Chemical Properties of 2,4-Pentanedione (CAS 123-54-6)

InChI

InChI=1S/C5H8O2/c1-4(6)3-5(2)7/h3H2,1-2H3

InChI Key

YRKCREAYFQTBPV-UHFFFAOYSA-N

Formula

C5H8O2

SMILES

CC(=O)CC(C)=O

Molecular Weight¹

100.12

CAS

123-54-6

Other Names

• 2,4-Dioxopentane
• 2,4-Pentadione
• 2,4-Pentandione
• 2-Propanone, acetyl-
• ACAC
• Acetoacetone
• Acetone, acetyl-
• Acetyl 2-propanone
• CH3COCH2COCH3
• Diacetylmethane
• NSC 5575
• Pentane-2,4-dione
• Pentanedione
• Pentanedione-2,4
• UN 2310
• acetylacetone
• pentan-2,4-dione

• 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).
• η : Dynamic viscosity (Pa×s).
• 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_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).
• n₀ : Refractive Index.
• ρ_l : Liquid Density (kg/m³).
• I_np : Non-polar retention indices.
• I_p : Polar retention indices.
• 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).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ω	0.4184		Relay (1.0) Calculated Property
PAff	873.50	kJ/mol	NIST
BasG	836.80	kJ/mol	NIST
ΔcH°liquid	[-2687.00; -2581.90]	kJ/mol
ΔcH°liquid	-2685.40 ± 0.80	kJ/mol	NIST
ΔcH°liquid	-2667.00 ± 12.00	kJ/mol	NIST
ΔcH°liquid	-2687.00 ± 1.50	kJ/mol	NIST
ΔcH°liquid	-2581.90	kJ/mol	NIST
ΔfG°	-266.62	kJ/mol	Joback Calculated Property
ΔfH°gas	[-420.10; -376.10]	kJ/mol
ΔfH°gas	-384.40 ± 1.30	kJ/mol	NIST
ΔfH°gas	-420.10	kJ/mol	NIST
ΔfH°gas	-376.10 ± 2.00	kJ/mol	NIST
ΔfH°liquid	[-528.94; -414.10]	kJ/mol
ΔfH°liquid	-427.60 ± 1.10	kJ/mol	NIST
ΔfH°liquid	-447.30 ± 8.00	kJ/mol	NIST
ΔfH°liquid	-414.10 ± 2.00	kJ/mol	NIST
ΔfH°liquid	-528.94	kJ/mol	NIST
ΔfusH°	11.90	kJ/mol	Joback Calculated Property
ΔvapH°	[41.78; 43.20]	kJ/mol
ΔvapH°	41.78	kJ/mol	NIST
ΔvapH°	43.20 ± 0.10	kJ/mol	NIST
ΔvapH°	43.20 ± 1.00	kJ/mol	NIST
IE	[8.82; 9.63]	eV
IE	8.85 ± 0.02	eV	NIST
IE	8.85 ± 0.05	eV	NIST
IE	8.82 ± 0.02	eV	NIST
IE	8.87 ± 0.03	eV	NIST
IE	Outlier 9.63 ± 0.01	eV	NIST
IE	9.15	eV	NIST
IE	9.00	eV	NIST
IE	9.18 ± 0.07	eV	NIST
IE	9.00	eV	NIST
log10WS	0.22		Aq. Solubility Prediction
logPoct/wat	0.554		Crippen Calculated Property
McVol	84.450	ml/mol	McGowan Calculated Property
NFPA Fire	2		KDB
NFPA Health	2		KDB
Pc	4046.64	kPa	Joback Calculated Property
Inp	[753.00; 804.00]
Inp	786.60		NIST
Inp	787.25		NIST
Inp	763.43		NIST
Inp	791.00		NIST
Inp	775.00		NIST
Inp	754.00		NIST
Inp	771.00		NIST
Inp	779.00		NIST
Inp	771.00		NIST
Inp	783.00		NIST
Inp	787.00		NIST
Inp	782.00		NIST
Inp	795.00		NIST
Inp	756.00		NIST
Inp	760.00		NIST
Inp	753.00		NIST
Inp	799.00		NIST
Inp	778.00		NIST
Inp	782.00		NIST
Inp	783.00		NIST
Inp	760.00		NIST
Inp	786.00		NIST
Inp	779.00		NIST
Inp	764.00		NIST
Inp	764.00		NIST
Inp	790.00		NIST
Inp	775.00		NIST
Inp	804.00		NIST
Inp	786.60		NIST
Inp	754.00		NIST
Inp	783.00		NIST
Inp	760.00		NIST
Inp	779.00		NIST
Inp	804.00		NIST
Ip	[1167.00; 1230.00]
Ip	1196.00		NIST
Ip	1167.00		NIST
Ip	1200.00		NIST
Ip	1230.00		NIST
Ip	1196.00		NIST
Ip	1230.00		NIST
Ip	1167.00		NIST
Tboil	[409.15; 413.60]	K
Tboil	413.60	K	Isobaric Vapor-Liquid Equilibria for (Acetic Acid + Cyclohexane) and (Cyclohexane + Acetylacetone) at a Pressure of 101.3 kPa and for (Acetic Acid + Acetylacetone) at a Pressure of 60.0 kPa
Tboil	413.60	K	NIST
Tboil	411.00	K	NIST
Tboil	410.15 ± 1.50	K	NIST
Tboil	411.10	K	NIST
Tboil	410.15 ± 0.40	K	NIST
Tboil	410.65 ± 1.50	K	NIST
