1-Butanamine, N-methyl-
- Formula: C5H13N
- Molecular weight: 87.1634
- IUPAC Standard InChI: InChI=1S/C5H13N/c1-3-4-5-6-2/h6H,3-5H2,1-2H3
- IUPAC Standard InChIKey: QCOGKXLOEWLIDC-UHFFFAOYSA-N
- CAS Registry Number: 110-68-9
- 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-methyl-; Butylmethylamine; Methyl-N-butylamine; Methylbutylamine; N-Butyl-N-methylamine; N-Butylmethylamine; N-Methyl-n-butylamine; N-Methylbutanamine; N-Methylbutylamine; UN 2945; N-Methyl-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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -108.3 ± 4.3 | kJ/mol | Ccb | Suradi, Hacking, et al., 1981 |
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 |
|---|---|---|---|---|---|
| Tboil | 364.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 364.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.6 K; TRC |
| Tboil | 363.65 | K | N/A | Loffler and Freytag, 1909 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 198.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.6 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 38.1 | kJ/mol | A | Stephenson and Malanowski, 1987 | Based on data from 283. to 313. K.; AC |
| ΔvapH° | 32.9 ± 2.0 | kJ/mol | E | Suradi, Hacking, et al., 1981 | ALS |
| ΔvapH° | 32.9 | kJ/mol | N/A | Suradi, Hacking, et al., 1981 | DRB |
Gas phase ion energetics 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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C5H13N+ (ion structure unspecified)
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C2H6N+ | 9.13 | 1-C3H7 | EI | Holmes, Lossing, et al., 1988 | LL |
| C2H6N+ | 8.37 ± 0.06 | iso-C3H7 | EI | Solka and Russell, 1974 | LLK |
Gas Chromatography
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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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Packed | OV-101 | 130. | 630. | Osmialowski, Halkiewicz, et al., 1985 | Ar, Chromosorb W HP; Column length: 1. m |
Normal alkane RI, non-polar column, isothermal
| Column type | Active phase | Temperature (C) | I | Reference | Comment |
|---|---|---|---|---|---|
| Capillary | OV-101 | 130. | 630. | Qi, Yang, et al., 2000 |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | OV-1, SE-30, Methyl silicone, SP-2100, OV-101, DB-1, etc. | 601. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Suradi, Hacking, et al., 1981
Suradi, S.; Hacking, J.M.; Pilcher, G.; Gumrukcu, I.; Lappert, M.F.,
Enthalpies of combustion of five sterically hindered amines,
J. Chem. Thermodyn., 1981, 13, 857-861. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [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]
Loffler and Freytag, 1909
Loffler; Freytag,
Chem. Ber., 1909, 42, 3429. [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]
Holmes, Lossing, et al., 1988
Holmes, J.L.; Lossing, F.P.; Maccoll, A.,
Heats of formation of alkyl radicals from appearance energies,
J. Am. Chem. Soc., 1988, 110, 7339. [all data]
Solka and Russell, 1974
Solka, B.H.; Russell, M.E.,
Energetics of formation of some structural isomers of gaseous C2H5O+ C2H6N+ ions,
J. Phys. Chem., 1974, 78, 1268. [all data]
Osmialowski, Halkiewicz, et al., 1985
Osmialowski, K.; Halkiewicz, J.; Radecki, A.; Kaliszan, R.,
Quantum chemical parameters in correlation analysis of gas-liquid chromatographic retention indices of amines,
J. Chromatogr., 1985, 346, 53-60, https://doi.org/10.1016/S0021-9673(00)90493-X
. [all data]
Qi, Yang, et al., 2000
Qi, Y.; Yang, J.; Xu, L.,
correlation analysis of the structures and gas liquid chromatographic retention indices of amines,
Chin. J. Anal. Chem., 2000, 28, 2, 223-227. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔfH°gas Enthalpy of formation of gas at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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