Chemical Properties of 12-Crown-4 (CAS 294-93-9)

InChI

InChI=1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2

InChI Key

XQQZRZQVBFHBHL-UHFFFAOYSA-N

Formula

C8H16O4

SMILES

C1COCCOCCOCCO1

Molecular Weight¹

176.21

CAS

294-93-9

Other Names

• 1,4,7,10-tetraoxacyclododecane
• 12-crown-4 ether
• Eoct
• Ethylene oxide cyclic tetramer

• ω : Acentric Factor.
• PAff : Proton affinity (kJ/mol).
• BasG : Gas basicity (kJ/mol).
• 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_fG° : Standard Gibbs free energy of formation (kJ/mol).
• 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_fusH : Enthalpy of fusion 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).
• 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	0.3679		Relay (1.0) Calculated Property
PAff	927.20	kJ/mol	NIST
BasG	890.50	kJ/mol	NIST
ΔcH°liquid	-4738.10 ± 1.70	kJ/mol	NIST
ΔfG°	-368.44	kJ/mol	Joback Calculated Property
ΔfH°gas	-631.10 ± 2.10	kJ/mol	NIST
ΔfH°liquid	-696.80 ± 2.10	kJ/mol	NIST
ΔfusH°	26.56	kJ/mol	Joback Calculated Property
ΔvapH°	[65.60; 65.70]	kJ/mol
ΔvapH°	65.70 ± 3.70	kJ/mol	NIST
ΔvapH°	65.65 ± 0.37	kJ/mol	NIST
ΔvapH°	65.70	kJ/mol	NIST
ΔvapH°	65.60 ± 0.40	kJ/mol	NIST
IE	[8.80; 9.30]	eV
IE	8.80	eV	NIST
IE	9.30	eV	NIST
IE	9.30	eV	NIST
log10WS	-0.09		Relay (1.0) Calculated Property
logPoct/wat	0.066		Crippen Calculated Property
McVol	136.200	ml/mol	McGowan Calculated Property
Pc	3745.38	kPa	Joback Calculated Property
Tboil	531.06	K	Relay (1.0) Calculated Property
Tc	722.37	K	Relay (1.0) Calculated Property
Tfus	289.00	K	Static Dielectric Permittivity of Homologous Series of Liquid Cyclic Ethers, 3n-Crown-n, n = 4 to 6
Vc	0.477	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[174.90; 499.23]	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			-3.73700e+01
Coefficient B			8.42800e-01
Coefficient C			-2.13800e-04
Coefficient D			-9.24000e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	174.90	J/mol×K	273.00	Calculated Property
Cp,gas	229.94	J/mol×K	353.78	Calculated Property
Cp,gas	280.92	J/mol×K	434.56	Calculated Property
Cp,gas	327.53	J/mol×K	515.33	Calculated Property
Cp,gas	369.49	J/mol×K	596.11	Calculated Property
Cp,gas	406.50	J/mol×K	676.89	Calculated Property
Cp,gas	438.27	J/mol×K	757.67	Calculated Property
Cp,gas	464.51	J/mol×K	838.44	Calculated Property
Cp,gas	484.93	J/mol×K	919.22	Calculated Property
Cp,gas	499.23	J/mol×K	1000.00	Calculated Property

Property	Value	Unit	Temperature (K)	Source
η	[0.0250054; 0.0000634]	Pa×s	[289.00; 552.26]	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			-1.62263e+01
Coefficient B			3.62338e+03
Coefficient C			0.00000e+00
Coefficient D			0.00000e+00
Coefficient E			0.00000e+00
Temperature range, min.			289.00
Temperature range, max.			552.26
η	0.0250054	Pa×s	289.00	Calculated Property
η	0.0078991	Pa×s	318.25	Calculated Property
η	0.0030295	Pa×s	347.50	Calculated Property
η	0.0013483	Pa×s	376.75	Calculated Property
η	0.0006743	Pa×s	406.00	Calculated Property
η	0.0003702	Pa×s	435.25	Calculated Property
η	0.0002191	Pa×s	464.50	Calculated Property
η	0.0001380	Pa×s	493.76	Calculated Property
η	0.0000916	Pa×s	523.01	Calculated Property
η	0.0000634	Pa×s	552.26	Calculated Property

Similar Compounds

Find more compounds similar to 12-Crown-4.

Mixtures

• lithium bromide + 12-Crown-4 + Water

Sources

• Cheméo Relay (1.0)
• Crippen Method
• Crippen Method
• The experimental study on the influence of crown ethers and glycols on the mutual solubility of lithium bromide in water
• Thermochemical behaviour of crown ethers in the mixtures of water with organic solvents. Part IX. Effect of base acid properties of {(1 x)AN + xH2O} on the solution enthalpy of cyclic ethers in this mixed solvent at T = 298.15 K
• Effect of electrostatic interaction on thermochemical behavior of 12-crown-4 ether in various polar solvents
• Effect of temperature on the process of preferential solvation of 1,4-dioxane and 12-crown-4 ethers in the mixture of water with formamide
• Examination of hydrogen-bonding interactions between dissolved solutes and alkylbenzene solvents based on Abraham model correlations derived from measured enthalpies of solvation
• Effect of Base Acid Properties of the Mixture of Water with Propan-1-ol on the Solution Enthalpy of Cyclic Ethers in This Mixture at T = 298.15 K
• Static Dielectric Permittivity of Homologous Series of Liquid Cyclic Ethers, 3n-Crown-n, n = 4 to 6
• Effect of Temperature on the Process of Hydrophobic Hydration. Part I. Hydrophobic Hydration of 1,4-Dioxane and 12-Crown-4 Ethers
• Joback Method
• McGowan Method
• NIST Webbook

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