Furfural
- Formula: C5H4O2
- Molecular weight: 96.0841
- IUPAC Standard InChI: InChI=1S/C5H4O2/c6-4-5-2-1-3-7-5/h1-4H
- IUPAC Standard InChIKey: HYBBIBNJHNGZAN-UHFFFAOYSA-N
- CAS Registry Number: 98-01-1
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Species with the same structure:
- Other names: 2-Furancarboxaldehyde; 2-Furaldehyde; α-Furole; Artificial ant oil; Fural; Furaldehyde; Furale; Furancarbonal; Furfuraldehyde; Furfurole; Furfurylaldehyde; Furole; Pyromucic aldehyde; 2-Formylfuran; 2-Furanaldehyde; 2-Furancarbonal; 2-Furfural; 2-Furfuraldehyde; 2-Furylaldehyde; Furol; 2-Furylmethanal; Artificial oil of ants; Furfurale; Furfurol; NCI-C56177; 2-Furil-metanale; 2-Furankarbaldehyd; Rcra waste number U125; 2-Furylcarboxaldehyde; Qo furfural; Furan-2-aldehyde; Furan-2-carbaldehyde; NSC 8841; 2-furancarboxyaldehyde; furfural (2-furancarboxaldehyde); 2-Furancarboxaldehyde (furfural); furancarboxaldehyde (furfural)
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -35.76 | kcal/mol | N/A | Avramescu and Isagescu, 1978 | Value computed using ΔfHliquid° value of -200.2 kj/mol from Avramescu and Isagescu, 1978 and ΔvapH° value of 50.63±0.42 kj/mol from missing citation.; DRB |
| ΔfH°gas | -36.100 | kcal/mol | Cm | Kudchadker and Kudchadker, 1975 | ALS |
| ΔfH°gas | -34.49 | kcal/mol | N/A | Miller, 1936 | Value computed using ΔfHliquid° value of -194.9 kj/mol from Miller, 1936 and ΔvapH° value of 50.63±0.42 kj/mol from missing citation.; DRB |
| ΔfH°gas | -36.19 | kcal/mol | N/A | Landrieu, Baylocq, et al., 1929 | Value computed using ΔfHliquid° value of -202 kj/mol from Landrieu, Baylocq, et al., 1929 and ΔvapH° value of 50.63±0.42 kj/mol from missing citation.; DRB |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 11.22 | 100. | Kudchadker S.A., 1975 | GT |
| 13.60 | 150. | ||
| 16.58 | 200. | ||
| 21.67 | 273.15 | ||
| 23.44 | 298.15 | ||
| 23.57 | 300. | ||
| 30.100 | 400. | ||
| 35.399 | 500. | ||
| 39.555 | 600. | ||
| 42.818 | 700. | ||
| 45.416 | 800. | ||
| 47.512 | 900. | ||
| 49.228 | 1000. | ||
| 50.648 | 1100. | ||
| 51.833 | 1200. | ||
| 52.830 | 1300. | ||
| 53.676 | 1400. | ||
| 54.398 | 1500. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -47.85 | kcal/mol | Ccb | Avramescu and Isagescu, 1978 | ALS |
| ΔfH°liquid | -46.58 | kcal/mol | Ccb | Miller, 1936 | %hf calculated possible error by author; ALS |
| ΔfH°liquid | -48.2 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -559.04 ± 0.02 | kcal/mol | Ccb | Avramescu and Isagescu, 1978 | Corresponding ΔfHºliquid = -47.85 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -560.3 | kcal/mol | Ccb | Miller, 1936 | %hf calculated possible error by author; Corresponding ΔfHºliquid = -46.6 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -558.7 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | Corresponding ΔfHºliquid = -48.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 52.10 | cal/mol*K | N/A | Miller, 1935 | Extrapolation below 90 K, 52.38 J/mol*K.; DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 38.12 | 293. | Rastorguev and Ganiev, 1967 | T = 293 to 373 K.; DH |
| 38.91 | 298.15 | Omel'chenko, 1962 | T = 288 to 412 K.; DH |
| 37.81 | 298. | von Reis, 1881 | T = 290 to 347 K.; DH |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
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=
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By formula: C11H10N2O + H2O = C6H8N2 + C5H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -14.8 | kcal/mol | Cm | Landrieu, 1905 | solid phase |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Avramescu and Isagescu, 1978
Avramescu, F.; Isagescu, D.A.,
Heats of combustion of mono- and difurfurylidene acetone,
Rev. Roum. Chim., 1978, 23, 655-659. [all data]
Kudchadker and Kudchadker, 1975
Kudchadker, S.A.; Kudchadker, A.P.,
Thermodynamic properties of oxygen compounds. III. Benzaldehyde and furfural (2-furaldehyde),
Ber. Bunsenges. Phys. Chem., 1975, 12, 432-437. [all data]
Miller, 1936
Miller, P.,
The free energy of furfural and some of its derivatives,
Iowa State Coll. J. Sci., 1936, 10, 91-93. [all data]
Landrieu, Baylocq, et al., 1929
Landrieu, P.; Baylocq, F.; Johnson, J.R.,
Etude thermochimique dans la serie furanique,
Bull. Soc. Chim. France, 1929, 45, 36-49. [all data]
Kudchadker S.A., 1975
Kudchadker S.A.,
Thermodynamic properties of oxygen compounds. III. Benzaldehyde and furfural (2-furaldehyde),
Thermochim. Acta, 1975, 12, 432-437. [all data]
Miller, 1935
Miller, P.,
The free energy of furfural and some of its derivatives,
Iowa State Coll. J. Sci., 1935, 10, 91-93. [all data]
Rastorguev and Ganiev, 1967
Rastorguev, Yu.L.; Ganiev, Yu.A.,
Study of the heat capacity of selected solvents,
Izv. Vyssh. Uchebn. Zaved. Neft Gaz. 10, 1967, No.1, 79-82. [all data]
Omel'chenko, 1962
Omel'chenko, F.S.,
Specific heat of furfural,
Izv. Vyssh. Ucheb. Zaved. Pishch. Tekhnol., 1962, No. 2, 151-152. [all data]
von Reis, 1881
von Reis, M.A.,
Die specifische Wärme flüssiger organischer Verbindungen und ihre Beziehung zu deren Moleculargewicht,
Ann. Physik [3], 1881, 13, 447-464. [all data]
Landrieu, 1905
Landrieu, M.Ph.,
Thermochimie. - Thermochimie des hydrazones,
Compt. Rend., 1905, 141, 358-361. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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