Chemical Properties of Butanedioic acid (CAS 110-15-6)

InChI

InChI=1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

InChI Key

KDYFGRWQOYBRFD-UHFFFAOYSA-N

Formula

C4H6O4

SMILES

O=C(O)CCC(=O)O

Molecular Weight¹

118.09

CAS

110-15-6

Other Names

• 1,2-Ethanedicarboxylic acid
• 1,4-Butanedioic acid
• Acid of amber
• Amber acid
• Asuccin
• Bernsteinsaure
• Dihydrofumaric acid
• Ethanedicarboxylic acid
• Ethylene succinic acid
• Katasuccin
• Kyselina jantarova
• NSC 106449
• Sal succini
• Salt of amber
• Succinellite
• Succinic acid
• Wormwood
• Wormwood acid

• ω : Acentric Factor.
• Δ_cH°_solid : Standard solid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_p,solid : Solid phase heat capacity (J/mol×K).
• μ : Dipole Moment (debye).
• 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°_solid : Solid phase 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 standard conditions (kJ/mol).
• Δ_subH : Enthalpy of sublimation at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization 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_c : Critical Pressure (kPa).
• P_vap : Vapor pressure (kPa).
• Δ_fusS : Entropy of fusion at a given temperature (J/mol×K).
• S°_{solid,1 bar} : Solid phase molar entropy at standard conditions (J/mol×K).
• T_boil : Normal Boiling Point Temperature (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	0.7803		Relay (1.0) Calculated Property
ΔcH°solid	[-1495.00; -1487.00]	kJ/mol
ΔcH°solid	-1492.50 ± 0.40	kJ/mol	NIST
ΔcH°solid	-1491.20 ± 0.19	kJ/mol	NIST
ΔcH°solid	-1491.30 ± 0.20	kJ/mol	NIST
ΔcH°solid	-1490.90 ± 0.30	kJ/mol	NIST
ΔcH°solid	Outlier -1495.00 ± 2.00	kJ/mol	NIST
ΔcH°solid	-1490.70 ± 0.40	kJ/mol	NIST
ΔcH°solid	-1490.80 ± 0.30	kJ/mol	NIST
ΔcH°solid	-1490.80 ± 0.63	kJ/mol	NIST
ΔcH°solid	-1489.00 ± 0.30	kJ/mol	NIST
ΔcH°solid	-1491.20 ± 0.30	kJ/mol	NIST
ΔcH°solid	Outlier -1487.00	kJ/mol	NIST
ΔcH°solid	-1492.80 ± 1.30	kJ/mol	NIST
ΔcH°solid	-1490.50 ± 0.40	kJ/mol	NIST
ΔcH°solid	-1491.10 ± 4.10	kJ/mol	NIST
ΔcH°solid	-1490.80 ± 0.50	kJ/mol	NIST
ΔcH°solid	-1491.50 ± 0.50	kJ/mol	NIST
μ	2.20	debye	KDB
ΔfG°	-548.68	kJ/mol	Joback Calculated Property
ΔfH°gas	-812.59	kJ/mol	Relay (1.0) Calculated Property
ΔfH°solid	[-941.00; -938.70]	kJ/mol
ΔfH°solid	-939.00 ± 0.40	kJ/mol	NIST
ΔfH°solid	-940.10 ± 4.20	kJ/mol	NIST
ΔfH°solid	-940.35 ± 0.54	kJ/mol	NIST
ΔfH°solid	-940.20 ± 0.20	kJ/mol	NIST
ΔfH°solid	-940.86 ± 0.50	kJ/mol	NIST
ΔfH°solid	-938.70 ± 1.30	kJ/mol	NIST
ΔfH°solid	-941.00 ± 0.30	kJ/mol	NIST
ΔfusH°	34.00	kJ/mol	Vaporization, fusion and sublimation enthalpies of the dicarboxylic acids from C4 to C14 and C16
ΔsubH°	[118.00; 123.10]	kJ/mol
