Methenamine
- Formula: C6H12N4
- Molecular weight: 140.1863
- IUPAC Standard InChI: InChI=1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2
- IUPAC Standard InChIKey: VKYKSIONXSXAKP-UHFFFAOYSA-N
- CAS Registry Number: 100-97-0
- 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: 1,3,5,7-Tetraazaadamantane; 1,3,5,7-Tetraazatricyclo[3.3.1.13,7]decane; Hexamethylenetetramine; Aceto HMT; Aminoform; Aminoformaldehyde; Ammoform; Ammonioformaldehyde; Antihydral; Cystogen; Duirexol; Ekagom H; Formamine; Formin; Herax UTS; Heterin; Hexa-Flo-Pulver; Hexaform; Hexamine; Hexasan; Methenamin; Preparation AF; Uramin; Uratrine; Uritone; Urodeine; Urotropin; Urotropine; Xametrin; 1,3,5,7-Tetraazatricyclo-[3.3.1.1(3,7)]decane; Cystamin; Hexaloids; Hexamethylenetetraamine; Hexamethylentetramin; Hexilmethylenamine; Resotropin; Nocceler H; Vulkacit H 30; Hexa; H.M.T.; HMT; Metramine; Vesaloin; Formin (heterocycle); Hexamethylenamine; Hexamine (heterocycle); Sanceler H
- 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, 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
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 47.6 ± 0.7 | kcal/mol | Ccr | Mansson, Rapport, et al., 1970 | ALS |
| ΔfH°gas | 47.30 | kcal/mol | N/A | Delepine and Badoche, 1942 | Value computed using ΔfHsolid° value of 123.0 kj/mol from Delepine and Badoche, 1942 and ΔsubH° value of 74.9 kj/mol from Mansson, Rapport, et al., 1970.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas 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:
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°solid | 29.65 ± 0.18 | kcal/mol | Ccr | Mansson, Rapport, et al., 1970 | ALS |
| ΔfH°solid | 29.40 | kcal/mol | Ccb | Delepine and Badoche, 1942 | Author's hf298_condensed=27.10 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1003.85 ± 0.16 | kcal/mol | Ccr | Mansson, Rapport, et al., 1970 | ALS |
| ΔcH°solid | -1003.6 | kcal/mol | Ccb | Delepine and Badoche, 1942 | Author's hf298_condensed=27.10 kcal/mol; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 39.049 | cal/mol*K | N/A | Westrum, 1961 | DH |
| S°solid,1 bar | 39.049 | cal/mol*K | N/A | Chang and Westrum, 1960 | DH |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 36.398 | 298.15 | Westrum, 1961 | T = 5 to 350 K. Only value at 298.15 K given.; DH |
| 36.398 | 298.15 | Chang and Westrum, 1960 | T = 5 to 350 K.; DH |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Mansson, Rapport, et al., 1970
Mansson, M.; Rapport, N.; Westrum, E.F., Jr.,
Enthalpies of formation of globular molecules. I. Adamantane and hexamethylenetetramine,
J. Am. Chem. Soc., 1970, 92, 7296-7299. [all data]
Delepine and Badoche, 1942
Delepine, M.; Badoche, M.,
Thermochimie de l'aldehyde formique, de l'hexamethylene-tetramine et de ses derive,
C. R. Acad. Sci. Paris, 1942, 214, 777-780. [all data]
Westrum, 1961
Westrum, E.F., Jr.,
The thermophysical properties of three globular molecules,
J. Phys. Chem. Solids, 1961, 18, 83-85. [all data]
Chang and Westrum, 1960
Chang, S.-S.; Westrum, E.F., Jr.,
Heat capacities and thermodynamic properties of globular molecules. I. Adamantane and hexamethylenetetramine,
J. Phys. Chem., 1960, 64, 1547-1551. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid 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.