2-Propanamine, 2-methyl-
- Formula: C4H11N
- Molecular weight: 73.1368
- IUPAC Standard InChI: InChI=1S/C4H11N/c1-4(2,3)5/h5H2,1-3H3
- IUPAC Standard InChIKey: YBRBMKDOPFTVDT-UHFFFAOYSA-N
- CAS Registry Number: 75-64-9
- 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: tert-Butylamine; Trimethylaminomethane; 1,1-Dimethylethylamine; 2-Amino-2-Methylpropane; 2-Aminoisobutane; 2-Methyl-2-aminopropane; 2-Methyl-2-propylamine; tert-C4H9NH2; 2-Methyl-2-propanamine; t-Butylamine; Butylamine, tert; Butylamine, tertiary; 1,1-Dimethylethanamine; 1-Amino-1,1-dimethylethane; Erbumine; NSC 9571
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry 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 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 | -28.8 ± 0.2 | kcal/mol | Cm | Scott, 1971 | ALS |
| ΔfH°gas | -28.90 ± 0.15 | kcal/mol | Ccr | Smith and Good, 1967 | ALS |
| ΔfH°gas | -28.75 | kcal/mol | N/A | Evans, Fairbrother, et al., 1959 | Value computed using ΔfHliquid° value of -150.0±1.0 kj/mol from Evans, Fairbrother, et al., 1959 and ΔvapH° value of 29.7 kj/mol from Smith and Good, 1967.; DRB |
| ΔfH°gas | -33.29 | kcal/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -169.0 kj/mol from Lemoult, 1907 and ΔvapH° value of 29.7 kj/mol from Smith and Good, 1967.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry 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 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 | -36.00 ± 0.12 | kcal/mol | Ccr | Smith and Good, 1967 | ALS |
| ΔfH°liquid | -36.0 ± 0.3 | kcal/mol | Ccb | Evans, Fairbrother, et al., 1959 | ALS |
| ΔfH°liquid | -40.4 | kcal/mol | Ccb | Lemoult, 1907 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -715.94 ± 0.10 | kcal/mol | Ccr | Smith and Good, 1967 | ALS |
| ΔcH°liquid | -716.01 ± 0.27 | kcal/mol | Ccb | Evans, Fairbrother, et al., 1959 | ALS |
| ΔcH°liquid | -716.3 | kcal/mol | Ccb | Lemoult, 1907 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 55.839 | cal/mol*K | N/A | Finke, Messerly, et al., 1972 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 45.820 | 298.15 | Finke, Messerly, et al., 1972 | T = 12 to 350 K.; DH |
| 45.4 | 298.15 | Konicek and Wadso, 1971 | DH |
| 45.89 | 298.15 | Smith and Good, 1967 | DH |
Reaction thermochemistry 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 by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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
By formula: C3H9Si+ + C4H11N = (C3H9Si+ • C4H11N)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 58.0 | kcal/mol | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986 |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 41.7 | cal/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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.
Scott, 1971
Scott, D.W.,
1-Aminopropane, 2-aminopropane, and 2-methyl-2-aminopropane. Vibrational assignments, conformational analyses, and chemical thermodynamic properties,
J. Chem. Thermodyn., 1971, 3, 843-852. [all data]
Smith and Good, 1967
Smith, N.K.; Good, W.D.,
Enthalpies of combustion and formation of propylamine, isopropylamine, and tert-butylamine,
J. Chem. Eng. Data, 1967, 12, 572-574. [all data]
Evans, Fairbrother, et al., 1959
Evans, F.W.; Fairbrother, D.M.; Skinner, H.A.,
The heats of combustion of organic compounds of nitrogen Part 3.-Butylamines, and the cis-dimer of nitrosoisobutane,
Trans. Faraday Soc., 1959, 55, 399-403. [all data]
Lemoult, 1907
Lemoult, M.P.,
Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques,
Ann. Chim. Phys., 1907, 12, 395-432. [all data]
Finke, Messerly, et al., 1972
Finke, H.L.; Messerly, J.F.; Todd, S.S.,
Thermodynamic properties of acrylonitrile, 1-aminopropane, 2-aminopropane, and 2-methyl-2-aminopropane,
J. Chem. Thermodynam., 1972, 4, 359-374. [all data]
Konicek and Wadso, 1971
Konicek, J.; Wadso, I.,
Thermochemical properties of some carboxylic acids, amines and N-substituted amides in aqueous solution,
Acta Chem. Scand., 1971, 25, 1541-1551. [all data]
Li and Stone, 1990
Li, X.; Stone, A.J.,
Gas-Phase (CH3)3Si+ Affinities of Alkylamines and Proton Affinities of Trimethylsilyl Alkylamines,
Int. J. Mass Spectrom. Ion Proc., 1990, 101, 2-3, 149, https://doi.org/10.1016/0168-1176(90)87008-5
. [all data]
Wojtyniak and Stone, 1986
Wojtyniak, A.C.M.; Stone, A.J.,
A High-Pressure Mass Spectrometric Study of the Bonding of Trimethylsilylium to Oxygen and Aromatic Bases,
Can. J. Chem., 1986, 74, 59. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions 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 ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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