Furan, 2-methyl-

Formula: C₅H₆O
Molecular weight: 82.1005
IUPAC Standard InChI: InChI=1S/C5H6O/c1-5-3-2-4-6-5/h2-4H,1H3
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
Permanent link for this species. Use this link for bookmarking this species for future reference.
Information on this page:
Other data available:
Data at other public NIST sites:
- Gas Phase Kinetics Database
Options:
- Switch to calorie-based units

Data at NIST subscription sites:

NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

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, Reaction thermochemistry data, References, Notes

Data compiled by: Glushko Thermocenter, Russian Academy of Sciences, Moscow

Constant pressure heat capacity of gas

C_p,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

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, References, Notes

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

C_p,liquid (J/mol*K)	Temperature (K)	Reference	Comment
143.72	298.15	Carlson and Westrum, 1965	T = 5 to 310 K.

Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References, Notes

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^- + = Furan, 2-methyl-

By formula: C₅H₅O^- + H⁺ = C₅H₆O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	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
Δ_rG°	1577. ± 13.	kJ/mol	IMRB	DePuy, Kass, et al., 1988	gas phase; Anion of 2-methylfuran. Order: H2O<furan<2-Me-furan<MeOH.; B

+ Furan, 2-methyl- =

By formula: C₄H₂O₃ + C₅H₆O = C₉H₈O₄

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-58.5	kJ/mol	Cm	Balbi, 1991	liquid phase; solvent: Dioxane; ALS
Δ_rH°	-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, Reaction thermochemistry data, Notes

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]

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, Reaction thermochemistry data, References

Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
C_p,liquid	Constant pressure heat capacity of liquid
S°_liquid	Entropy of liquid at standard conditions
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction 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.