Chemical Properties of Pyrrole (CAS 109-97-7)

InChI

InChI=1S/C4H5N/c1-2-4-5-3-1/h1-5H

InChI Key

KAESVJOAVNADME-UHFFFAOYSA-N

Formula

C4H5N

SMILES

c1cc[nH]c1

Molecular Weight¹

67.09

CAS

109-97-7

Other Names

• 1-Aza-2,4-cyclopentadiene
• 1H-pyrrole
• Azole
• Divinyleneimine
• Divinylenimine
• Imidole
• Monopyrrole
• NSC 62777
• Parzate
• Pyrrol

• 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,liquid : Liquid phase heat capacity (J/mol×K).
• μ : Dipole Moment (debye).
• 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 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).
• 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).
• n₀ : Refractive Index.
• ρ_l : Liquid Density (kg/m³).
• I_np : Non-polar retention indices.
• I_p : 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).
• 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	0.3255		PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
PAff	875.40	kJ/mol	NIST
BasG	843.80	kJ/mol	NIST
ΔcH°liquid	[-2351.70; -2350.00]	kJ/mol
ΔcH°liquid	-2351.70 ± 0.30	kJ/mol	NIST
ΔcH°liquid	-2350.00	kJ/mol	NIST
μ	1.80	debye	KDB
ΔfH°gas	[108.30; 143.20]	kJ/mol
ΔfH°gas	108.40	kJ/mol	KDB
ΔfH°gas	143.20	kJ/mol	NIST
ΔfH°gas	108.30 ± 0.50	kJ/mol	NIST
ΔfH°liquid	63.10 ± 0.40	kJ/mol	NIST
ΔvapH°	[37.80; 45.37]	kJ/mol
ΔvapH°	45.37	kJ/mol	NIST
ΔvapH°	45.19	kJ/mol	NIST
ΔvapH°	45.20	kJ/mol	NIST
ΔvapH°	45.20	kJ/mol	NIST
ΔvapH°	41.80	kJ/mol	NIST
ΔvapH°	Outlier 37.80	kJ/mol	NIST
IE	[8.02; 8.40]	eV
IE	8.21 ± 0.01	eV	NIST
IE	8.02	eV	NIST
IE	8.02	eV	NIST
IE	8.21	eV	NIST
IE	8.40 ± 0.10	eV	NIST
IE	8.21 ± 0.00	eV	NIST
IE	8.21 ± 0.01	eV	NIST
IE	8.10	eV	NIST
IE	8.22 ± 0.05	eV	NIST
IE	8.40 ± 0.05	eV	NIST
IE	8.21	eV	NIST
IE	8.21	eV	NIST
IE	8.20 ± 0.01	eV	NIST
IE	8.20 ± 0.01	eV	NIST
IE	8.20 ± 0.01	eV	NIST
IE	8.23	eV	NIST
log10WS	-0.17		Aq. Solubility Prediction
logPoct/wat	0.533		Crippen Calculated Property
McVol	57.740	ml/mol	McGowan Calculated Property
