Chemical Properties of Butanedioic acid, methylene- (CAS 97-65-4)

InChI

InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

InChI Key

LVHBHZANLOWSRM-UHFFFAOYSA-N

Formula

C5H6O4

SMILES

C=C(CC(=O)O)C(=O)O

Molecular Weight¹

130.10

CAS

97-65-4

Other Names

• 2-Propene-1,2-dicarboxylic acid
• 3-carboxy-3-butenoic acid
• Butanedioic acid, 2-methylene-
• Propylenedicarboxylic acid
• Succinic acid, methylene-
• itaconic acid
• methylene-1,4-butanedioic acid
• methylenebutanedioic acid
• methylenesuccinic acid

• Δ_cH°_solid : Standard solid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fH°_solid : Solid phase enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (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_vap : Vapor pressure (kPa).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔcH°solid	-1983.90 ± 0.50	kJ/mol	NIST
ΔfH°solid	-841.11 ± 0.59	kJ/mol	NIST
ΔfusH°	26.40	kJ/mol	Joback Calculated Property
IE	10.15	eV	Relay (1.0) Calculated Property
log10WS	-0.22		Aq. Solubility Prediction
logPoct/wat	0.102		Crippen Calculated Property
McVol	91.890	ml/mol	McGowan Calculated Property
Tfus	[438.25; 444.15]	K
Tfus	440.15	K	Solubility of itaconic acid in different organic solvents: Experimental measurement and thermodynamic modeling
Tfus	Outlier 444.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Tfus	438.25 ± 1.00	K	NIST
Tfus	439.00 ± 0.70	K	NIST
Tfus	438.25 ± 1.00	K	NIST
Tfus	439.00 ± 0.70	K	NIST

Cheméo can also estimate Normal Boiling Point Temperature, Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of formation at standard conditions, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[129.14; 270.06]	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			4.86100e+00
Coefficient B			5.60300e-01
Coefficient C			-4.18600e-04
Coefficient D			1.23500e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	129.14	J/mol×K	273.00	Calculated Property
Cp,gas	156.16	J/mol×K	353.78	Calculated Property
Cp,gas	179.43	J/mol×K	434.56	Calculated Property
Cp,gas	199.34	J/mol×K	515.33	Calculated Property
Cp,gas	216.27	J/mol×K	596.11	Calculated Property
Cp,gas	230.63	J/mol×K	676.89	Calculated Property
Cp,gas	242.80	J/mol×K	757.67	Calculated Property
Cp,gas	253.16	J/mol×K	838.44	Calculated Property
Cp,gas	262.12	J/mol×K	919.22	Calculated Property
Cp,gas	270.06	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
Pvap	[1.33; 202.65]	kPa	[473.15; 554.57]	The Yaws Handbook of Vapor Pressure
Equation			ln(Y) = A + B/(T + C) Y is Pvap in kPa, T in K
Coefficient A			2.68658e+01
Coefficient B			-9.28405e+03
Coefficient C			-1.23842e+02
Temperature range, min.			473.15
Temperature range, max.			554.57
Pvap	1.33	kPa	473.15	Calculated Property
Pvap	2.61	kPa	482.20	Calculated Property
Pvap	4.93	kPa	491.24	Calculated Property
Pvap	9.06	kPa	500.29	Calculated Property
Pvap	16.16	kPa	509.34	Calculated Property
Pvap	28.07	kPa	518.38	Calculated Property
Pvap	47.56	kPa	527.43	Calculated Property
Pvap	78.76	kPa	536.48	Calculated Property
Pvap	127.62	kPa	545.52	Calculated Property
Pvap	202.65	kPa	554.57	Calculated Property

Similar Compounds

Find more compounds similar to Butanedioic acid, methylene-.

Mixtures

• Butanedioic acid, methylene- + Water
• Butanedioic acid, methylene- + Methyl Alcohol
• Ethanol + Butanedioic acid, methylene-
• 1-Propanol + Butanedioic acid, methylene-
• Acetonitrile + Butanedioic acid, methylene-
• 2-Propanol + Butanedioic acid, methylene-
• Butanedioic acid, methylene- + Ethyl Acetate
• Butanedioic acid, methylene- + Acetone

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).
• Cheméo Relay (1.0)
• 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
• Solubility of itaconic acid in different organic solvents: Experimental measurement and thermodynamic modeling
• Volumetric properties of itaconic acid aqueous solutions
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook
• The Yaws Handbook of Vapor Pressure

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