient A			1.44189e+01
Coefficient B			-2.96769e+03
Coefficient C			-5.71920e+01
Temperature range, min.			267.20
Temperature range, max.			383.05
Pvap	1.33	kPa	267.20	Calculated Property
Pvap	3.02	kPa	280.07	Calculated Property
Pvap	6.24	kPa	292.94	Calculated Property
Pvap	11.97	kPa	305.82	Calculated Property
Pvap	21.54	kPa	318.69	Calculated Property
Pvap	36.69	kPa	331.56	Calculated Property
Pvap	59.57	kPa	344.43	Calculated Property
Pvap	92.79	kPa	357.31	Calculated Property
Pvap	139.36	kPa	370.18	Calculated Property
Pvap	202.67	kPa	383.05	Calculated Property
Pvap	[0.01; 5630.66]	kPa	[215.31; 568.55]	KDB Vapor Pressure Data
Equation			ln(Pvp) = A + B/T + C*ln(T) + D*T^2
Coefficient A			1.08983e+02
Coefficient B			-8.21427e+03
Coefficient C			-1.40875e+01
Coefficient D			1.06991e-05
Temperature range, min.			215.31
Temperature range, max.			568.55
Pvap	0.01	kPa	215.31	Calculated Property
Pvap	0.53	kPa	254.56	Calculated Property
Pvap	6.63	kPa	293.81	Calculated Property
Pvap	39.74	kPa	333.06	Calculated Property
Pvap	149.80	kPa	372.31	Calculated Property
Pvap	415.98	kPa	411.55	Calculated Property
Pvap	941.31	kPa	450.80	Calculated Property
Pvap	1855.13	kPa	490.05	Calculated Property
Pvap	3332.01	kPa	529.30	Calculated Property
Pvap	5630.66	kPa	568.55	Calculated Property

Similar Compounds

Find more compounds similar to Pyrrolidine.

Mixtures

• Pyrrolidine + Water
• Pyrrolidine + Piperidine
• Pyrrolidine + Piperidine + Water
• Pyrrolidine + Heptane
• sodium hydroxide + Pyrrolidine + Water

Sources

• KDB Pure (Korean Thermophysical Properties Databank)
• KDB Vapor Pressure Data
• Cheméo Relay (1.0)
• Crippen Method
• Experimental solid-liquid-liquid equilibrium data for the H2O + NaOH + pyrrolidine ternary system. Application to theextraction of N-aminopyrrolidine
• Thermodynamic study of (heptane + amine) mixtures. III: Excess and partial molar volumes in mixtures with secondary, tertiary, and cyclic amines at 298.15 K
• Vapor Pressure and Its Temperature Dependence of 28 Organic Compounds: Cyclic Amines, Cyclic Ethers, and Cyclic and Open Chain Secondary Alcohols
• Densities and Excess and Partial Molar Volumes of Aqueous Pyrrolidine at 25 and 50 C and Aqueous Morpholine at 25 and 60 C
• Surface Behavior of Aqueous Solutions of Pyrrolidine and Piperidine
• Densities and Viscosities of Aqueous Solutions of Pyrrolidine and Piperidine from (20 to 50) deg C
• Speed of sound and isentropic compressibility of aqueous solutions of pyrrolidine and piperidine
• Evolution of the Liquid Vapor Equilibrium Properties of Several Unsymmetrical Amines: Determination of Their Binary Isobaric Diagrams and Applications to the Distillation
• Densities, Viscosities, Surface Tensions, and Speeds of Sound of Aqueous Solutions of Piperidine + Pyrrolidine + Water
• Joback Method
• KDB
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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Outlier This icon means that the value is more than 2 standard deviations away from the property mean.