Tboil	410.70 ± 2.00	K	NIST
Tboil	409.15 ± 2.00	K	NIST
Tboil	409.15 ± 2.00	K	NIST
Tc	612.16	K	Relay (1.0) Calculated Property
Tfus	[249.95; 250.15]	K
Tfus	250.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	249.95 ± 0.30	K	NIST
Ttriple	254.80 ± 0.20	K	NIST
Vc	0.312	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
η	[0.0006090; 0.0007410]	Pa×s	[288.15; 308.15]
η	0.0007410	Pa×s	288.15	Viscosity Behavior of Some Oxygen Containing Compounds
η	0.0006700	Pa×s	298.15	Viscosity Behavior of Some Oxygen Containing Compounds
η	0.0006090	Pa×s	308.15	Viscosity Behavior of Some Oxygen Containing Compounds
ΔvapH	[34.30; 42.70]	kJ/mol	[304.00; 411.10]
ΔvapH	40.60	kJ/mol	304.00	NIST
ΔvapH	42.70	kJ/mol	333.00	NIST
ΔvapH	39.40	kJ/mol	347.50	NIST
ΔvapH	39.20	kJ/mol	360.50	NIST
ΔvapH	35.20	kJ/mol	394.50	NIST
ΔvapH	34.30	kJ/mol	411.10	NIST
n0	[1.44890; 1.45110]		[293.15; 298.15]
n0	1.45110		293.15	(Vapor + liquid) equilibrium of the binary mixtures formed by acetonitrile with selected compounds at 95.5 kPa
n0	1.44890		293.15	Liquid-Liquid Equilibrium of (Water + Pentane-2,4-dione + Ethyl Ethanoate) and (Water + Pentane-2,4-dione + Cyclohexane) at (298.15 and 313.15) K
n0	1.44910		293.15	Isobaric Vapor-Liquid Equilibria for the Binary Systems of Acetic Acid + Isopropenyl Acetate, Acetic Acid + Acetylacetone, and Water + Acetylacetone
n0	1.45090		298.15	Liquid-Liquid Equilibrium, Solid-Liquid Equilibrium, Densities, and Refractivity of a Water, Chloroform, and Acetylacetone Mixture
n0	1.44910		298.15	Isobaric Vapor Liquid Equilibria for Binary Systems of Acetone + Isopropenyl Acetate, 2-Butanone + Isopropenyl Acetate, and Isopropenyl Acetate + Acetylacetone at 101.3 kPa
ρl	[939.30; 972.10]	kg/m3	[298.15; 328.15]
ρl	972.10	kg/m3	298.15	Determination and correlation of molar excess enthalpies of binary systems 2,4-pentanedione + (1-butanol, + 2-methyl-1-propanol, + 1-pentanol, + 1-heptane, + ethyl acetate, and + water)
ρl	971.07	kg/m3	298.15	Liquid-liquid equilibria, excess molar volume and deviations of the refractive indices at 298.15 K for mixtures of solvents used in themolybdenum extraction process
ρl	972.00	kg/m3	298.15	Bubble point measurements of binary mixtures formed by ethyl benzene with selected compounds at 95.35 kPa
ρl	972.10	kg/m3	298.15	Excess Enthalpies of 2,4-Pentanedione + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (298.15, 313.15, and 328.15) K and p = (0.1 and 10.0) MPa
ρl	954.00	kg/m3	313.15	Determination and correlation of molar excess enthalpies of binary systems 2,4-pentanedione + (1-butanol, + 2-methyl-1-propanol, + 1-pentanol, + 1-heptane, + ethyl acetate, and + water)
ρl	954.00	kg/m3	313.15	Excess Enthalpies of 2,4-Pentanedione + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (298.15, 313.15, and 328.15) K and p = (0.1 and 10.0) MPa
ρl	939.30	kg/m3	328.15	Determination and correlation of molar excess enthalpies of binary systems 2,4-pentanedione + (1-butanol, + 2-methyl-1-propanol, + 1-pentanol, + 1-heptane, + ethyl acetate, and + water)
ρl	939.30	kg/m3	328.15	Excess Enthalpies of 2,4-Pentanedione + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (298.15, 313.15, and 328.15) K and p = (0.1 and 10.0) MPa
γ	0.03	N/m	298.15	Concentration Dependence of Surface Tension for Very Dilute Aqueous Solutions of Organic Non-Electrolytes