Pc	[5490.00; 6340.00]	kPa
Pc	5700.00	kPa	IUPAC Vapor-Liquid Critical Properties of Elements and Compounds, part 9 Compiled value
Pc	5490.00	kPa	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Pc	6340.00	kPa	KDB
Pc	5674.20 ± 303.98	kPa	NIST
Inp	[706.00; 774.00]
Inp	747.00		NIST
Inp	747.00		NIST
Inp	Outlier 706.00		NIST
Inp	740.00		NIST
Inp	733.00		NIST
Inp	751.00		NIST
Inp	771.00		NIST
Inp	771.00		NIST
Inp	757.00		NIST
Inp	751.00		NIST
Inp	774.00		NIST
Inp	744.00		NIST
Inp	760.00		NIST
Inp	731.00		NIST
Inp	733.00		NIST
Inp	739.00		NIST
Inp	727.00		NIST
Inp	759.00		NIST
Inp	765.00		NIST
Inp	750.00		NIST
Inp	757.00		NIST
Inp	755.00		NIST
Inp	751.00		NIST
Inp	768.00		NIST
Inp	748.00		NIST
Inp	755.00		NIST
Inp	750.00		NIST
Inp	755.00		NIST
Inp	725.00		NIST
Inp	765.00		NIST
Inp	730.00		NIST
Inp	762.00		NIST
Inp	762.00		NIST
Inp	768.00		NIST
Inp	739.00		NIST
Inp	758.00		NIST
Inp	751.00		NIST
Inp	749.00		NIST
Inp	758.00		NIST
Inp	749.00		NIST
Inp	752.00		NIST
Inp	769.00		NIST
Inp	723.00		NIST
Inp	733.00		NIST
Inp	733.00		NIST
Inp	755.00		NIST
Inp	727.00		NIST
Inp	728.00		NIST
Inp	755.00		NIST
Inp	747.00		NIST
Ip	[1470.00; 1547.00]
Ip	1516.00		NIST
Ip	1492.00		NIST
Ip	1520.00		NIST
Ip	1530.00		NIST
Ip	1514.00		NIST
Ip	1520.00		NIST
Ip	1545.00		NIST
Ip	1502.00		NIST
Ip	1498.00		NIST
Ip	1521.00		NIST
Ip	1507.00		NIST
Ip	1523.00		NIST
Ip	1523.00		NIST
Ip	1513.00		NIST
Ip	1524.00		NIST
Ip	1525.00		NIST
Ip	1547.00		NIST
Ip	1505.00		NIST
Ip	1505.00		NIST
Ip	1490.00		NIST
Ip	1538.00		NIST
Ip	1512.00		NIST
Ip	1512.00		NIST
Ip	1514.00		NIST
Ip	1530.00		NIST
Ip	1521.00		NIST
Ip	1523.00		NIST
Ip	1524.00		NIST
Ip	1526.00		NIST
Ip	1525.00		NIST
Ip	1513.00		NIST
Ip	1514.00		NIST
Ip	1488.00		NIST
Ip	1534.00		NIST
Ip	1534.00		NIST
Ip	1542.00		NIST
Ip	1542.00		NIST
Ip	1542.00		NIST
Ip	1526.00		NIST
Ip	1507.00		NIST
Ip	1507.00		NIST
Ip	Outlier 1477.00		NIST
Ip	1513.00		NIST
Ip	Outlier 1470.00		NIST
Ip	1509.00		NIST
Ip	1504.00		NIST
