Methylamine
- Formula: CH5N
- Molecular weight: 31.0571
- IUPAC Standard InChIKey: BAVYZALUXZFZLV-UHFFFAOYSA-N
- CAS Registry Number: 74-89-5
- 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. - Isotopologues:
- Other names: Methanamine; Aminomethane; Carbinamine; Monomethylamine; CH3NH2; Mercurialin; Methylaminen; Metilamine; Metyloamina; UN 1061; MMA
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Gas phase ion energetics data, Ion clustering data, IR Spectrum, UV/Visible spectrum, Vibrational and/or electronic energy levels, 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: Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -23.5 | kJ/mol | N/A | Aston, Siller, et al., 1937 | Value computed using ΔfHliquid° value of -47.3±0.46 kj/mol from Aston, Siller, et al., 1937 and ΔvapH° value of 23.85 kj/mol from missing citation. |
ΔfH°gas | -12.2 | kJ/mol | N/A | Lemoult, 1907 | Value computed using ΔfHliquid° value of -36 kj/mol from Lemoult, 1907 and ΔvapH° value of 23.85 kj/mol from missing citation. |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Ion clustering data, IR Spectrum, UV/Visible spectrum, Vibrational and/or electronic energy levels, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to CH5N+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 8.9 ± 0.1 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 899.0 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 864.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.9 | PE | Aue and Bowers, 1979 | LLK |
9.45 | EI | Baldwin, Loudon, et al., 1977 | LLK |
8.9 ± 0.1 | PE | Aue, Webb, et al., 1976 | LLK |
9.08 | PE | Vovna and Vilesov, 1974 | LLK |
8.80 ± 0.02 | PE | Maier and Turner, 1973 | LLK |
9.65 | PE | Elbel, Dieck, et al., 1982 | Vertical value; LBLHLM |
9.0 | PE | Bieri, Asbrink, et al., 1982 | Vertical value; LBLHLM |
9.58 | PE | Utsunomiya, Kobayashi, et al., 1980 | Vertical value; LLK |
9.58 | PE | Kobayashi, 1978 | Vertical value; LLK |
9.64 | PE | Kimura and Osafune, 1975 | Vertical value; LLK |
9.64 | PE | Katsumata, Iwai, et al., 1973 | Vertical value; LLK |
9.65 | PE | Ogata, Onizuka, et al., 1972 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH2N+ | 15.2 ± 0.3 | H2+H | EI | Collin and Franskin, 1966 | RDSH |
CH2N+[CNH2+] | 14.0 ± 0.4 | ? | EI | Burgers, Holmes, et al., 1984 | LBLHLM |
CH3+ | 14.5 | NH2 | EI | SenSharma and Franklin, 1973 | LLK |
CH3+ | 14.7 | NH2 | EI | Haney and Franklin, 1968 | RDSH |
CH3N+ | 13.3 ± 0.2 | H2 | EI | Collin and Franskin, 1966 | RDSH |
CH4N+ | 10.18 | H | EI | Lossing, Lam, et al., 1981 | LLK |
CH4N+ | 10.70 | H | EI | Loudon and Webb, 1977 | LLK |
CH4N+ | 10.55 | H | EI | Loudon and Webb, 1977 | LLK |
CH4N+ | 10.82 ± 0.15 | H | EI | Collin and Franskin, 1966 | RDSH |
CH4N+ | 10.3 ± 0.1 | H | EI | Taft, Martin, et al., 1965 | RDSH |
CH5N+ | 8.99 | ? | PI | Cornford, Frost, et al., 1971 | LLK |
CH5N+ | 9.29 | ? | CTS | Slifkin and Allison, 1967 | RDSH |
CH5N+ | 9.36 ± 0.02 | ? | EI | Collin and Franskin, 1966 | RDSH |
CH5N+ | 8.97 ± 0.02 | ? | PI | Watanabe and Mottl, 1957 | RDSH |
H2N+ | 15.9 | CH3 | EI | SenSharma and Franklin, 1973 | LLK |
NH2+ | 15.7 | CH3 | EI | Haney and Franklin, 1968 | RDSH |
De-protonation reactions
CH4N- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1682. ± 11. | kJ/mol | D-EA | Radisic, Xu, et al., 2002 | gas phase; B |
ΔrH° | 1687.0 ± 3.4 | kJ/mol | G+TS | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1651. ± 11. | kJ/mol | H-TS | Radisic, Xu, et al., 2002 | gas phase; B |
ΔrG° | 1655.6 ± 2.9 | kJ/mol | IMRE | MacKay, Hemsworth, et al., 1976 | gas phase; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, IR Spectrum, UV/Visible spectrum, Vibrational and/or electronic energy levels, 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:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.
