Furan, 2-methyl-
- Formula: C5H6O
- Molecular weight: 82.1005
- IUPAC Standard InChIKey: VQKFNUFAXTZWDK-UHFFFAOYSA-N
- CAS Registry Number: 534-22-5
- 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: α-Methylfuran; Silvan; Sylvan; 2-Methylfuran; 5-Methylfuran; Methylfuran; UN 2301; 2-Methylfurane
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change 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 by: Glushko Thermocenter, Russian Academy of Sciences, Moscow
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
36.64 | 50. | Thermodynamics Research Center, 1997 | p=1 bar. Selected entropy and heat capacity at 298.15 K are in close agreement with statistical values calculated by [ Green J.H.S., 1977]. |
45.61 | 100. | ||
54.15 | 150. | ||
64.27 | 200. | ||
82.78 | 273.15 | ||
89.66 | 298.15 | ||
90.17 | 300. | ||
117.24 | 400. | ||
140.76 | 500. | ||
160.06 | 600. | ||
175.83 | 700. | ||
188.90 | 800. | ||
199.87 | 900. | ||
209.15 | 1000. | ||
217.06 | 1100. | ||
223.83 | 1200. | ||
229.65 | 1300. | ||
234.68 | 1400. | ||
239.03 | 1500. |
Condensed phase 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: Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
S°liquid | 213.89 | J/mol*K | N/A | Carlson and Westrum, 1965 |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
143.72 | 298.15 | Carlson and Westrum, 1965 | T = 5 to 310 K. |
Phase change 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 337. ± 1. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 181.9 | K | N/A | Carlson and Westrum, 1965, 2 | Uncertainty assigned by TRC = 0.1 K; TRC |
Ttriple | 181.90 | K | N/A | Carlson, 1962 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 528. | K | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 47.20 | bar | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 1.034 bar; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.247 | l/mol | N/A | Kobe, Ravicz, et al., 1956 | Uncertainty assigned by TRC = 0.005 l/mol; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 32.2 | kJ/mol | N/A | Moiseev and Antonova, 1970 | Based on data from 215. to 360. K.; AC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
32.4 | 304. | N/A | Loras, Aucejo, et al., 2002 | Based on data from 289. to 337. K.; AC |
34.4 | 266. | A | Stephenson and Malanowski, 1987 | Based on data from 251. to 338. K.; AC |
31.5 | 324. | N/A | Krevor and Prausnitz, 1986 | Based on data from 309. to 339. K.; AC |
32.5 | 295. | N/A | Dykyj, 1972 | Based on data from 288. to 303. K.; AC |
30.9 | 348. | N/A | Eon, Pommier, et al., 1971 | Based on data from 333. to 373. K. See also Boublik, Fried, et al., 1984.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
333.4 to 373.5 | 4.81528 | 1643.082 | 3.234 | Eon, Pommier, et al., 1971 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
8.552 | 181.90 | Carlson and Westrum, 1965 | DH |
8.55 | 181.9 | Carlson and Westrum, 1965 | AC |
Entropy of fusion
ΔfusS (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
47.01 | 181.90 | Carlson and Westrum, 1965 | 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 as indicated in comments:
B - John E. Bartmess
ALS - 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
C5H5O- + =
By formula: C5H5O- + H+ = C5H6O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1606. ± 13. | kJ/mol | G+TS | DePuy, Kass, et al., 1988 | gas phase; Anion of 2-methylfuran. Order: H2O<furan<2-Me-furan<MeOH.; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1577. ± 13. | kJ/mol | IMRB | DePuy, Kass, et al., 1988 | gas phase; Anion of 2-methylfuran. Order: H2O<furan<2-Me-furan<MeOH.; B |
By formula: C4H2O3 + C5H6O = C9H8O4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -58.5 | kJ/mol | Cm | Balbi, 1991 | liquid phase; solvent: Dioxane; ALS |
ΔrH° | -60. | kJ/mol | Cm | Sparks and Poling, 1983 | solid phase; solvent: Dioxane; ALS |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Green J.H.S., 1977
Green J.H.S.,
Spectroscopic and thermodynamic properties of furan derivatives. I. 2- and 2,5-substituted compounds,
Spectrochim. Acta, 1977, A33, 843-848. [all data]
Carlson and Westrum, 1965
Carlson, H.G.; Westrum, E.F., Jr.,
2-Methylfuran. Heat capacity and thermodynamic properties from 5 to 310 K,
J. Chem. Eng. Data, 1965, 10, 134-135. [all data]
Carlson and Westrum, 1965, 2
Carlson, H.G.; Westrum, E.F., Jr.,
2-Methylfuran-Heat Capacity and Thermodynamic Properties from 5°to 310° K.,
J. Chem. Eng. Data, 1965, 10, 2, 134, https://doi.org/10.1021/je60025a018
. [all data]
Carlson, 1962
Carlson,
, Ph.D. Thesis, Univ. Mich., Ann Arbor, MI, 1962. [all data]
Kobe, Ravicz, et al., 1956
Kobe, K.A.; Ravicz, A.E.; Vohra, S.P.,
Critical Properties and Vapor Pressures of Some Ethers and Heterocyclic Compounds,
J. Chem. Eng. Data, 1956, 1, 50. [all data]
Moiseev and Antonova, 1970
Moiseev, V.D.; Antonova, N.D.,
Zh. Fiz. Khim., 1970, 44, 11, 2912. [all data]
Loras, Aucejo, et al., 2002
Loras, Sonia; Aucejo, Antonio; Montón, Juan B.; Wisniak, Jaime; Segura, Hugo,
Phase Equilibria for 1,1,1,2,3,4,4,5,5,5-Decafluoropentane + 2-Methylfuran, 2-Methylfuran + Oxolane, and 1,1,1,2,3,4,4,5,5,5- Decafluoropentane + 2-Methylfuran + Oxolane at 35 kPa,
J. Chem. Eng. Data, 2002, 47, 5, 1256-1262, https://doi.org/10.1021/je0255325
. [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]
Krevor and Prausnitz, 1986
Krevor, David H.; Prausnitz, John M.,
Vapor-liquid equilibria for model mixtures of coal-derived liquids. 1. Binary systems with 2-methylfuran,
J. Chem. Eng. Data, 1986, 31, 3, 349-353, https://doi.org/10.1021/je00045a027
. [all data]
Dykyj, 1972
Dykyj, J.,
Petrochemia, 1972, 12, 1, 13. [all data]
Eon, Pommier, et al., 1971
Eon, C.; Pommier, C.; Guiochon, G.,
Vapor pressures and second virial coefficients of some five-membered heterocyclic derivatives,
J. Chem. Eng. Data, 1971, 16, 4, 408-410, https://doi.org/10.1021/je60051a008
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
DePuy, Kass, et al., 1988
DePuy, C.H.; Kass, S.R.; Bean, G.P.,
Formation and Reactions of Heteroaromatic Anions in the Gas Phase,
J. Org. Chem., 1988, 53, 19, 4427, https://doi.org/10.1021/jo00254a001
. [all data]
Balbi, 1991
Balbi, N.,
Dynamic calorimetry in the study of Diels-Alder reaction,
Calorim. Anal. Therm., 1991, 22, 299-304. [all data]
Sparks and Poling, 1983
Sparks, B.G.; Poling, B.E.,
Energy storage capacity of reversible liquid-phase Diels Alder reaction between maleic anhydride and 2-methyl furan,
Am. Inst. Chem. Eng. Symp. Ser. (AIChE Symp. Ser.), 1983, 29, 534-537. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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 Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Ttriple Triple point temperature Vc Critical volume ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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