Ip	1505.00		NIST
Ip	1498.00		NIST
Ip	1507.00		NIST
Ip	1518.00		NIST
Ip	1514.00		NIST
Ip	1516.00		NIST
Ip	1532.00		NIST
Ip	1524.00		NIST
Ip	1508.00		NIST
Ip	1511.00		NIST
Ip	Outlier 1472.00		NIST
Ip	1521.00		NIST
Ip	1524.00		NIST
Ip	1490.00		NIST
Ip	1530.00		NIST
Ip	1516.00		NIST
Ip	1520.00		NIST
S°liquid	156.44	J/mol×K	NIST
Tboil	[401.15; 403.70]	K
Tboil	402.94	K	KDB
Tboil	403.70	K	NIST
Tboil	403.00	K	NIST
Tboil	403.00 ± 2.00	K	NIST
Tboil	403.65 ± 1.50	K	NIST
Tboil	Outlier 401.15 ± 1.50	K	NIST
Tboil	Outlier 401.15 ± 2.00	K	NIST
Tboil	402.95 ± 0.15	K	NIST
Tboil	403.20 ± 0.15	K	NIST
Tboil	403.20 ± 0.60	K	NIST
Tboil	403.15 ± 0.50	K	NIST
Tboil	403.65 ± 3.00	K	NIST
Tboil	402.95 ± 0.20	K	NIST
Tboil	402.50 ± 0.50	K	NIST
Tboil	402.85 ± 0.20	K	NIST
Tboil	403.15 ± 2.00	K	NIST
Tc	[625.15; 640.00]	K
Tc	638.50	K	Thermodynamic properties of pyrrole, 1-methylpyrrole, 2,4-dimethylpyrrole, and 2,5-dimethylpyrrole: Experimental and computational results
Tc	633.30	K	DIPPR Project 851 - Thirty Years of Vapor-Liquid Critical Point Measurements and Experimental Technique Development
Tc	640.00	K	IUPAC Vapor-Liquid Critical Properties of Elements and Compounds, part 9 Compiled value
Tc	625.15	K	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Tc	639.70	K	KDB
Tc	639.80	K	NIST
Tc	639.70 ± 1.50	K	NIST
Tc	625.15 ± 2.00	K	NIST
Tfus	[238.80; 254.70]	K
Tfus	249.95	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	249.73	K	KDB
Tfus	249.95	K	Aq. Solubility Prediction
Tfus	250.15 ± 0.60	K	NIST
Tfus	254.70 ± 0.50	K	NIST
Tfus	249.70 ± 0.20	K	NIST
Tfus	Outlier 238.80 ± 0.40	K	NIST
Ttriple	[249.73; 249.75]	K
Ttriple	249.74	K	KDB
Ttriple	249.73 ± 0.07	K	NIST
Ttriple	249.74 ± 0.03	K	NIST
Ttriple	249.74 ± 0.06	K	NIST
Ttriple	249.74 ± 0.06	K	NIST
Ttriple	249.75 ± 0.08	K	NIST
Ttriple	249.73 ± 0.07	K	NIST
Vc	[0.200; 0.214]	m3/kmol
Vc	0.214	m3/kmol	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Vc	0.200	m3/kmol	KDB
Zc	0.2384000		KDB