Clustering reactions
By formula: CH6N+ + CH5N = (CH6N+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 106. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrH° | 90.8 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 114. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrS° | 98.7 | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
By formula: (CH6N+ • CH5N) + CH5N = (CH6N+ • 2CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 66.9 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrH° | 80.3 | kJ/mol | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 95.8 | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrS° | 167. | J/mol*K | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable; M |
By formula: (CH6N+ • 2CH5N) + CH5N = (CH6N+ • 3CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 56.1 | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrH° | 71.1 | kJ/mol | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 105. | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
ΔrS° | 174. | J/mol*K | HPMS | Holland and Castleman, 1982 | gas phase; Entropy change is questionable; M |
By formula: (CH6N+ • 3CH5N) + CH5N = (CH6N+ • 4CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 33. | kJ/mol | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 90.0 | J/mol*K | PHPMS | Meot-Ner (Mautner), 1992 | gas phase; M |
By formula: C2H8N+ + CH5N = (C2H8N+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 93.7 | kJ/mol | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 122. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1973 | gas phase; M |
By formula: C3H9Si+ + CH5N = (C3H9Si+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 232. | 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° | 159. | J/mol*K | PHPMS | Li and Stone, 1990 | gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M |
By formula: C3H9Sn+ + CH5N = (C3H9Sn+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 176. | kJ/mol | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 128. | J/mol*K | N/A | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
109. | 525. | PHPMS | Stone and Splinter, 1984 | gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M |
By formula: C6H12NO3+ + CH5N = (C6H12NO3+ • CH5N)
Bond type: Hydrogen bonds with polydentate bonding in positive ions
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 120. | kJ/mol | PHPMS | Meot-Ner, 1984 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 83.3 | J/mol*K | PHPMS | Meot-Ner, 1984 | gas phase; M |
By formula: K+ + CH5N = (K+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.9 | kJ/mol | HPMS | Davidson and Kebarle, 1976 | gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 91.2 | J/mol*K | HPMS | Davidson and Kebarle, 1976 | gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 53.1 | kJ/mol | HPMS | Davidson and Kebarle, 1976 | gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M |
By formula: Li+ + CH5N = (Li+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 172. | kJ/mol | ICR | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 110. | J/mol*K | N/A | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 139. | kJ/mol | ICR | Woodin and Beauchamp, 1978 | gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M |
By formula: Na+ + CH5N = (Na+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 110. ± 0.8 | kJ/mol | HPMS | Hoyau, Norrman, et al., 1999 | RCD |
ΔrH° | 134. | kJ/mol | HPMS | Guo and Castleman, 1990 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 94600. | J/mol*K | HPMS | Hoyau, Norrman, et al., 1999 | RCD |
ΔrS° | 127. | J/mol*K | HPMS | Guo and Castleman, 1990 | gas phase; M |
Free energy of reaction
ΔrG° (kJ/mol) | T (K) | Method | Reference | Comment |
---|---|---|---|---|
81.6 | 298. | IMRE | McMahon and Ohanessian, 2000 | Anchor alanine=39.89; RCD |
By formula: Pb+ + CH5N = (Pb+ • CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 148. ± 1. | kJ/mol | HPMS | Guo and Castleman, 1990 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 126. | J/mol*K | HPMS | Guo and Castleman, 1990 | gas phase; M |
By formula: (Pb+ • CH5N) + CH5N = (Pb+ • 2CH5N)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.9 ± 0.8 | kJ/mol | HPMS | Guo and Castleman, 1990 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 81.6 | J/mol*K | HPMS | Guo and Castleman, 1990 | gas phase; M |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, UV/Visible spectrum, Vibrational and/or electronic energy levels, 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
View spectrum image in SVG format.
