Chemical Properties of Quinoline (CAS 91-22-5)

InChI

InChI=1S/C9H7N/c1-2-6-9-8(4-1)5-3-7-10-9/h1-7H

InChI Key

SMWDFEZZVXVKRB-UHFFFAOYSA-N

Formula

C9H7N

SMILES

c1ccc2ncccc2c1

Molecular Weight¹

129.16

CAS

91-22-5

Other Names

• 1-Benzazine
• 1-azanaphthalene
• B 500
• Benzopyridine
• Chinoleine
• Chinolin
• Chinoline
• Leucol
• Leucoline
• Leukol
• NSC 3396
• Quinolin
• UN 2656
• USAF EK-218
• benzo[b]pyridine

• ω : Acentric Factor.
• PAff : Proton affinity (kJ/mol).
• T_ig : Autoignition Temperature (K).
• 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).
• T_flash,oc : Flash Point (Open Cup Method) (K).
• 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 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).
• NFPA Fire : NFPA Fire Rating.
• NFPA Health : NFPA Health Rating.
• P_c : Critical Pressure (kPa).
• P_vap : Vapor pressure (kPa).
• 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_boilr : Boiling point at reduced pressure (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	0.2389		PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
PAff	953.20	kJ/mol	NIST
Tig	753.15	K	KDB
BasG	921.40	kJ/mol	NIST
ΔcH°liquid	-4683.20 ± 0.80	kJ/mol	NIST
Tflash,oc	380.37	K	KDB
ΔfG°	251.71	kJ/mol	Relay (1.0-beta) Calculated Property
ΔfH°gas	200.52	kJ/mol	NIST
ΔfH°liquid	141.22 ± 0.92	kJ/mol	NIST
ΔvapH°	[47.45; 59.31]	kJ/mol
ΔvapH°	59.31 ± 0.20	kJ/mol	NIST
ΔvapH°	59.30	kJ/mol	NIST
ΔvapH°	58.10	kJ/mol	NIST
ΔvapH°	Outlier 47.45	kJ/mol	NIST
ΔvapH°	59.31 ± 0.20	kJ/mol	NIST
ΔvapH°	59.30	kJ/mol	NIST
IE	[8.30; 8.67]	eV
IE	8.63 ± 0.02	eV	NIST
IE	8.62	eV	NIST
IE	8.62	eV	NIST
IE	8.62	eV	NIST
IE	8.67 ± 0.05	eV	NIST
IE	Outlier 8.30	eV	NIST
IE	8.62	eV	NIST
log10WS	[-1.30; -1.30]
log10WS	-1.30		Aq. Solubility Prediction
log10WS	-1.30		Estimated Solubility
logPoct/wat	2.235		Crippen Calculated Property
McVol	104.430	ml/mol	McGowan Calculated Property
NFPA Fire	1		KDB
NFPA Health	2		KDB
Pc	[3799.69; 5780.00]	kPa
Pc	3799.69	kPa	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Pc	4860.00	kPa	KDB
Pc	5780.00 ± 303.98	kPa	NIST
Inp	[206.00; 1247.70]
Inp	1231.00		NIST
Inp	1246.00		NIST
Inp	1206.00		NIST
Inp	1207.00		NIST
Inp	1231.00		NIST
Inp	1246.00		NIST
Inp	1226.00		NIST
Inp	1226.00		NIST
Inp	1227.00		NIST
Inp	1231.00		NIST
Inp	1233.00		NIST
Inp	1228.00		NIST
Inp	1247.70		NIST
Inp	1247.00		NIST
Inp	1224.70		NIST
Inp	1233.00		NIST
Inp	1237.40		NIST
Inp	1203.70		NIST
Inp	1224.70		NIST
Inp	1233.00		NIST
Inp	1237.40		NIST
Inp	1239.00		NIST
Inp	1230.00		NIST
Inp	1200.00		NIST
Inp	1242.00		NIST
Inp	1240.30		NIST
Inp	1224.00		NIST
Inp	1221.60		NIST
Inp	1221.60		NIST
Inp	1201.00		NIST
Inp	1206.00		NIST