Cheméo can also estimate Standard Gibbs free energy of formation for this compound, but it falls outside the models' validated range, so it is not shown here. Open the prediction tool to compute it on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,liquid	127.74	J/mol×K	298.15	NIST
ΔfusH	[7.91; 7.91]	kJ/mol	[249.70; 249.74]
ΔfusH	7.91	kJ/mol	249.70	NIST
ΔfusH	7.91	kJ/mol	249.70	NIST
ΔfusH	7.91	kJ/mol	249.74	NIST
ΔfusH	7.91	kJ/mol	249.74	NIST
ΔvapH	[38.75; 42.50]	kJ/mol	[307.00; 403.00]
ΔvapH	42.50	kJ/mol	307.00	NIST
ΔvapH	41.90	kJ/mol	343.00	NIST
ΔvapH	41.90	kJ/mol	353.00	NIST
ΔvapH	42.50	kJ/mol	389.00	NIST
ΔvapH	42.50	kJ/mol	389.00	NIST
ΔvapH	38.75	kJ/mol	403.00	NIST
n0	1.51030		293.20	Vapor Liquid Equilibrium Data for Binary Systems of 1H-Pyrrole with Butan-1-ol, Propan-1-ol, or Pentan-1-ol
ρl	[930.13; 967.00]	kg/m3	[294.00; 338.15]
ρl	967.00	kg/m3	294.00	KDB
ρl	965.54	kg/m3	298.15	Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
ρl	965.95	kg/m3	298.15	Liquid-Liquid Equilibria for Binary System of Ethanol + Hexadecane at Elevated Temperature and the Ternary Systems of Ethanol + Heterocyclic Nitrogen Compounds + Hexadecane at 298.15 K
ρl	965.90	kg/m3	298.15	Binary Liquid-Liquid Equilibrium (LLE) for N-Methylformamide (NMF) + Hexadecane between (288.15 and 318.15) K and Ternary LLE for Systems of NMF + Heterocyclic Nitrogen Compounds + Hexadecane at 298.15 K
ρl	965.90	kg/m3	298.15	(Liquid + Liquid) Equilibrium for (N,N-Dimethylformamide (DMF) + Hexadecane) at Temperatures between (293.15 and 313.15) K and Ternary Mixtures of (DMF + Hexadecane) with Either Quinoline, or Pyridine, or Pyrrole, or Aniline, or Indole at T = 298.15 K
ρl	956.83	kg/m3	308.15	Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
ρl	948.03	kg/m3	318.15	Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
ρl	939.14	kg/m3	328.15	Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
ρl	930.13	kg/m3	338.15	Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
ΔfusS	[31.66; 31.66]	J/mol×K	[249.74; 249.74]
ΔfusS	31.66	J/mol×K	249.74	NIST
ΔfusS	31.66	J/mol×K	249.74	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 6209.97]	kPa	[301.19; 639.75]	The Yaws Handbook of Vapor Pressure
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.45716e+01
Coefficient B			-3.34243e+03
Coefficient C			-6.71870e+01
Temperature range, min.			301.19
Temperature range, max.			639.75
Pvap	1.33	kPa	301.19	Calculated Property
Pvap	9.64	kPa	338.81	Calculated Property
Pvap	43.08	kPa	376.43	Calculated Property
Pvap	139.10	kPa	414.04	Calculated Property
Pvap	357.12	kPa	451.66	Calculated Property
Pvap	774.99	kPa	489.28	Calculated Property
Pvap	1481.54	kPa	526.90	Calculated Property
Pvap	2567.77	kPa	564.51	Calculated Property
Pvap	4119.15	kPa	602.13	Calculated Property
Pvap	6209.97	kPa	639.75	Calculated Property
Pvap	[8.37; 42.34]	kPa	[333.40; 373.50]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.68570e+01
Coefficient B			-4.77659e+03
Coefficient C			-9.18600e+00
Reference			Eon, Pommier, et al., 1971
Comment			Coefficents calculated by NIST from author's data.
Temperature range, min.			333.40
Temperature range, max.			373.50
Pvap	8.37	kPa	333.40	Calculated Property
Pvap	10.22	kPa	337.86	Calculated Property
Pvap	12.41	kPa	342.31	Calculated Property
Pvap	14.99	kPa	346.77	Calculated Property
Pvap	18.03	kPa	351.22	Calculated Property
Pvap	21.57	kPa	355.68	Calculated Property
Pvap	25.70	kPa	360.13	Calculated Property
Pvap	30.48	kPa	364.59	Calculated Property
Pvap	36.00	kPa	369.04	Calculated Property
Pvap	42.34	kPa	373.50	Calculated Property
Pvap	[9.57; 270.24]	kPa	[338.82; 439.26]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.48002e+01
Coefficient B			-3.46971e+03
Coefficient C			-6.21550e+01
Reference			Osborn and Douslin, 1968
Temperature range, min.			338.82
Temperature range, max.			439.26
Pvap	9.57	kPa	338.82	Calculated Property
Pvap	15.57	kPa	349.98	Calculated Property
Pvap	24.42	kPa	361.14	Calculated Property
Pvap	37.07	kPa	372.30	Calculated Property
Pvap	54.67	kPa	383.46	Calculated Property
Pvap	78.56	kPa	394.62	Calculated Property
Pvap	110.26	kPa	405.78	Calculated Property
Pvap	151.48	kPa	416.94	Calculated Property
Pvap	204.12	kPa	428.10	Calculated Property
Pvap	270.24	kPa	439.26	Calculated Property

