Chemical Properties of Butyl citrate (CAS 77-94-1)

InChI

InChI=1S/C18H32O7/c1-4-7-10-23-15(19)13-18(22,17(21)25-12-9-6-3)14-16(20)24-11-8-5-2/h22H,4-14H2,1-3H3

InChI Key

ZFOZVQLOBQUTQQ-UHFFFAOYSA-N

Formula

C18H32O7

SMILES

CCCCOC(=O)CC(O)(CC(=O)OCCCC)C(=O)OCCCC

Molecular Weight¹

360.44

CAS

77-94-1

Other Names

• 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, 1,2,3-tributyl ester
• 1,2,3-Propanetricarboxylic acid, 2-hydroxy-, tributyl ester
• 2-Hydroxy-1,2,3-propanetricarboxylic acid, tributyl ester
• 2-hydroxy-1,2,3-propanetricarboxylic acid tributyl ester
• Citric acid tri-n-butyl ester
• Citric acid, tributyl ester
• Citroflex 4
• NSC 8491
• Tri-n-butyl citrate
• n-Butyl citrate
• tributyl citrate

• ω : Acentric Factor.
• 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_fusH° : Enthalpy of fusion at standard conditions (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).
• I_np : Non-polar retention indices.
• 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	1.1320		Relay (1.0) Calculated Property
ΔfH°gas	-1526.83	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	52.16	kJ/mol	Joback Calculated Property
ΔvapH°	96.91	kJ/mol	Relay (1.0) Calculated Property
IE	9.53	eV	Relay (1.0) Calculated Property
log10WS	-2.79		Relay (1.0) Calculated Property
logPoct/wat	2.528		Crippen Calculated Property
McVol	292.670	ml/mol	McGowan Calculated Property
Pc	1257.48	kPa	Joback Calculated Property
Inp	[2150.00; 2150.00]
Inp	2150.00		NIST
Inp	2150.00		NIST
Inp	2150.00		NIST
Tboil	616.27	K	Relay (1.0) Calculated Property
Tc	798.55	K	Relay (1.0) Calculated Property
Tfus	253.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Vc	1.103	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.

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[447.38; 992.43]	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			4.35710e+01
Coefficient B			1.70926e+00
Coefficient C			-8.73800e-04
Coefficient D			1.13400e-07
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	447.38	J/mol×K	273.00	Calculated Property
Cp,gas	543.93	J/mol×K	353.78	Calculated Property
Cp,gas	630.64	J/mol×K	434.56	Calculated Property
Cp,gas	707.88	J/mol×K	515.33	Calculated Property
Cp,gas	776.00	J/mol×K	596.11	Calculated Property
Cp,gas	835.36	J/mol×K	676.89	Calculated Property
Cp,gas	886.33	J/mol×K	757.67	Calculated Property
Cp,gas	929.26	J/mol×K	838.44	Calculated Property
Cp,gas	964.51	J/mol×K	919.22	Calculated Property
Cp,gas	992.43	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
η	[7.2010057; 0.0000105]	Pa×s	[253.15; 749.96]	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			-1.83087e+01
Coefficient B			5.13461e+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.			253.15
Temperature range, max.			749.96
η	7.2010057	Pa×s	253.15	Calculated Property
η	0.1907408	Pa×s	308.35	Calculated Property
η	0.0152187	Pa×s	363.55	Calculated Property
η	0.0023649	Pa×s	418.75	Calculated Property
η	0.0005670	Pa×s	473.96	Calculated Property
η	0.0001831	Pa×s	529.16	Calculated Property
η	0.0000732	Pa×s	584.36	Calculated Property
η	0.0000343	Pa×s	639.56	Calculated Property
η	0.0000181	Pa×s	694.76	Calculated Property
η	0.0000105	Pa×s	749.96	Calculated Property

Similar Compounds

Find more compounds similar to Butyl citrate.

Mixtures

• 1-Butanol + Butyl citrate
• 1-Butanol + Water + Butyl citrate
• Water + Butyl citrate

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)
• Crippen Method
• Crippen Method
• Phase Equilibrium Behavior in Mixtures Containing Tributyl Citrate, Citric Acid, Butan-1-ol, and Water
• Joback Method
• McGowan Method
• NIST Webbook

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