Inp	1199.00		NIST
Inp	1199.00		NIST
Inp	1200.00		NIST
Inp	1203.00		NIST
Inp	1238.00		NIST
Inp	1242.00		NIST
Inp	1205.00		NIST
Inp	1247.00		NIST
Inp	1247.00		NIST
Inp	Outlier 210.70		NIST
Inp	Outlier 210.37		NIST
Inp	Outlier 206.00		NIST
Inp	Outlier 210.18		NIST
Inp	Outlier 209.51		NIST
Inp	Outlier 210.32		NIST
Inp	Outlier 210.26		NIST
Inp	Outlier 209.70		NIST
Inp	Outlier 210.17		NIST
Inp	Outlier 210.26		NIST
Inp	1247.00		NIST
Inp	1200.00		NIST
Inp	1221.60		NIST
Ip	[1892.00; 1942.00]
Ip	1892.00		NIST
Ip	1897.00		NIST
Ip	1924.00		NIST
Ip	1897.00		NIST
Ip	1924.00		NIST
Ip	1897.00		NIST
Ip	1924.00		NIST
Ip	1920.00		NIST
Ip	1903.00		NIST
Ip	1942.00		NIST
Ip	1942.00		NIST
S°liquid	[217.10; 219.72]	J/mol×K
S°liquid	219.72	J/mol×K	NIST
S°liquid	219.69	J/mol×K	NIST
S°liquid	217.10	J/mol×K	NIST
Tboil	[508.15; 511.20]	K
Tboil	510.85	K	Vapor Pressures and Vapor-Liquid Equilibria of the 2,2,2-Trifluoroethanol + Quinoline System
Tboil	510.31	K	KDB
Tboil	511.20	K	NIST
Tboil	510.55 ± 0.40	K	NIST
Tboil	510.80 ± 0.15	K	NIST
Tboil	510.25 ± 0.60	K	NIST
Tboil	510.57 ± 0.15	K	NIST
Tboil	510.78 ± 0.07	K	NIST
Tboil	509.15 ± 1.50	K	NIST
Tboil	510.45 ± 0.60	K	NIST
Tboil	Outlier 508.15 ± 2.00	K	NIST
Tboil	510.45 ± 0.30	K	NIST
Tboil	510.55 ± 0.40	K	NIST
Tboil	510.25 ± 0.40	K	NIST
Tboil	511.15 ± 1.00	K	NIST
Tboil	511.15 ± 1.50	K	NIST
Tboil	509.65 ± 0.60	K	NIST
Tboil	511.15 ± 0.50	K	NIST
Tboil	511.15 ± 1.00	K	NIST
Tboil	511.15 ± 2.00	K	NIST
Tc	[782.00; 800.15]	K
Tc	782.00	K	IUPAC Vapor-Liquid Critical Properties of Elements and Compounds, part 9 Compiled value
Tc	782.00	K	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Tc	782.00	K	KDB
Tc	782.15 ± 3.00	K	NIST
Tc	800.15 ± 3.00	K	NIST
Tc	793.55 ± 10.00	K	NIST
Tfus	[250.55; 258.70]	K
Tfus	258.26	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	258.37	K	KDB
Tfus	258.26	K	Aq. Solubility Prediction
Tfus	258.25 ± 0.30	K	NIST
Tfus	258.70 ± 0.20	K	NIST
Tfus	258.15 ± 1.00	K	NIST
Tfus	258.30 ± 0.30	K	NIST
Tfus	257.93 ± 0.05	K	NIST
Tfus	253.65 ± 1.00	K	NIST
Tfus	Outlier 250.75 ± 0.60	K	NIST
Tfus	258.21 ± 0.25	K	NIST
Tfus	258.30 ± 0.15	K	NIST
Tfus	257.55 ± 0.50	K	NIST
Tfus	252.05 ± 0.50	K	NIST
Tfus	257.55 ± 0.40	K	NIST
Tfus	258.50 ± 0.30	K	NIST
Tfus	258.45 ± 0.30	K	NIST
Tfus	258.15 ± 2.00	K	NIST
Tfus	254.22 ± 0.15	K	NIST
Tfus	253.65 ± 0.20	K	NIST
Tfus	Outlier 250.55 ± 0.60	K	NIST
Tfus	253.70 ± 0.50	K	NIST
Ttriple	[258.36; 258.36]	K
Ttriple	258.36 ± 0.00	K	NIST
Ttriple	258.36 ± 0.00	K	NIST
Vc	[0.402; 0.437]	m3/kmol
Vc	0.402	m3/kmol	PSRK revision IV (2005), critical constants and acentric factors of 1000 components Compiled value
Vc	0.437	m3/kmol	KDB
Zc	0.3266440		KDB