Download spectrum in JCAMP-DX format.
Owner | NIST Standard Reference Data Program Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Sadtler Research Labs Under US-EPA Contract |
State | gas |
UV/Visible spectrum
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Vibrational and/or electronic energy levels, 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: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
View spectrum image in SVG format.
Download spectrum in JCAMP-DX format.
Source | Tannenbaum, Coffin, et al., 1953 |
---|---|
Owner | INEP CP RAS, NIST OSRD Collection (C) 2007 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
Origin | INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS |
Source reference | RAS UV No. 2772 |
Instrument | n.i.g. |
Sample pressure | 0.01-1.8 mm Hg |
Melting point | -93.4 |
Boiling point | -6.3 |
Vibrational and/or electronic energy levels
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, UV/Visible spectrum, 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: Takehiko Shimanouchi
Symmetry: Cs Symmetry Number σ = 1
Sym. | No | Approximate | Selected Freq. | Infrared | Raman | Comments | ||||
---|---|---|---|---|---|---|---|---|---|---|
Species | type of mode | Value | Rating | Value | Phase | Value | Phase | |||
a' | 1 | NH2 s-str | 3361 | B | 3361 W | gas | 3360 VS | gas | ||
a' | 2 | CH3 d-str | 2961 | B | 2961 VS | gas | 2960 VS | gas | ||
a' | 3 | CH3 s-str | 2820 | B | 2820 VS | gas | 2820 S | gas | ||
a' | 4 | NH2 scis | 1623 | B | 1623 S | gas | ||||
a' | 5 | CH3 d-deform | 1473 | B | 1473 S | gas | 1460 M | |||
a' | 6 | CH3 s-deform | 1430 | B | 1430 M | gas | ||||
a' | 7 | CH3 rock | 1130 | A | 1130 M | gas | ||||
a' | 8 | CN str | 1044 | A | 1044 S | gas | 1044 S | |||
a' | 9 | NH2 wag | 780 | A | 780 VS | gas | 781 W | |||
a | 10 | NH2 a-str | 3427 | C | 3427 W | gas | 3470 W | |||
a | 11 | CH3 d-str | 2985 | C | 2985 VS | gas | ||||
a | 12 | CH3 d-deform | 1485 | D | 1485 | gas | Estimated from R()Q) branch frequency | |||
a | 13 | NH2 twist | 1419 | D | CF | |||||
a | 14 | CH3 rock | 1195 | D | 1195 | gas | Estimated from R()Q) branch frequency | |||
a | 15 | Torsion | 268 | B | 268 | gas | MW: 272νA) 265νE) | |||
Source: Shimanouchi, 1972
Notes
VS | Very strong |
S | Strong |
M | Medium |
W | Weak |
CF | Calculated frequency |
MW | Torsional Frequency calculated from microwave spectroscopic data. |
A | 0~1 cm-1 uncertainty |
B | 1~3 cm-1 uncertainty |
C | 3~6 cm-1 uncertainty |
D | 6~15 cm-1 uncertainty |
References
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, UV/Visible spectrum, Vibrational and/or electronic energy levels, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aston, Siller, et al., 1937
Aston, J.G.; Siller, C.W.; Messerly, G.H.,
Heat capacities and entropies of organic compounds. III. Methylamine from 11.5°K. to the boiling point. Heat of vaporization and vapor pressure. The entropy from molecular data,
J. Am. Chem. Soc., 1937, 59, 1743-17. [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]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018
. [all data]
Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T.,
Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements
in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]
Baldwin, Loudon, et al., 1977
Baldwin, M.A.; Loudon, A.G.; Webb, K.S.; Cardnell, P.C.,
Charge location and fragmentation under electron impact. V-The ionization potentials of (methylated) phosphoramides, guanidines, formamides, acetamides, ureas and thioureas,
Org. Mass Spectrom., 1977, 12, 279. [all data]
Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T.,
Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines,
