Chemical Properties of 5-Hydroxymethylfurfural (CAS 67-47-0)

InChI

InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2

InChI Key

NOEGNKMFWQHSLB-UHFFFAOYSA-N

Formula

C6H6O3

SMILES

O=Cc1ccc(CO)o1

Molecular Weight¹

126.11

CAS

67-47-0

Other Names

• 2-Furaldehyde, 5-(hydroxymethyl)-
• 2-Furancarboxaldehyde, 5-(hydroxymethyl)-
• 2-Hydroxymethyl-5-furfural
• 5-(Hyddroxymethyl)furfurole
• 5-(Hydroxymethyl)-2-formylfuran
• 5-(Hydroxymethyl)-2-furancarbonal
• 5-(Hydroxymethyl)-2-furancarboxaldehyde
• 5-(Hydroxymethyl)-2-furfural
• 5-(Hydroxymethyl)-2-furfuraldehyde
• 5-(Hydroxymethyl)furan-2-aldehyde
• 5-(hydroxymethyl)-2-furaldehyde
• 5-(hydroxymethyl)furan-2-carbaldehyde
• 5-Hydroxymethyl-2-furancarbaldehyde
• 5-Hydroxymethyl-2-furfural (HMF)
• 5-Hydroxymethylfuraldehyde
• 5-Hydroxymethylfurfuraldehyde
• 5-Oxymethylfurfurole
• HMF
• Hydroxymethylfurfural
• Hydroxymethylfurfuralaldehyde
• Hydroxymethylfurfuraldehyde
• NSC 40738

• Δ_fH°_gas : Enthalpy of formation 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).
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• I_p : Polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_boilr : Boiling point at reduced pressure (K).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfH°gas	-365.17	kJ/mol	Relay (1.0) Calculated Property
ΔvapH°	83.40 ± 0.20	kJ/mol	NIST
logPoct/wat	0.584		Crippen Calculated Property
McVol	89.250	ml/mol	McGowan Calculated Property
Inp	[1188.00; 1270.00]
Inp	1267.00		NIST
Inp	1270.00		NIST
Inp	1236.00		NIST
Inp	1224.00		NIST
Inp	1208.00		NIST
Inp	1233.20		NIST
Inp	1200.00		NIST
Inp	1218.00		NIST
Inp	1234.00		NIST
Inp	1230.00		NIST
Inp	1230.00		NIST
Inp	1230.00		NIST
Inp	1238.00		NIST
Inp	1226.00		NIST
Inp	1241.00		NIST
Inp	1261.00		NIST
Inp	1200.00		NIST
Inp	1200.00		NIST
Inp	1195.00		NIST
Inp	1196.00		NIST
Inp	1256.00		NIST
Inp	1228.00		NIST
Inp	1225.00		NIST
Inp	1231.00		NIST
Inp	1224.00		NIST
Inp	1252.00		NIST
Inp	1235.00		NIST
Inp	1266.00		NIST
Inp	1252.00		NIST
Inp	1188.00		NIST
Inp	1270.00		NIST
Inp	1218.00		NIST
Inp	1238.00		NIST
Inp	1200.00		NIST
Inp	1236.00		NIST
Inp	1267.00		NIST
Inp	1225.00		NIST
Inp	1266.00		NIST
Inp	1233.20		NIST
Ip	[2466.00; 2537.00]
Ip	2496.00		NIST
Ip	2526.00		NIST
Ip	2496.00		NIST
Ip	2513.00		NIST
Ip	2485.00		NIST
Ip	2532.00		NIST
Ip	2509.00		NIST
Ip	2492.00		NIST
Ip	2493.00		NIST
Ip	2493.00		NIST
Ip	2494.00		NIST
Ip	2495.00		NIST
Ip	2501.00		NIST
Ip	2528.00		NIST
Ip	2537.00		NIST
Ip	2487.00		NIST
Ip	2474.00		NIST
Ip	2530.00		NIST
Ip	2482.00		NIST
Ip	2469.00		NIST
Ip	2536.00		NIST
Ip	2512.00		NIST
Ip	2505.00		NIST
Ip	2490.00		NIST
Ip	2485.00		NIST
Ip	2515.00		NIST
Ip	2509.00		NIST
Ip	Outlier 2466.00		NIST
Ip	2528.00		NIST
Ip	2515.00		NIST
Ip	2511.00		NIST
Ip	2496.00		NIST
Ip	2532.00		NIST
Ip	2501.00		NIST
Ip	2530.00		NIST
Ip	2505.00		NIST
Ip	2509.00		NIST
Ip	2495.00		NIST
Ip	2485.00		NIST
Ip	2515.00		NIST
Tboil	507.99	K	Relay (1.0) Calculated Property
Tfus	305.90	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value