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,liquid	[164.40; 203.80]	J/mol×K	[283.00; 302.50]
Cp,liquid	190.40	J/mol×K	283.00	NIST
Cp,liquid	164.40	J/mol×K	290.00	NIST
Cp,liquid	203.80	J/mol×K	298.00	NIST
Cp,liquid	199.20	J/mol×K	298.10	NIST
Cp,liquid	194.89	J/mol×K	298.15	NIST
Cp,liquid	194.90	J/mol×K	298.15	NIST
Cp,liquid	192.90	J/mol×K	302.40	NIST
Cp,liquid	192.90	J/mol×K	302.50	NIST
ΔfusH	[0.07; 10.80]	kJ/mol	[220.00; 258.40]
ΔfusH	0.07	kJ/mol	220.00	NIST
ΔfusH	10.72	kJ/mol	257.93	NIST
ΔfusH	10.66	kJ/mol	258.40	NIST
ΔfusH	10.80	kJ/mol	258.40	NIST
ΔfusH	10.66	kJ/mol	258.40	NIST
ΔvapH	[46.00; 57.90]	kJ/mol	[428.50; 628.50]
ΔvapH	53.10 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	57.90 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	57.90 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	55.50 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	53.10 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	50.70 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	46.00 ± 0.30	kJ/mol	428.50	NIST
ΔvapH	48.40 ± 0.20	kJ/mol	428.50	NIST
ΔvapH	50.70 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	46.00 ± 0.30	kJ/mol	428.50	NIST
ΔvapH	48.40 ± 0.20	kJ/mol	428.50	NIST
ΔvapH	55.50 ± 0.10	kJ/mol	428.50	NIST
ΔvapH	49.20	kJ/mol	472.00	NIST
ΔvapH	46.50	kJ/mol	560.00	NIST
ΔvapH	46.90	kJ/mol	620.50	NIST
ΔvapH	46.10	kJ/mol	628.50	NIST
Pvap	[135.00; 1166.00]	kPa	[523.15; 653.15]
Pvap	135.00	kPa	523.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
Pvap	245.00	kPa	553.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
Pvap	416.00	kPa	583.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
Pvap	668.00	kPa	613.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
Pvap	955.00	kPa	638.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
Pvap	1166.00	kPa	653.15	High-Temperature VLE for the Ethylbenzene + Quinoline System
ρl	[1089.30; 1095.00]	kg/m3	[293.00; 298.15]
ρl	1095.00	kg/m3	293.00	KDB
ρl	1089.30	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	1089.45	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	1089.45	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
ΔfusS	[0.31; 41.79]	J/mol×K	[220.00; 258.40]
ΔfusS	0.31	J/mol×K	220.00	NIST
ΔfusS	41.79	J/mol×K	258.40	NIST
ΔfusS	41.27	J/mol×K	258.40	NIST

