1-Butanamine
- Formula: C4H11N
- Molecular weight: 73.1368
- IUPAC Standard InChI: InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3
- IUPAC Standard InChIKey: HQABUPZFAYXKJW-UHFFFAOYSA-N
- CAS Registry Number: 109-73-9
- 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: Butylamine; n-Butylamine; Mono-n-butylamine; Monobutylamine; Norvalamine; 1-Aminobutane; 1-Butylamine; n-C4H9NH2; N-Butylamin; 1-Amino-butaan; 1-Aminobutan; n-Butilamina; Monobutilamina; UN 1125; Norralamine; Butanamine; NSC 8029; Aminobutane (Related)
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Gas 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 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 | -95. ± 2. | kJ/mol | Ccb | Evans, Fairbrother, et al., 1959 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| ΔfH°gas | -149.3 | kJ/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -182.0 kj/mol from Lemoult, 1907 and ΔvapH° value of 32.7 kj/mol from Evans, Fairbrother, et al., 1959.; DRB |
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 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 | -127.7 ± 1.2 | kJ/mol | Ccb | Evans, Fairbrother, et al., 1959 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| ΔfH°liquid | -182. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -3018.5 ± 1.1 | kJ/mol | Ccb | Evans, Fairbrother, et al., 1959 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
| ΔcH°liquid | -2984. | kJ/mol | Ccb | Lemoult, 1907 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -3018. | kJ/mol | Ccb | Skuratov and Bonetskaya, 1966 | ALS |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 188. | 298.15 | Konicek and Wadso, 1971 | 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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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
By formula: C3H9Si+ + C4H11N = (C3H9Si+ • C4H11N)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 249. | kJ/mol | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 171. | J/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
+
=
+
By formula: C4H6O3 + C4H11N = C6H13NO + C2H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -113.2 ± 0.46 | kJ/mol | Cm | Wadso, 1962 | liquid phase; ALS |
| ΔrH° | -163.7 ± 0.3 | kJ/mol | Cm | Wadso, 1958 | liquid phase; Heat of aminolysis; ALS |
+
=
+
By formula: C4H11N + C6H12OS = C4H10S + C6H13NO
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -57.74 ± 0.63 | kJ/mol | Cm | Wadso, 1958 | liquid phase; Heat of aminolysis; ALS |
+
=
+
By formula: C4H11N + C4H5N3O = C6H13NO + C2H3N3
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -85.8 ± 0.3 | kJ/mol | Cm | Wadso, 1962 | solid phase; ALS |
+
=
+
By formula: C4H11N + C5H6N2O = C6H13NO + C3H4N2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -75.6 ± 0.3 | kJ/mol | Cm | Wadso, 1962 | solid phase; ALS |
+
=
+
By formula: C6H13NO + H2O = C4H11N + C2H4O2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 55.2 ± 0.2 | kJ/mol | Cm | Wadso, 1962 | liquid phase; ALS |
+
=
By formula: C7H5NO + C4H11N = C11H16NO2
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -112. | kJ/mol | Cm | Pannone and Macosko, 1987 | liquid phase; ALS |
Henry's Law 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: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
| k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference |
|---|---|---|---|
| 57. | M | N/A | |
| 66. | M | N/A |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [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]
Skuratov and Bonetskaya, 1966
Skuratov, S.M.; Bonetskaya, A.K.,
Enthalpy of formation of amide bonds,
Polym. Sci. USSR (Engl. Transl.), 1966, 8, 1754-1757. [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]
Wadso, 1962
Wadso, I.,
Heats of aminolysis and hydrolysis of some N-acetyl compounds and of acetic anhydride,
Acta Chem. Scand., 1962, 16, 471-478. [all data]
Wadso, 1958
Wadso, I.,
The heats of aminolysis of n-butyl thiolacetate and acetic anhydride,
Acta Chem. Scand., 1958, 12, 635-640. [all data]
Pannone and Macosko, 1987
Pannone, M.C.; Macosko, C.W.,
Kinetics of isocyanate amine reactions,
J. Appl. Polym. Sci., 1987, 34, 2409-2432. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid 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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