ΔsubH°	123.10	kJ/mol	NIST
ΔsubH°	120.30 ± 4.40	kJ/mol	NIST
ΔsubH°	118.00 ± 3.00	kJ/mol	NIST
ΔsubH°	121.80 ± 3.30	kJ/mol	NIST
ΔvapH°	94.40	kJ/mol	NIST
IE	10.49	eV	Relay (1.0) Calculated Property
log10WS	-0.20		Aq. Solubility Prediction
logPoct/wat	-0.064		Crippen Calculated Property
McVol	82.100	ml/mol	McGowan Calculated Property
Pc	6590.00	kPa	Critical Temperatures and Pressures of Straight-Chain Saturated Dicarboxylic Acids (C4 to C14)
S°solid,1 bar	[167.32; 175.70]	J/mol×K
S°solid,1 bar	167.32	J/mol×K	NIST
S°solid,1 bar	175.70	J/mol×K	NIST
Tboil	508.00	K	KDB
Tc	728.12	K	Relay (1.0) Calculated Property
Tfus	[456.00; 461.00]	K
Tfus	460.23	K	Aq. Solubility Prediction
Tfus	456.00	K	KDB
Tfus	457.44	K	Determination and Thermodynamic Modeling of Solid-Liquid Phase Equilibrium for Succinic Acid in the Glutaric Acid + Adipic Acid + Ethyl Acetate Mixture and Adipic Acid in the Succinic Acid + Glutaric Acid + Ethyl Acetate Mixture
Tfus	458.65	K	Solubilities of Adipic Acid and Succinic Acid in Glutaric Acid + Acetone or n-butanol Mixture
Tfus	461.00	K	Solubility of Butanedioic Acid in Different Solvents at Temperatures between 283 K and 333 K
Ttriple	461.00 ± 0.30	K	NIST
Vc	0.299	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[189.00; 216.41]	J/mol×K	[583.02; 758.96]
Cp,gas	189.00	J/mol×K	583.02	Joback Calculated Property
Cp,gas	194.18	J/mol×K	612.34	Joback Calculated Property
Cp,gas	199.11	J/mol×K	641.67	Joback Calculated Property
Cp,gas	203.80	J/mol×K	670.99	Joback Calculated Property
Cp,gas	208.24	J/mol×K	700.31	Joback Calculated Property
Cp,gas	212.44	J/mol×K	729.63	Joback Calculated Property
Cp,gas	216.41	J/mol×K	758.96	Joback Calculated Property
Cp,solid	[149.80; 164.00]	J/mol×K	[289.80; 323.00]
Cp,solid	149.80	J/mol×K	289.80	NIST
Cp,solid	152.93	J/mol×K	298.15	NIST
Cp,solid	164.00	J/mol×K	323.00	NIST
η	[0.0000600; 0.0092675]	Pa×s	[356.34; 583.02]
η	0.0092675	Pa×s	356.34	Joback Calculated Property
η	0.0026753	Pa×s	394.12	Joback Calculated Property
η	0.0009598	Pa×s	431.90	Joback Calculated Property
η	0.0004061	Pa×s	469.68	Joback Calculated Property
η	0.0001953	Pa×s	507.46	Joback Calculated Property
η	0.0001039	Pa×s	545.24	Joback Calculated Property
η	0.0000600	Pa×s	583.02	Joback Calculated Property
ΔfusH	[32.95; 34.00]	kJ/mol	[455.20; 457.00]
ΔfusH	34.00	kJ/mol	455.20	NIST
ΔfusH	32.95	kJ/mol	457.00	NIST
ΔfusH	32.95	kJ/mol	457.00	NIST
ΔfusH	32.95	kJ/mol	457.00	NIST
ΔsubH	[73.60; 128.00]	kJ/mol	[291.00; 386.50]
ΔsubH	119.50	kJ/mol	291.00	NIST
ΔsubH	73.60	kJ/mol	306.00	NIST
ΔsubH	128.00 ± 2.00	kJ/mol	338.00	NIST
ΔsubH	120.50	kJ/mol	366.00	NIST
ΔsubH	118.10 ± 3.30	kJ/mol	386.50	NIST
ΔfusS	72.09	J/mol×K	457.00	NIST

