2-Furanmethanol
- Formula: C5H6O2
- Molecular weight: 98.0999
- IUPAC Standard InChI: InChI=1S/C5H6O2/c6-4-5-2-1-3-7-5/h1-3,6H,4H2
- IUPAC Standard InChIKey: XPFVYQJUAUNWIW-UHFFFAOYSA-N
- CAS Registry Number: 98-00-0
- 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. - Other names: Furfuryl alcohol; α-Furfuryl alcohol; α-Furylcarbinol; Furfuralcohol; Furyl alcohol; Furylcarbinol; 2-(Hydroxymethyl)furan; 2-Furancarbinol; 2-Furanylmethanol; 2-Furfuryl alcohol; 2-Furylcarbinol; 2-Furylmethanol; 5-Hydroxymethylfuran; Furfural alcohol; Methanol, (2-furyl)-; NCI-C56224; 2-Furfurylalkohol; UN 2874; Qo furfuryl alcohol; 2-Furanemethanol; Furfurol; 2-Hydroxymethylfurane; Furan-2-methanol; Furfuranol; NSC 8843; furfuryl alcohol (furfurol); furanmethanol; 2-Furanmethanol (furfuryl alcohol); 2-Furane-methanol (furfurol)
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -50.67 | kcal/mol | N/A | Parks, Mosley, et al., 1950 | Value computed using ΔfHliquid° value of -276.4 kj/mol from Parks, Mosley, et al., 1950 and ΔvapH° value of 64.4 kj/mol from Landrieu, Baylocq, et al., 1929.; DRB |
| ΔfH°gas | -50.81 | kcal/mol | N/A | Miller, 1936 | Value computed using ΔfHliquid° value of -277.0 kj/mol from Miller, 1936 and ΔvapH° value of 64.4 kj/mol from Landrieu, Baylocq, et al., 1929.; DRB |
| ΔfH°gas | -50.62 ± 0.50 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change 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 | -66.05 | kcal/mol | Ccb | Parks, Mosley, et al., 1950 | ALS |
| ΔfH°liquid | -66.2 | kcal/mol | Ccb | Miller, 1936 | %hf calculated possible error by author; ALS |
| ΔfH°liquid | -66.02 ± 0.31 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | Reanalyzed by Cox and Pilcher, 1970, Original value = -68.2 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -609.16 | kcal/mol | Ccb | Parks, Mosley, et al., 1950 | Corresponding ΔfHºliquid = -66.04 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -609.0 | kcal/mol | Ccb | Miller, 1936 | %hf calculated possible error by author; Corresponding ΔfHºliquid = -66.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°liquid | -607.0 | kcal/mol | Ccb | Landrieu, Baylocq, et al., 1929 | Corresponding ΔfHºliquid = -68.2 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 51.60 | cal/mol*K | N/A | Parks, Kennedy, et al., 1956 | Extrapolation below 80 K, 48.99 J/mol*K.; DH |
| S°liquid | 51.51 | cal/mol*K | N/A | Miller, 1935 | Extrapolation below 90 K, 42.97 J/mol*K.; DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 48.760 | 298.15 | Parks, Kennedy, et al., 1956 | T = 90 to 300 K.; DH |
| 46.20 | 303. | Hough, Mason, et al., 1950 | T = 303 to 333 K.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 430. ± 70. | K | AVG | N/A | Average of 6 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| Ttriple | 258.6 | K | N/A | Parks, Kennedy, et al., 1956, 2 | Uncertainty assigned by TRC = 0.2 K; TRC |
| Ttriple | 253.5 | K | N/A | Miller, 1936, 2 | Uncertainty assigned by TRC = 0.3 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 15.40 ± 0.40 | kcal/mol | V | Landrieu, Baylocq, et al., 1929 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| ΔvapH° | 15.4 | kcal/mol | N/A | Landrieu, Baylocq, et al., 1929 | DRB |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 12.8 | 319. | A | Stephenson and Malanowski, 1987 | Based on data from 304. to 443. K. See also Ketelaar, van Velden, et al., 2010.; AC |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 3.13 | 258.6 | Domalski and Hearing, 1996 | AC |
| 3.1379 | 258.6 | Parks, Kennedy, et al., 1956 | DH |
| 3.5399 | 253.5 | Miller, 1935 | DH |
Entropy of fusion
| ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 12.13 | 258.6 | Parks, Kennedy, et al., 1956 | DH |
| 14.0 | 253.5 | Miller, 1935 | DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Parks, Mosley, et al., 1950
Parks, G.S.; Mosley, J.R.; Peterson, P.V., Jr.,
Heats of combustion and formation of some organic compounds containing oxygen,
J. Chem. Phys., 1950, 18, 152. [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]
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]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Parks, Kennedy, et al., 1956
Parks, G.S.; Kennedy, W.D.; Gates, R.R.; Mosley, J.R.; Moore, G.E.; Renquist, M.L.,
Thermal data on organic compounds. XXVI. Some heat capacity, entropy and free energy data for seven compounds containing oxygen.,
Not In System, 1956, 78, 56-59. [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]
Hough, Mason, et al., 1950
Hough, E.W.; Mason, D.M.; Sage, B.H.,
Heat capacities of several organic liquids,
J. Am. Chem. Soc., 1950, 72, 5775-5777. [all data]
Parks, Kennedy, et al., 1956, 2
Parks, G.S.; Kennedy, W.D.; Gates, R.R.; Mosley, J.R.; Moore, G.E.; Renquist, M.L.,
Thermal Data on Organic Compounds XXVI. Some Heat Capacity, Entropy and Free Energy Data for Seven Compounds Containing Oxygen,
J. Am. Chem. Soc., 1956, 78, 56-9. [all data]
Miller, 1936, 2
Miller, P.,
The Free Energy of Furfural and Some of Its Derivatives,
Iowa State Coll. J. Sci., 1936, 10, 91-3. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Ketelaar, van Velden, et al., 2010
Ketelaar, J.A.A.; van Velden, P.F.; Zalm, P.,
Vapour pressures and heats of vaporization of cis- and trans-1,2-dichloroethene,
Recl. Trav. Chim. Pays-Bas, 2010, 66, 12, 721-732, https://doi.org/10.1002/recl.19470661202
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Ttriple Triple point temperature 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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.