Pressure Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[113.40; 255.32]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			1.30610e+01
Coefficient B			4.22840e-01
Coefficient C			-2.10800e-04
Coefficient D			3.02200e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	113.40	J/mol×K	273.00	Calculated Property
Cp,gas	137.61	J/mol×K	353.78	Calculated Property
Cp,gas	159.48	J/mol×K	434.56	Calculated Property
Cp,gas	179.12	J/mol×K	515.33	Calculated Property
Cp,gas	196.61	J/mol×K	596.11	Calculated Property
Cp,gas	212.06	J/mol×K	676.89	Calculated Property
Cp,gas	225.57	J/mol×K	757.67	Calculated Property
Cp,gas	237.21	J/mol×K	838.44	Calculated Property
Cp,gas	247.10	J/mol×K	919.22	Calculated Property
Cp,gas	255.32	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 202.63]	kPa	[304.80; 438.09]	The Yaws Handbook of Vapor Pressure
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			1.37695e+01
Coefficient B			-3.02532e+03
Coefficient C			-8.04060e+01
Temperature range, min.			304.80
Temperature range, max.			438.09
Pvap	1.33	kPa	304.80	Calculated Property
Pvap	3.07	kPa	319.61	Calculated Property
Pvap	6.42	kPa	334.42	Calculated Property
Pvap	12.37	kPa	349.23	Calculated Property
Pvap	22.27	kPa	364.04	Calculated Property
Pvap	37.81	kPa	378.85	Calculated Property
Pvap	61.05	kPa	393.66	Calculated Property
Pvap	94.42	kPa	408.47	Calculated Property
Pvap	140.62	kPa	423.28	Calculated Property
Pvap	202.63	kPa	438.09	Calculated Property
Pvap	[0.01; 4698.99]	kPa	[249.95; 602.00]	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			2.91943e+02
Coefficient B			-1.67244e+04
Coefficient C			-4.19801e+01
Coefficient D			3.58083e-05
Coefficient E			0.00000e+00
Temperature range, min.			249.95
Temperature range, max.			602.00
Pvap	0.01	kPa	249.95	Calculated Property
Pvap	0.45	kPa	289.07	Calculated Property
Pvap	5.07	kPa	328.18	Calculated Property
Pvap	27.07	kPa	367.30	Calculated Property
Pvap	91.49	kPa	406.42	Calculated Property
Pvap	236.23	kPa	445.53	Calculated Property
Pvap	525.65	kPa	484.65	Calculated Property
Pvap	1092.09	kPa	523.77	Calculated Property
Pvap	2237.82	kPa	562.88	Calculated Property
Pvap	4698.99	kPa	602.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
γ	[0.04; 0.02]	N/m	[250.05; 411.15]	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			6.45284e-02
Coefficient B			-1.14400e-04
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			250.05
Temperature range, max.			411.15
γ	0.04	N/m	250.05	Calculated Property
γ	0.03	N/m	267.95	Calculated Property
γ	0.03	N/m	285.85	Calculated Property
γ	0.03	N/m	303.75	Calculated Property
γ	0.03	N/m	321.65	Calculated Property
γ	0.03	N/m	339.55	Calculated Property
γ	0.02	N/m	357.45	Calculated Property
γ	0.02	N/m	375.35	Calculated Property
γ	0.02	N/m	393.25	Calculated Property
γ	0.02	N/m	411.15	Calculated Property

Similar Compounds

Find more compounds similar to 2,4-Pentanedione.

