Chemical Properties of Methyl acetoacetate (CAS 105-45-3)

InChI

InChI=1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3

InChI Key

WRQNANDWMGAFTP-UHFFFAOYSA-N

Formula

C5H8O3

SMILES

COC(=O)CC(C)=O

Molecular Weight¹

116.12

CAS

105-45-3

Other Names

• 3-Oxobutanoic acid methyl ester
• 3-oxobutanoic acid, methyl ester
• Acetoacetic methyl ester
• Butanoic acid, 3-oxo-, methyl ester
• Methyl 3-oxobutyrate
• Methyl acetylacetate
• Methyl acetylacetonate
• Methylester kyseliny acetoctove
• acetoacetic acid, methyl ester
• methyl 3-oxobutanoate

• ω : Acentric Factor.
• 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_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).
• P_c : Critical Pressure (kPa).
• ρ_l : Liquid Density (kg/m³).
• I_p : Polar retention indices.
• γ : Surface Tension (N/m).
• 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	0.4417		Relay (1.0) Calculated Property
ΔcH°liquid	-2487.70	kJ/mol	NIST
ΔfH°gas	-558.43	kJ/mol	Relay (1.0) Calculated Property
ΔfH°liquid	-623.21	kJ/mol	NIST
ΔfusH°	14.67	kJ/mol	Joback Calculated Property
ΔvapH°	50.96	kJ/mol	Relay (1.0) Calculated Property
IE	9.81	eV	NIST
log10WS	0.13		Relay (1.0) Calculated Property
logPoct/wat	0.138		Crippen Calculated Property
McVol	90.320	ml/mol	McGowan Calculated Property
Pc	3763.78	kPa	Joback Calculated Property
Ip	1396.00		NIST
Tboil	[442.70; 445.20]	K
Tboil	442.70	K	NIST
Tboil	444.90	K	NIST
Tboil	443.00	K	NIST
Tboil	443.00 ± 3.00	K	NIST
Tboil	444.75	K	NIST
Tboil	445.20 ± 0.80	K	NIST
Tboil	442.70 ± 0.50	K	NIST
Tc	652.80	K	DIPPR Project 851 - Thirty Years of Vapor-Liquid Critical Point Measurements and Experimental Technique Development
Tfus	[193.15; 241.25]	K
Tfus	193.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	241.25	K	NIST
Vc	0.338	m3/kmol	Relay (1.0) Calculated Property

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
ΔvapH	45.40	kJ/mol	367.50	NIST
ρl	[1016.95; 1081.93]	kg/m3	[288.20; 348.20]
ρl	1081.93	kg/m3	288.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
ρl	1071.18	kg/m3	298.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
ρl	1055.01	kg/m3	313.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
ρl	1038.78	kg/m3	328.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
ρl	1027.89	kg/m3	338.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
ρl	1016.95	kg/m3	348.20	Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
γ	0.04	N/m	298.15	Concentration Dependence of Surface Tension for Very Dilute Aqueous Solutions of Organic Non-Electrolytes

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[128.81; 274.41]	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			3.11110e+01
Coefficient B			3.96040e-01
Coefficient C			-1.34900e-04
Coefficient D			-1.78400e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	128.81	J/mol×K	273.00	Calculated Property
Cp,gas	153.55	J/mol×K	353.78	Calculated Property
Cp,gas	176.27	J/mol×K	434.56	Calculated Property
Cp,gas	196.94	J/mol×K	515.33	Calculated Property
Cp,gas	215.48	J/mol×K	596.11	Calculated Property
Cp,gas	231.84	J/mol×K	676.89	Calculated Property
Cp,gas	245.98	J/mol×K	757.67	Calculated Property
Cp,gas	257.82	J/mol×K	838.44	Calculated Property
Cp,gas	267.32	J/mol×K	919.22	Calculated Property
Cp,gas	274.41	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
η	[0.0076292; 0.0002487]	Pa×s	[217.20; 456.96]	Joback Predicted correlation
Equation			Y = exp(A + B/T + C·ln(T) + D·T^E) Y is η in Pa×s, T in K
Coefficient A			-1.14004e+01
Coefficient B			1.41715e+03
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Comment			Liquid phase. Joback/Reid (1987), valid from Tf to 0.7·Tc.
Temperature range, min.			217.20
Temperature range, max.			456.96
η	0.0076292	Pa×s	217.20	Calculated Property
η	0.0037402	Pa×s	243.84	Calculated Property
η	0.0021101	Pa×s	270.48	Calculated Property
η	0.0013191	Pa×s	297.12	Calculated Property
η	0.0008909	Pa×s	323.76	Calculated Property
η	0.0006387	Pa×s	350.40	Calculated Property
η	0.0004800	Pa×s	377.04	Calculated Property
η	0.0003745	Pa×s	403.68	Calculated Property
η	0.0003014	Pa×s	430.32	Calculated Property
η	0.0002487	Pa×s	456.96	Calculated Property

Property	Value	Unit	Temperature (K)	Source
γ	[0.03; 0.02]	N/m	[300.65; 444.85]	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			6.07654e-02
Coefficient B			-9.44000e-05
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			300.65
Temperature range, max.			444.85
γ	0.03	N/m	300.65	Calculated Property
γ	0.03	N/m	316.67	Calculated Property
γ	0.03	N/m	332.69	Calculated Property
γ	0.03	N/m	348.72	Calculated Property
γ	0.03	N/m	364.74	Calculated Property
γ	0.02	N/m	380.76	Calculated Property
γ	0.02	N/m	396.78	Calculated Property
γ	0.02	N/m	412.81	Calculated Property
γ	0.02	N/m	428.83	Calculated Property
γ	0.02	N/m	444.85	Calculated Property

Similar Compounds

Find more compounds similar to Methyl acetoacetate.

Mixtures

• Methyl acetoacetate + Water
• Methyl acetoacetate + Methyl Alcohol
• Ethanol + Methyl acetoacetate
• 1-Propanol + Methyl acetoacetate
• 2-Propanol + Methyl acetoacetate

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).
• 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
• Crippen Method
• Solute-Solvent Interactions of Alkyl Acetoacetates in Aqueous {1-Butyl-3-Methylimidazolium Bromide [bmim][Br]}Ionic Liquid Solutions in the Temperature Interval (288.15 - 308.15 ) K
• DIPPR Project 851 - Thirty Years of Vapor-Liquid Critical Point Measurements and Experimental Technique Development
• Concentration Dependence of Surface Tension for Very Dilute Aqueous Solutions of Organic Non-Electrolytes
• Excess Molar Enthalpies of Methyl Acetoacetate + (Methanol, + Ethanol, + 1-Propanol, and + 2-Propanol) at T = (288.2, 298.2, 313.2, and 328.2) K and p = 101.3 kPa
• Solute Solvent Interactions of Alkyl Acetoacetates in Aqueous {1-Butyl-3-methylimidazolium Chloride [bmim][Cl]} Ionic Liquid Solutions in the Temperature Interval (288.15 308.15) K
• Joback Method
• McGowan Method
• NIST Webbook

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