Methenamine
- Formula: C6H12N4
- Molecular weight: 140.1863
- 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
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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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 19.0 ± 0.1 | kcal/mol | GS | Verevkin, 2002 | Based on data from 339. to 378. K.; AC |
ΔsubH° | 17.9 ± 0.7 | kcal/mol | V | Mansson, Rapport, et al., 1970 | ALS |
ΔsubH° | 17.9 | kcal/mol | N/A | Mansson, Rapport, et al., 1970 | DRB |
ΔsubH° | 17.9 ± 0.69 | kcal/mol | N/A | Wada, Kishida, et al., 1960 | See also Westrum, Mansson, et al., 1970.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
18.6 ± 0.1 | 359. | GS | Verevkin, 2002 | Based on data from 339. to 378. K.; AC |
18.4 | 313. | A | Stephenson and Malanowski, 1987 | Based on data from 298. to 453. K.; AC |
18.8 | 316. | TE,ME | De Wit, Van Miltenburg, et al., 1983 | Based on data from 302. to 328. K.; AC |
17.7 ± 0.2 | 289. | TE | Budurov, 1960 | Based on data from 281. to 298. K.; AC |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Verevkin, 2002
Verevkin, Sergey P.,
Relationships among strain energies of mono- and poly-cyclic cyclohexanoid molecules and strain of their component rings,
The Journal of Chemical Thermodynamics, 2002, 34, 2, 263-275, https://doi.org/10.1006/jcht.2001.0896
. [all data]
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]
Wada, Kishida, et al., 1960
Wada, Tadayoshi; Kishida, Etsuko; Tomiie, Yujiro; Suga, Hiroshi; Seki, Syûzô; Nitta, Isamu,
Crystal Structure and Thermodynamical Investigations of Triethylenediamine, C6H12N2,
Bull. Chem. Soc. Jpn., 1960, 33, 9, 1317-1318, https://doi.org/10.1246/bcsj.33.1317
. [all data]
Westrum, Mansson, et al., 1970
Westrum, Edgar F.; Mansson, Margret.; Rapport, Naomi.,
Enthalpies of formation of globular molecules. I. Adamantane and hexamethylenetetramine,
J. Am. Chem. Soc., 1970, 92, 25, 7296-7299, https://doi.org/10.1021/ja00728a011
. [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]
De Wit, Van Miltenburg, et al., 1983
De Wit, H.G.M.; Van Miltenburg, J.C.; De Kruif, C.G.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen, and sulphur 1. Vapour pressures and enthalpies of sublimation,
The Journal of Chemical Thermodynamics, 1983, 15, 7, 651-663, https://doi.org/10.1016/0021-9614(83)90079-4
. [all data]
Budurov, 1960
Budurov, S.,
Izv. Khim. Inst. Bulg. Akad. Nauk, 1960, 7, 281. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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