1-Butanamine

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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
Δfgas-22.7 ± 0.4kcal/molCcbEvans, Fairbrother, et al., 1959Heat of formation derived by Cox and Pilcher, 1970; ALS
Δfgas-35.68kcal/molN/ALemoult, 1907Value 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

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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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
Tboil351. ± 1.KAVGN/AAverage of 25 out of 27 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus224.KN/AFavier, Rosso, et al., 1981Uncertainty assigned by TRC = 0.1 K; TRC
Tfus222.65KN/ATimmermans and Mattaar, 1921Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Tc524.KN/AMajer and Svoboda, 1985 
Tc531.9KN/AToczylkin. L.S. and Young, 1980Uncertainty assigned by TRC = 0.53 K; TRC
Tc524.15KN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 1.5 K; TRC
Quantity Value Units Method Reference Comment
Pc41.45atmN/AToczylkin. L.S. and Young, 1980Uncertainty assigned by TRC = 0.4141 atm; Visual; TRC
Pc41.0000atmN/AGlaser and Ruland, 1957Uncertainty assigned by TRC = 0.015 atm; TRC
Quantity Value Units Method Reference Comment
Δvap8. ± 1.kcal/molAVGN/AAverage of 10 values; Individual data points

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
7.603350.2N/AMajer and Svoboda, 1985 
8.41313.IBelaribi, Belaribi-Boukais, et al., 2000Based on data from 298. to 343. K.; AC
8.29328.AStephenson and Malanowski, 1987Based on data from 313. to 350. K.; AC
8.48311.EBMajer, Svoboda, et al., 1979Based on data from 296. to 349. K.; AC
8.29 ± 0.02313.CMajer, Svoboda, et al., 1979AC
8.01 ± 0.02323.CMajer, Svoboda, et al., 1979AC
7.74 ± 0.02343.CMajer, Svoboda, et al., 1979AC
7.43 ± 0.02358.CMajer, Svoboda, et al., 1979AC

Enthalpy of vaporization

ΔvapH = A exp(-βTr) (1 − Tr)β
    ΔvapH = Enthalpy of vaporization (at saturation pressure) (kcal/mol)
    Tr = reduced temperature (T / Tc)

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Temperature (K) A (kcal/mol) β Tc (K) Reference Comment
298. to 358.13.420.3205524.Majer and Svoboda, 1985 

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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

C3H9Si+ + 1-Butanamine = (C3H9Si+ • 1-Butanamine)

By formula: C3H9Si+ + C4H11N = (C3H9Si+ • C4H11N)

Quantity Value Units Method Reference Comment
Δr59.5kcal/molPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M
Quantity Value Units Method Reference Comment
Δr40.9cal/mol*KPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M

Acetic anhydride + 1-Butanamine = Acetamide, N-butyl- + Acetic acid

By formula: C4H6O3 + C4H11N = C6H13NO + C2H4O2

Quantity Value Units Method Reference Comment
Δr-27.06 ± 0.11kcal/molCmWadso, 1962liquid phase; ALS
Δr-39.13 ± 0.06kcal/molCmWadso, 1958liquid phase; Heat of aminolysis; ALS

1-Butanamine + Ethanethioic acid, S-butyl ester = 1-Butanethiol + Acetamide, N-butyl-

By formula: C4H11N + C6H12OS = C4H10S + C6H13NO

Quantity Value Units Method Reference Comment
Δr-13.80 ± 0.15kcal/molCmWadso, 1958liquid phase; Heat of aminolysis; ALS

1-Butanamine + 1-[1,2,4]Triazol-1-ylethanone = Acetamide, N-butyl- + 1H-1,2,4-Triazole

By formula: C4H11N + C4H5N3O = C6H13NO + C2H3N3

Quantity Value Units Method Reference Comment
Δr-20.50 ± 0.06kcal/molCmWadso, 1962solid phase; ALS

1-Butanamine + 1H-Imidazole, 1-acetyl- = Acetamide, N-butyl- + 1H-Imidazole

By formula: C4H11N + C5H6N2O = C6H13NO + C3H4N2

Quantity Value Units Method Reference Comment
Δr-18.07 ± 0.08kcal/molCmWadso, 1962solid phase; ALS

Acetamide, N-butyl- + Water = 1-Butanamine + Acetic acid

By formula: C6H13NO + H2O = C4H11N + C2H4O2

Quantity Value Units Method Reference Comment
Δr13.20 ± 0.05kcal/molCmWadso, 1962liquid phase; ALS

Benzene, isocyanato- + 1-Butanamine = 1-Butyl-3-phenylurea

By formula: C7H5NO + C4H11N = C11H16NO2

Quantity Value Units Method Reference Comment
Δr-26.8kcal/molCmPannone and Macosko, 1987liquid 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) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 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)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference
57. MN/A
66. MN/A

References

Go To: Top, Gas phase thermochemistry data, Phase change 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]

Favier, Rosso, et al., 1981
Favier, R.; Rosso, J.; Carbonnel, L., Bull. Soc. Chim. Fr., 1981, 1981, 225. [all data]

Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F., Freezing points of orgainic substances VI. New experimental determinations., Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]

Majer and Svoboda, 1985
Majer, V.; Svoboda, V., Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]

Toczylkin. L.S. and Young, 1980
Toczylkin. L.S.; Young, C.L., Gas-liquid criticl temperatures of mixtures containing electron donors. II. Amine mixtures, J. Chem. Thermodyn., 1980, 12, 365. [all data]

Glaser and Ruland, 1957
Glaser, F.; Ruland, H., Untersuchungsen über dampfdruckkurven und kritische daten einiger technisch wichtiger organischer substanzen, Chem. Ing. Techn., 1957, 29, 772. [all data]

Belaribi, Belaribi-Boukais, et al., 2000
Belaribi, B.F.; Belaribi-Boukais, G.; Ait Kaci, A.; Jose, J., Journal of Thermal Analysis and Calorimetry, 2000, 61, 3, 787-803, https://doi.org/10.1023/A:1010145130024 . [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]

Majer, Svoboda, et al., 1979
Majer, Vladimír; Svoboda, Václav; Koubek, Josef; Pick, Jirí, Temperature dependence of heats of vaporization, saturated vapour pressures and cohesive energies for a group of amines, Collect. Czech. Chem. Commun., 1979, 44, 12, 3521-3528, https://doi.org/10.1135/cccc19793521 . [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, Phase change data, Reaction thermochemistry data, Henry's Law data, References