Correlations

Property	Value	Unit	Temperature (K)	Source
Pvap	[0.90; 4690.93]	kPa	[461.15; 806.00]	KDB Vapor Pressure Data
Equation			ln(Pvp) = A + B/T + C*ln(T) + D*T^2
Coefficient A			1.96942e+02
Coefficient B			-2.08066e+04
Coefficient C			-2.50252e+01
Coefficient D			7.38328e-06
Temperature range, min.			461.15
Temperature range, max.			806.00
Pvap	0.90	kPa	461.15	Calculated Property
Pvap	5.11	kPa	499.47	Calculated Property
Pvap	20.97	kPa	537.78	Calculated Property
Pvap	67.30	kPa	576.10	Calculated Property
Pvap	178.92	kPa	614.42	Calculated Property
Pvap	411.32	kPa	652.73	Calculated Property
Pvap	845.09	kPa	691.05	Calculated Property
Pvap	1591.69	kPa	729.37	Calculated Property
Pvap	2803.46	kPa	767.68	Calculated Property
Pvap	4690.93	kPa	806.00	Calculated Property

Similar Compounds

Find more compounds similar to Butanedioic acid.

Mixtures

• Butanedioic acid + Water
• Butanedioic acid + Ethanol + Water
• Butanedioic acid + Ethyl Acetate + Pentanedioic acid
• Butanedioic acid + Ethyl Acetate
• Butanedioic acid + Acetic acid
• Butanedioic acid + Acetone + Pentanedioic acid
• Butanedioic acid + 1-Butanol + Pentanedioic acid
• Butanedioic acid + Acetone
• Butanedioic acid + 1-Butanol
• Butanedioic acid + Ethanol
• Butanedioic acid + 1-Propanol
• Butanedioic acid + Isopropyl Alcohol
• Butanedioic acid + Methyl Alcohol + Water
• Butanedioic acid + Ethanol + Pentanedioic acid
• Butanedioic acid + Ethanol, 2,2'-oxybis-
• Butanedioic acid + Urea + Ethanol, 2,2'-oxybis-
• Butanedioic acid + Propanoic acid + Water
• Butanedioic acid + Propanoic acid
• Butanedioic acid + Hexanedioic acid + Ethanol
• Butanedioic acid + Hexanedioic acid + Acetone

Find more mixtures with Butanedioic acid.

Sources

• KDB Vapor Pressure Data
• Cheméo Relay (1.0)
• Crippen Method
• Solubility of succinic acid in different aqueous solvent mixtures: Experimental measurement and thermodynamic modeling
• Micro-combustion calorimetry employing a Calvet heat flux calorimeter
• Vaporization, fusion and sublimation enthalpies of the dicarboxylic acids from C4 to C14 and C16
• Calibration and test of an aneroid mini-bomb combustion calorimeter
• An odd-even effect on solubility of dicarboxylic acids in organic solvents
• Determination and correlation of solid-liquid phase equilibrium and phase diagram for multicomponent system of mixed dibasic acids. (III) Ternary system of succinic acid + glutaric acid + ethanol system
• Binary and ternary solid-liquid phase equilibrium for the systems formed by succinic acid, urea and diethylene glycol: Determination and modelling
• Gas-phase enthalpies of formation of ethyl hydroxybenzoates: An experimental and theoretical approach
• Solubility of succinic acid, glutaric acid and adipic acid in propionic acid + epsilon-caprolactone + water mixtures: Experimental measurement and thermodynamic modeling
• Determination and Correlation of Solid Liquid Phase Equilibrium and Phase Diagram for a Multicomponent System of Mixed Dibasic Acids. Ternary System of Succinic Acid + Adipic Acid + Ethanol
• Determination and Correlation of Solubilities for Succinic Acid in the Adipic Acid + Glutaric Acid + Acetone Mixture and Adipic Acid in the Succinic Acid + Glutaric Acid + Acetone Mixture
• Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid and Succinic Acid in Acetic Acid + Cyclohexanone Mixtures
• Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Adipate + Methanol Mixtures
• Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures
• Synthesis and Solubility of 5,5-Dimethyl-2-(phenyl(phenylamino)methyl)-1,3,2-dioxaphosphinane 2-oxide in Selected Solvents between 278.15 K and 347.15 K
• Measurement and Correlation for Solubilities of Succinic Acid and Glutaric Acid in e-Caprolactone + Acetic Acid Mixtures and e-Caprolactone + Cyclohexanone Mixtures
• Determination and Correlation for the Solubilities of Succinic Acid in Cyclohexanol + Cyclohexanone + Cyclohexane Solvent Mixtures
• Solubility Determination and Correlation of Glibenclamide in 11 Monosolvents and (Acetone + Acetonitrile) Binary Solvents from 283.15 K to 323.15 K
• Determination and Thermodynamic Modeling of Solid-Liquid Phase Equilibrium for Succinic Acid in the Glutaric Acid + Adipic Acid + Ethyl Acetate Mixture and Adipic Acid in the Succinic Acid + Glutaric Acid + Ethyl Acetate Mixture
• Critical Temperatures and Pressures of Straight-Chain Saturated Dicarboxylic Acids (C4 to C14)
• Surface Tensions and Densities of Oxalic, Malonic, Succinic, Maleic, Malic, and cis-Pinonic Acids
• Solid Liquid Phase Equilibrium and Phase Diagram for the Ternary Carbamazepine Succinic Acid Ethanol or Acetone System at (298.15 and 308.15) K
• Effects of Different Organic Acids on Solubility and Metastable Zone Width of Zinc Lactate
• Solubilities of Succinic Acid in Acetic Acid + Water Mixtures and Acetic Acid + Cyclohexane Mixtures
• Solid Liquid Equilibrium and Phase Diagram for the Ternary Succinic Acid + Glutaric Acid + Water System
• Solubilities of Adipic Acid and Succinic Acid in Glutaric Acid + Acetone or n-butanol Mixture
• Ternary Phase Diagram for Systems of Succinic Acid + Urea + Water, Glutaric Acid + Urea + Water and Adipic Acid + Urea + Water at 288.15 K and 303.15 K
• Solubility of Butanedioic Acid in Different Solvents at Temperatures between 283 K and 333 K
• Joback Method
• KDB
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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