Property	Value	Unit	Temperature (K)	Source
γ	[0.04; 0.03]	N/m	[249.75; 403.15]	Jasper (1972), surface tension of pure liquid compounds Compiled value
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is γ in N/m, T in K
Coefficient A			6.98565e-02
Coefficient B			-1.10000e-04
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			249.75
Temperature range, max.			403.15
γ	0.04	N/m	249.75	Calculated Property
γ	0.04	N/m	266.79	Calculated Property
γ	0.04	N/m	283.84	Calculated Property
γ	0.04	N/m	300.88	Calculated Property
γ	0.03	N/m	317.93	Calculated Property
γ	0.03	N/m	334.97	Calculated Property
γ	0.03	N/m	352.02	Calculated Property
γ	0.03	N/m	369.06	Calculated Property
γ	0.03	N/m	386.11	Calculated Property
γ	0.03	N/m	403.15	Calculated Property

Similar Compounds

Find more compounds similar to Pyrrole.

Mixtures

• Carbon dioxide + Pyrrole
• Pyridine + Pyrrole
• Benzene + Pyrrole
• Pyrrole + Cyclohexane
• 1-Propanol + Pyrrole
• 1-Butanol + Pyrrole
• 1-Pentanol + Pyrrole
• n-Hexane + Formamide, N-methyl- + Pyrrole
• Heptane + Formamide, N-methyl- + Pyrrole
• Decane + Formamide, N-methyl- + Pyrrole
• Dodecane + Formamide, N-methyl- + Pyrrole
• Hexadecane + Ethanol + Pyrrole
• Hexadecane + Formamide, N-methyl- + Pyrrole
• Hexadecane + Formamide, N,N-dimethyl- + Pyrrole

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).
• IUPAC Vapor-Liquid Critical Properties of Elements and Compounds, part 9 ChEDL chemicals 1.5.2, from Marsh, K. N.; Young, C. L.; Morton, D. W.; Ambrose, D.; Tsonopoulos, C. Vapor-Liquid Critical Properties of Elements and Compounds. 9. Organic Compounds Containing Nitrogen. J. Chem. Eng. Data 2006, 51, 305-314.
• Jasper (1972), surface tension of pure liquid compounds ChEDL chemicals 1.5.2, from Jasper, J. J. The Surface Tension of Pure Liquid Compounds. J. Phys. Chem. Ref. Data 1972, 1, 841-1010 (as transcribed in Lange's Handbook).
• PSRK revision IV (2005), critical constants and acentric factors of 1000 components ChEDL chemicals 1.5.2, from Horstmann, S.; Jabłoniec, A.; Krafczyk, J.; Fischer, K.; Gmehling, J. PSRK Group Contribution Equation of State: Comprehensive Revision and Extension IV, Including Critical Constants and α-Function Parameters for 1000 Components. Fluid Phase Equilib. 2005, 227, 157-164.
• Crippen Method
• High-pressure phase equilibria in the carbon dioxide + pyrrole system
• Phase equilibria and excess molar enthalpies study of the binary systems (pyrrole + hydrocarbon, or an alcohol) and modeling
• Extraction of nitrogen compounds from diesel fuel using imidazolium- and pyridinium- based ionic liquids: Experiments, COSMO-RS prediction and NRTL correlation
• Thermodynamic properties of pyrrole, 1-methylpyrrole, 2,4-dimethylpyrrole, and 2,5-dimethylpyrrole: Experimental and computational results
• Examination of hydrogen-bonding interactions between dissolved solutes and alkylbenzene solvents based on Abraham model correlations derived from measured enthalpies of solvation
• Thermodynamic of dissolution and hydrogen bond of the pyrrole, N-methylpyrrole with proton acceptors
• DIPPR Project 851 - Thirty Years of Vapor-Liquid Critical Point Measurements and Experimental Technique Development
• Liquid-Liquid Equilibrium for Ternary Systems of N-Methylformamide + Pyrrole/Indole + Alkanes at 298.15 K: Phase Equilibrium Measurement and Correlation
• Vapor Liquid Equilibrium Data for Binary Systems of 1H-Pyrrole with Butan-1-ol, Propan-1-ol, or Pentan-1-ol
• Liquid-Liquid Equilibria for Binary System of Ethanol + Hexadecane at Elevated Temperature and the Ternary Systems of Ethanol + Heterocyclic Nitrogen Compounds + Hexadecane at 298.15 K
• Binary Liquid-Liquid Equilibrium (LLE) for N-Methylformamide (NMF) + Hexadecane between (288.15 and 318.15) K and Ternary LLE for Systems of NMF + Heterocyclic Nitrogen Compounds + Hexadecane at 298.15 K
• (Liquid + Liquid) Equilibrium for (N,N-Dimethylformamide (DMF) + Hexadecane) at Temperatures between (293.15 and 313.15) K and Ternary Mixtures of (DMF + Hexadecane) with Either Quinoline, or Pyridine, or Pyrrole, or Aniline, or Indole at T = 298.15 K
• KDB
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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.
Calculated This icon marks a calculated value or equation: a prediction, not a measurement.
Compiled This icon marks a compiled value or equation: taken from a data compilation such as ChemSep, not from an original measurement report.
These property values are available through the Cheméo API. A free account gives you an access key.