Cheméo can also estimate Critical Temperature, Critical Pressure, Critical Volume, Standard Gibbs free energy of formation, Acentric Factor, Ionization energy, Log10 of Water solubility in mol/l 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.

Temperature Dependent Properties

Pressure Dependent Properties

Similar Compounds

Find more compounds similar to 5-Hydroxymethylfurfural.

Mixtures

• 5-Hydroxymethylfurfural + 1-Pentanol + Water
• 5-Hydroxymethylfurfural + 1-Hexanol + Water
• 5-Hydroxymethylfurfural + 1-Butanol + Water
• Methyl Isobutyl Ketone + 5-Hydroxymethylfurfural + Water
• 5-Hydroxymethylfurfural + 2-Pentanol + Water
• 5-Hydroxymethylfurfural + n-Decanoic acid + Thymol
• 2-DIETHYLAMINO-N-(2,6-XYLYL)ACETAMIDE + 5-Hydroxymethylfurfural + Thymol
• 5-Hydroxymethylfurfural + Water
• sodium chloride + 5-Hydroxymethylfurfural + Water
• 5-Hydroxymethylfurfural + Lithium chloride + Water
• Carbon dioxide + 5-Hydroxymethylfurfural
• Carbon dioxide + 5-Hydroxymethylfurfural + Ethanol
• Choline chloride + 5-Hydroxymethylfurfural + Urea
• 5-Hydroxymethylfurfural + 1-Propanol, 2-methyl- + Water

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
• Crippen Method
• Influence of electrolytes on liquid-liquid equilibria of water/1-butanol and on the partitioning of 5-hydroxymethylfurfural in water/1-butanol
• Liquid-liquid equilibria of ternary and quaternary systems involving 5-hydroxymethylfurfural, water, organic solvents, and salts at 313.15 K and atmospheric pressure
• Thermodynamic properties of hydrophobic deep eutectic solvents and solubility of water and HMF in them: Measurements and PC-SAFT modeling
• Salt effect on liquid-liquid equilibria of tetrahydrofuran/water/5-hydroxymethylfurfural systems
• Liquid-liquid equilibrium in systems used for the production of 5-hydroxymethylfurfural from biomass using alcohols as solvents
• Liquid-liquid equilibrium for (water + 5-hydroxymethylfurfural + 1-pentanol/1-hexanol/1-heptanol) systems at 298.15 K
• Osmotic coefficients and activity coefficients in binary water/5-(hydroxymethyl)furfural and in ternary water/5-(hydroxymethyl)furfural/salt solutions at 298.15 K
• Thermophysical Properties and Solubility of Different Sugar-Derived Molecules in Deep Eutectic Solvents
• Liquid-Liquid Equilibrium for Ternary Systems, Water + 5-Hydroxymethylfurfural + (1-Butanol, Isobutanol, Methyl Isobutyl Ketone), at 313.15, 323.15, and 333.15 K
• Solubility of 5-Hydroxymethylfurfural in Supercritical Carbon Dioxide with and without Ethanol as Cosolvent at (314.1 to 343.2) K
• Biomass-Derived Platform Chemicals: Thermodynamic Studies on the Extraction of 5-Hydroxymethylfurfural from Ionic Liquids
• Infinite Dilution Binary Diffusion Coefficients for Compounds Derived from Biomass in Water at 0.1 MPa and Temperatures from (298.2 to 353.2) K
• McGowan Method
• NIST Webbook

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