J. Am. Chem. Soc., 1976, 98, 311. [all data]
Vovna and Vilesov, 1974
Vovna, V.I.; Vilesov, F.I.,
Photoelectron spectra the structure of molecular orbitals of methyl amines,
Opt. Spectrosc., 1974, 36, 251. [all data]
Maier and Turner, 1973
Maier, J.P.; Turner, D.W.,
Steric inhibition of resonance studied by molecular photoelectron spectroscopy Part 3. Anilines, Phenols and Related Compounds,
J. Chem. Soc. Faraday Trans. 2, 1973, 69, 521. [all data]
Elbel, Dieck, et al., 1982
Elbel, S.; Dieck, H.T.; Demuth, R.,
Photoelectron sSpectra of group V compounds. IX. The relative perfluoroalkyl substituent effect,
J. Fluorine Chem., 1982, 19, 349. [all data]
Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W.,
30.4-nm He(II) photoelectron spectra of organic molecules,
J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]
Utsunomiya, Kobayashi, et al., 1980
Utsunomiya, C.; Kobayashi, T.; Nagakura, S.,
Photoelectron angular distribution measurements for some aliphatic alcohols, amines, halides,
Bull. Chem. Soc. Jpn., 1980, 53, 1216. [all data]
Kobayashi, 1978
Kobayashi, T.,
A simple general tendency in photoelectron angular distributions of some monosubstituted benzenes,
Phys. Lett., 1978, 69, 105. [all data]
Kimura and Osafune, 1975
Kimura, K.; Osafune, K.,
Sum rule consideration on valence orbital ionization energies in methyl amines,
Mol. Phys., 1975, 29, 1073. [all data]
Katsumata, Iwai, et al., 1973
Katsumata, S.; Iwai, T.; Kimura, K.,
Photoelectron spectra and sum rule consideration. Higher alkyl amines and alcohols,
Bull. Chem. Soc. Jpn., 1973, 46, 3391. [all data]
Ogata, Onizuka, et al., 1972
Ogata, H.; Onizuka, H.; Nihei, Y.; Kamada, H.,
On the first bands of the photoelectron spectra of amines, alcohols, and mercaptans,
Chem. Lett., 1972, 895. [all data]
Collin and Franskin, 1966
Collin, J.E.; Franskin, M.J.,
Ionisation, dissociation et rearrangements intramoleculaires dans les amines aliphatiques par impact electronique. Cas de la methylamine et de la methylamine-Nd2,
Bull. Soc. Roy. Sci. Liege, 1966, 35, 267. [all data]
Burgers, Holmes, et al., 1984
Burgers, P.C.; Holmes, J.L.; Terlouw, J.K.,
Gaseous [H2,C,N]+ and [H3,C,N]+ ions. Generation of formation, and dissociation characteristics of [H2CN]+, [HCNH]+, [CNH2]+, [H2CNH]+, and [HCN]+,
J. Am. Chem. Soc., 1984, 106, 2762. [all data]
SenSharma and Franklin, 1973
SenSharma, D.K.; Franklin, J.L.,
Heat of formation of free radicals by mass spectrometry,
J. Am. Chem. Soc., 1973, 95, 6562. [all data]
Haney and Franklin, 1968
Haney, M.A.; Franklin, J.L.,
Correlation of excess energies of electron-impact dissociations with the translational energies of the products,
J.Chem. Phys., 1968, 48, 4093. [all data]
Lossing, Lam, et al., 1981
Lossing, F.P.; Lam, Y.-T.; Maccoll, A.,
Gas phase heats of formation of alkyl immonium ions,
Can. J. Chem., 1981, 59, 2228. [all data]
Loudon and Webb, 1977
Loudon, A.G.; Webb, K.S.,
The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide,
Org. Mass Spectrom., 1977, 12, 283. [all data]
Taft, Martin, et al., 1965
Taft, R.W.; Martin, R.H.; Lampe, F.W.,
Stabilization energies of substituted methyl cations. The effect of strong demand on the resonance order,
J. Am. Chem. Soc., 1965, 87, 2490. [all data]
Cornford, Frost, et al., 1971
Cornford, A.B.; Frost, D.C.; Herring, F.G.; McDowell, C.A.,
Electronic levels of methyl amines by photoelectron spectroscopy and an i.n.d.o. calculation,
Can. J. Chem., 1971, 49, 1135. [all data]
Slifkin and Allison, 1967
Slifkin, M.A.; Allison, A.C.,
Measurement of ionization potentials from contact charge transfer spectra,
Nature, 1967, 215, 949. [all data]
Watanabe and Mottl, 1957
Watanabe, K.; Mottl, J.R.,
Ionization potentials of ammonia and some amines,
J. Chem. Phys., 1957, 26, 1773. [all data]
Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H.,
Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH),
Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1
. [all data]
MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K.,
Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N,
Can. J. Chem., 1976, 54, 1624. [all data]
Meot-Ner (Mautner), 1992
Meot-Ner (Mautner), M.,
Intermolecular Forces in Organic Clusters,
J. Am. Chem. Soc., 1992, 114, 9, 3312, https://doi.org/10.1021/ja00035a024
. [all data]
Yamdagni and Kebarle, 1973
Yamdagni, R.; Kebarle, P.,
Gas - Phase Basicites of Amines. Hydrogen Bonding in Proton - Bound Amine Dimers and Proton - Induced Cyclization of alpha, omega - Diamines,
J. Am. Chem. Soc., 1973, 95, 11, 3504, https://doi.org/10.1021/ja00792a010
. [all data]
Holland and Castleman, 1982
Holland, P.M.; Castleman, A.W.,
The Thermochemical Properties of Gas - Phase Transition Metal Ion Complexes,
J. Chem. Phys., 1982, 76, 8, 4195, https://doi.org/10.1063/1.443497
. [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]
Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E.,
A high-pressure mass spectrometric study of the binding of (CH3)3Sn+ to lewis bases in the gas phase,
Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]
Meot-Ner, 1984
Meot-Ner, (Mautner),
The Ionic Hydrogen Bond. 4. Intramolecular and Multiple Bonds. Proton Affinities, Hydration and Complexes of Amides and Amino Acid Derivatives,
J. Am. Chem. Soc., 1984, 106, 2, 278, https://doi.org/10.1021/ja00314a003
. [all data]
Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P.,
Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M,
J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011
. [all data]
Davidson and Kebarle, 1976, 2
Davidson, W.R.; Kebarle, P.,
Ionic Solvation by Aprotic Solvents. Gas Phase Solvation of the Alkali Ions by Acetonitrile,
J. Am. Chem. Soc., 1976, 98, 20, 6125, https://doi.org/10.1021/ja00436a010
. [all data]
Woodin and Beauchamp, 1978
Woodin, R.L.; Beauchamp, J.L.,
Bonding of Li+ to Lewis Bases in the Gas Phase. Reversals in Methyl Substituent Effects for Different Reference Acids,
J. Am. Chem. Soc., 1978, 100, 2, 501, https://doi.org/10.1021/ja00470a024
. [all data]
Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P.,
Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n,
J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013
. [all data]
Hoyau, Norrman, et al., 1999
Hoyau, S.; Norrman, K.; McMahon, T.B.; Ohanessian, G.,
A Quantitative Basis for a Scale of Na+ Affinities of Organic and Small Biological Molecules in the Gas Phase,
J. Am. Chem. Soc., 1999, 121, 38, 8864, https://doi.org/10.1021/ja9841198
. [all data]
Guo and Castleman, 1990
Guo, B.C.; Castleman, A.W.,
The Association Reactions of Pb+ Ion with CH3OH and CH3NH2 in the Gas Phase,
Int. J. Mass Spectrom. Ion Proc., 1990, 100, 665, https://doi.org/10.1016/0168-1176(90)85101-7
. [all data]
McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G.,
An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions,
Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7
. [all data]
Tannenbaum, Coffin, et al., 1953
Tannenbaum, E.; Coffin, E.M.; Harrison, A.J.,
The far ultraviolet absorption spectra of simple alkyl amines,
J. Chem. Phys., 1953, 21, 2, 311-318. [all data]
Shimanouchi, 1972
Shimanouchi, T.,
Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, UV/Visible spectrum, Vibrational and/or electronic energy levels, References
- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy T Temperature ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction 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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.