Chemical Properties of 2-Butenedioic acid (Z)-, dimethyl ester (CAS 624-48-6)

InChI

InChI=1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-

InChI Key

LDCRTTXIJACKKU-ARJAWSKDSA-N

Formula

C6H8O4

SMILES

COC(=O)C=CC(=O)OC

Molecular Weight¹

144.13

CAS

624-48-6

Other Names

• 2-BUTENEDIOIC ACID
• 2-Butendioic acid, dimethyl ester, (Z)-
• 2-Butenedioic acid (2Z)-, 1,4-dimethyl ester
• 2-Butenedioic acid (2Z)-, dimethyl ester
• 2-Butenedioic acid, dimethyl ester, (Z)-
• DIMETHYL MALEATE
• Dimethyl (2Z)-but-2-enedioate
• Dimethyl cis-butenedioate
• Dimethyl cis-ethylenedicarboxylate
• Dimethylester kyseliny maleinove
• Maleic acid, dimethyl ester
• Methyl maleate
• Sipomer DMM
• cis-butenedioic acid, dimethyl ester

• ω : Acentric Factor.
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_p,liquid : Liquid phase 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_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_subH : Enthalpy of sublimation 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).
• I_np : Non-polar retention indices.
• Δ_fusS : Entropy of fusion at a given temperature (J/mol×K).
• 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	0.5188		Relay (1.0) Calculated Property
ΔfG°	-387.98	kJ/mol	Joback Calculated Property
ΔfH°gas	-684.42	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	17.07	kJ/mol	Joback Calculated Property
ΔvapH°	56.99	kJ/mol	Relay (1.0) Calculated Property
IE	[10.30; 10.47]	eV
IE	10.30	eV	NIST
IE	10.47	eV	NIST
log10WS	-1.57		Relay (1.0) Calculated Property
logPoct/wat	-0.111		Crippen Calculated Property
McVol	105.980	ml/mol	McGowan Calculated Property
NFPA Fire	1		KDB
NFPA Health	1		KDB
Pc	3673.09	kPa	Joback Calculated Property
Inp	[978.00; 1019.20]
Inp	981.00		NIST
Inp	979.00		NIST
Inp	978.00		NIST
Inp	984.00		NIST
Inp	1019.20		NIST
Inp	1019.20		NIST
Tboil	[475.15; 477.70]	K
Tboil	475.15	K	Determination and correlation of liquid liquid equilibria for the (water + carboxylic acid + dimethyl maleate) ternary systems at T = 298.2K
Tboil	477.70	K	NIST
Tc	624.09	K	Relay (1.0) Calculated Property
Tfus	[254.00; 254.00]	K
Tfus	254.00 ± 1.50	K	NIST
Tfus	254.00 ± 2.00	K	NIST
Vc	0.389	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[218.65; 265.80]	J/mol×K	[493.42; 689.99]
Cp,gas	218.65	J/mol×K	493.42	Joback Calculated Property
Cp,gas	227.37	J/mol×K	526.18	Joback Calculated Property
Cp,gas	235.76	J/mol×K	558.94	Joback Calculated Property
Cp,gas	243.80	J/mol×K	591.71	Joback Calculated Property
Cp,gas	251.49	J/mol×K	624.47	Joback Calculated Property
Cp,gas	258.82	J/mol×K	657.23	Joback Calculated Property
Cp,gas	265.80	J/mol×K	689.99	Joback Calculated Property
Cp,liquid	163.20	J/mol×K	298.00	NIST
η	[0.0002234; 0.0018904]	Pa×s	[296.62; 493.42]
η	0.0018904	Pa×s	296.62	Joback Calculated Property
η	0.0011092	Pa×s	329.42	Joback Calculated Property
η	0.0007168	Pa×s	362.22	Joback Calculated Property
η	0.0004981	Pa×s	395.02	Joback Calculated Property
η	0.0003660	Pa×s	427.82	Joback Calculated Property
η	0.0002809	Pa×s	460.62	Joback Calculated Property
η	0.0002234	Pa×s	493.42	Joback Calculated Property
ΔfusH	[14.64; 14.64]	kJ/mol	[254.00; 254.00]
ΔfusH	14.64	kJ/mol	254.00	NIST
ΔfusH	14.64	kJ/mol	254.00	NIST
ΔsubH	[41.80; 44.40]	kJ/mol	[329.00; 332.00]
ΔsubH	41.80 ± 4.20	kJ/mol	329.00	NIST
ΔsubH	44.40 ± 4.20	kJ/mol	332.00	NIST
ΔvapH	[52.00; 53.90]	kJ/mol	[398.00; 403.00]
ΔvapH	53.90	kJ/mol	398.00	NIST
ΔvapH	52.00	kJ/mol	403.00	NIST
ΔfusS	58.00	J/mol×K	254.00	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 202.66]	kPa	[354.91; 507.19]	The Yaws Handbook of Vapor Pressure
Equation			ln(Pvp) = A + B/(T + C)
Coefficient A			1.59525e+01
Coefficient B			-5.05241e+03
Coefficient C			-3.23840e+01
Temperature range, min.			354.91
Temperature range, max.			507.19
Pvap	1.33	kPa	354.91	Calculated Property
Pvap	2.91	kPa	371.83	Calculated Property
Pvap	5.90	kPa	388.75	Calculated Property
Pvap	11.22	kPa	405.67	Calculated Property
Pvap	20.18	kPa	422.59	Calculated Property
Pvap	34.56	kPa	439.51	Calculated Property
Pvap	56.70	kPa	456.43	Calculated Property
Pvap	89.56	kPa	473.35	Calculated Property
Pvap	136.77	kPa	490.27	Calculated Property
Pvap	202.66	kPa	507.19	Calculated Property
Pvap	[2.79e-04; 3145.92]	kPa	[254.15; 675.00]	KDB Vapor Pressure Data
Equation			ln(Pvp) = A + B/T + C*ln(T) + D*T^2
Coefficient A			1.23077e+02
Coefficient B			-1.16642e+04
Coefficient C			-1.54976e+01
Coefficient D			7.06613e-06
Temperature range, min.			254.15
Temperature range, max.			675.00
Pvap	2.79e-04	kPa	254.15	Calculated Property
Pvap	0.03	kPa	300.91	Calculated Property
Pvap	0.74	kPa	347.67	Calculated Property
Pvap	7.16	kPa	394.43	Calculated Property
Pvap	38.18	kPa	441.19	Calculated Property
Pvap	137.24	kPa	487.96	Calculated Property
Pvap	376.83	kPa	534.72	Calculated Property
Pvap	858.83	kPa	581.48	Calculated Property
Pvap	1719.26	kPa	628.24	Calculated Property
Pvap	3145.92	kPa	675.00	Calculated Property

Similar Compounds

Find more compounds similar to 2-Butenedioic acid (Z)-, dimethyl ester.

Mixtures

• Formic acid + 2-Butenedioic acid (Z)-, dimethyl ester + Water
• 2-Butenedioic acid (Z)-, dimethyl ester + Acetic acid + Water
• 2-Butenedioic acid (Z)-, dimethyl ester + Propanoic acid + Water
• 2-Butenedioic acid (Z)-, dimethyl ester + Butanoic acid + Water

Sources

• KDB Vapor Pressure Data
• Cheméo Relay (1.0)
• Crippen Method
• Crippen Method
• Determination and correlation of liquid liquid equilibria for the (water + carboxylic acid + dimethyl maleate) ternary systems at T = 298.2K
• Joback Method
• KDB
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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