Pressure Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 202.67]	kPa	[378.08; 543.79]	The Yaws Handbook of Vapor Pressure
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.45960e+01
Coefficient B			-4.38177e+03
Coefficient C			-7.18450e+01
Temperature range, min.			378.08
Temperature range, max.			543.79
Pvap	1.33	kPa	378.08	Calculated Property
Pvap	3.00	kPa	396.49	Calculated Property
Pvap	6.19	kPa	414.90	Calculated Property
Pvap	11.87	kPa	433.32	Calculated Property
Pvap	21.36	kPa	451.73	Calculated Property
Pvap	36.41	kPa	470.14	Calculated Property
Pvap	59.20	kPa	488.55	Calculated Property
Pvap	92.37	kPa	506.97	Calculated Property
Pvap	139.02	kPa	525.38	Calculated Property
Pvap	202.67	kPa	543.79	Calculated Property
Pvap	[1.33e-04; 4950.83]	kPa	[258.25; 782.15]	KDB Vapor Pressure Data
Equation			ln(Y) = A + B/T + C·ln(T) + D·T² + E/T² Y is Pvap in kPa, T in K
Coefficient A			1.33820e+02
Coefficient B			-1.23999e+04
Coefficient C			-1.71511e+01
Coefficient D			7.84999e-06
Coefficient E			0.00000e+00
Temperature range, min.			258.25
Temperature range, max.			782.15
Pvap	1.33e-04	kPa	258.25	Calculated Property
Pvap	0.04	kPa	316.46	Calculated Property
Pvap	1.21	kPa	374.67	Calculated Property
Pvap	12.57	kPa	432.88	Calculated Property
Pvap	65.67	kPa	491.09	Calculated Property
Pvap	224.65	kPa	549.31	Calculated Property
Pvap	589.10	kPa	607.52	Calculated Property
Pvap	1307.38	kPa	665.73	Calculated Property
Pvap	2619.62	kPa	723.94	Calculated Property
Pvap	4950.83	kPa	782.15	Calculated Property
Pvap	[15.39; 102.01]	kPa	[437.82; 511.09]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.36783e+01
Coefficient B			-3.83865e+03
Coefficient C			-8.70850e+01
Reference			Malanowski, 1961, 2
Comment			Coefficents calculated by NIST from author's data.
Temperature range, min.			437.82
Temperature range, max.			511.09
Pvap	15.39	kPa	437.82	Calculated Property
Pvap	19.73	kPa	445.96	Calculated Property
Pvap	25.01	kPa	454.10	Calculated Property
Pvap	31.38	kPa	462.24	Calculated Property
Pvap	39.00	kPa	470.38	Calculated Property
Pvap	48.03	kPa	478.53	Calculated Property
Pvap	58.66	kPa	486.67	Calculated Property
Pvap	71.06	kPa	494.81	Calculated Property
Pvap	85.44	kPa	502.95	Calculated Property
Pvap	102.01	kPa	511.09	Calculated Property
Pvap	[15.39; 102.01]	kPa	[437.82; 511.09]	NIST
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.36783e+01
Coefficient B			-3.83865e+03
Coefficient C			-8.70850e+01
Reference			Malanowski, 1961
Comment			Coefficents calculated by NIST from author's data.
Temperature range, min.			437.82
Temperature range, max.			511.09
Pvap	15.39	kPa	437.82	Calculated Property
Pvap	19.73	kPa	445.96	Calculated Property
Pvap	25.01	kPa	454.10	Calculated Property
Pvap	31.38	kPa	462.24	Calculated Property
Pvap	39.00	kPa	470.38	Calculated Property
Pvap	48.03	kPa	478.53	Calculated Property
Pvap	58.66	kPa	486.67	Calculated Property
Pvap	71.06	kPa	494.81	Calculated Property
Pvap	85.44	kPa	502.95	Calculated Property
Pvap	102.01	kPa	511.09	Calculated Property

Property	Value	Unit	Temperature (K)	Source
γ	[0.05; 0.02]	N/m	[258.15; 510.15]	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			7.42858e-02
Coefficient B			-1.06300e-04
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			258.15
Temperature range, max.			510.15
γ	0.05	N/m	258.15	Calculated Property
γ	0.04	N/m	286.15	Calculated Property
γ	0.04	N/m	314.15	Calculated Property
γ	0.04	N/m	342.15	Calculated Property
γ	0.03	N/m	370.15	Calculated Property
γ	0.03	N/m	398.15	Calculated Property
γ	0.03	N/m	426.15	Calculated Property
γ	0.03	N/m	454.15	Calculated Property
γ	0.02	N/m	482.15	Calculated Property
γ	0.02	N/m	510.15	Calculated Property

Similar Compounds

Find more compounds similar to Quinoline.

Mixtures

• 1-Dodecanol + Quinoline
• Quinoline + 1-Hexadecanol
• Quinoline + 1-Octadecanol
• Quinoline + Hexadecane + Ethanol
• Ethanol, 2,2,2-trifluoro- + Quinoline
• Methyl Isobutyl Ketone + Quinoline + Water
• Quinoline + Hexadecane + Formamide, N-methyl-
• Quinoline + Hexadecane + Formamide, N,N-dimethyl-
• Quinoline + Benzene, ethyl-

Sources

• KDB Vapor Pressure Data
• 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.
• 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
• Extraction of nitrogen compounds from diesel fuel using imidazolium- and pyridinium- based ionic liquids: Experiments, COSMO-RS prediction and NRTL correlation
• Thermodynamics of organic mixtures containing amines. VIII. Systems with quinoline
• Thermochemistry of adducts of some bivalent transition metal bromides with quinoline
• Additive scheme for calculation of solvation enthalpies of heterocyclic aromatic compounds. Sublimation/vaporization enthalpy at 298.15 K
• Liquid-Liquid Equilibrium for the Ternary Systems (Methyl Isobutyl Ketone + Quinoline or Isoquinoline + Water) at 298.15, 318.15, and 338.15 K
• Vapor Pressures and Vapor-Liquid Equilibria of the 2,2,2-Trifluoroethanol + Quinoline System
• High-Temperature VLE for the Ethylbenzene + Quinoline System
• 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
• Estimated Solubility Method
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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