Mixtures

• Benzene, ethyl- + 2,4-Pentanedione
• 2,4-Pentanedione + Water
• Acetic acid, propyl ester + 2,4-Pentanedione + Water
• 1-Butanol + 2,4-Pentanedione
• 1-Propanol, 2-methyl- + 2,4-Pentanedione
• 1-Pentanol + 2,4-Pentanedione
• Heptane + 2,4-Pentanedione
• Ethyl Acetate + 2,4-Pentanedione
• Acetonitrile + 2,4-Pentanedione
• 1,3-Dioxolan-2-one, 4-methyl- + 2,4-Pentanedione
• Ethyl Acetate + 2,4-Pentanedione + Water
• 2,4-Pentanedione + Cyclohexane + Water
• Carbon dioxide + 2,4-Pentanedione
• 2,4-Pentanedione + Methyl Alcohol
• Ethanol + 2,4-Pentanedione
• 1-Propanol + 2,4-Pentanedione
• 2-Propanol + 2,4-Pentanedione
• ISOPROPENYL ACETATE + 2,4-Pentanedione
• 2,4-Pentanedione + Cyclohexane
• Acetic acid + 2,4-Pentanedione

Find more mixtures with 2,4-Pentanedione.

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).
• 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).
• Cheméo Relay (1.0)
• Crippen Method
• Viscosity Behavior of Some Oxygen Containing Compounds
• Determination and correlation of molar excess enthalpies of binary systems 2,4-pentanedione + (1-butanol, + 2-methyl-1-propanol, + 1-pentanol, + 1-heptane, + ethyl acetate, and + water)
• Liquid-liquid equilibrium for the ternary systems of water + acetyl acetone + propyl acetate at several temperatures
• Liquid-liquid equilibria, excess molar volume and deviations of the refractive indices at 298.15 K for mixtures of solvents used in themolybdenum extraction process
• Partial molar volumes of organic solutes in water. XVII: 3-Pentanone(aq) and 2,4-pentanedione(aq) at T = (298 to 573) K and at pressures up to 30 MPa
• (Vapor + liquid) equilibrium of the binary mixtures formed by acetonitrile with selected compounds at 95.5 kPa
• Bubble point measurements of binary mixtures formed by ethyl benzene with selected compounds at 95.35 kPa
• Concentration Dependence of Surface Tension for Very Dilute Aqueous Solutions of Organic Non-Electrolytes
• Liquid-Liquid Equilibrium of (Water + Pentane-2,4-dione + Ethyl Ethanoate) and (Water + Pentane-2,4-dione + Cyclohexane) at (298.15 and 313.15) K
• Liquid-Liquid Equilibrium, Solid-Liquid Equilibrium, Densities, and Refractivity of a Water, Chloroform, and Acetylacetone Mixture
• Critical Assessment of CO2 Solubility in Volatile Solvents at 298.15 K
• Excess Enthalpies of 2,4-Pentanedione + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (298.15, 313.15, and 328.15) K and p = (0.1 and 10.0) MPa
• Isobaric Vapor Liquid Equilibria for Binary Systems of Acetone + Isopropenyl Acetate, 2-Butanone + Isopropenyl Acetate, and Isopropenyl Acetate + Acetylacetone at 101.3 kPa
• Measurement of Infinite Dilution Activity Coefficients of Alcohols, Ketones, and Aromatic Hydrocarbons in 4-Methyl-N-butylpyridinium Tetrafluoroborate and 1-Butyl-3-methylimidazolium Hexafluorophosphate by Gas-Liquid Chromatography
• Isobaric Vapor-Liquid Equilibria for the Binary Systems of Acetic Acid + Isopropenyl Acetate, Acetic Acid + Acetylacetone, and Water + Acetylacetone
• Solubility of 1,1'-(Ethane-1,2-diyl)-bis(3-methylpyridinium) Dihexafluorophosphate in Different Solvents
• Solubilities of 1,1?-(Propane-1,3-diyl)-bis(3-methyl-1H-imidazolium-1-yl) Dihexafluorophosphate in Different Solvents
• Isobaric Vapor-Liquid Equilibria for (Acetic Acid + Cyclohexane) and (Cyclohexane + Acetylacetone) at a Pressure of 101.3 kPa and for (Acetic Acid + Acetylacetone) at a Pressure of 60.0 kPa
• Solubility of 1,1'-(Butane-1,4-diyl)-bis(3-methyl-1H-imidazolium-1-yl) Dihexafluorophosphate in Water, Acetophenone, Cyclohexanone, Acetylacetone, and 2-Butanone
• Solubility of 1,1'-(Butane-1,4-diyl)-bis(3-methylpyridinium) Dihexafluorophosphate in Different Solvents from (288.15 to 333.15) K
• Joback Method
• KDB
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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