Glycine
- Formula: C2H5NO2
- Molecular weight: 75.0666
- IUPAC Standard InChIKey: DHMQDGOQFOQNFH-UHFFFAOYSA-N
- CAS Registry Number: 56-40-6
- Chemical structure:
This structure is also available as a 2d Mol file - Species with the same structure:
- Other names: Acetic acid, amino-; Aciport; Aminoacetic acid; Aminoethanoic acid; Glicoamin; Glycocoll; Glycolixir; Glycosthene; Padil; NH2CH2COOH; Amitone; Glycine, non-medical; Hampshire glycine; Athenon; Gly; Glycine, free base; Gyn-hydralin; 2-Aminoacetic acid; NSC 25936; Corilin (Salt/Mix)
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Gas phase ion energetics data
Go To: Top, 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
Data compiled as indicated in comments:
B - John E. Bartmess
MM - Michael M. Meot-Ner (Mautner)
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 886.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 852.2 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
886.3 ± 3.1 | Bouchoux, Buisson, et al., 2004 | MM |
883.1 ± 1.9 | Bouchoux and Salpin, 2003 | T = 298K; MM |
Gas basicity at 298K
Gas basicity (review) (kJ/mol) | Reference | Comment |
---|---|---|
855.4 ± 3.6 | Bouchoux, Buisson, et al., 2004 | MM |
851.1 ± 1.9 | Bouchoux and Salpin, 2003 | T = 298K; MM |
856. ± 3. | Wu and Lebrilla, 1995 | T = 300K; MM |
Protonation entropy at 298K
Protonation entropy (J/mol*K) | Reference | Comment |
---|---|---|
2. ± 6. | Bouchoux, Buisson, et al., 2004 | MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.9 | PE | Cannington and Ham, 1983 | LBLHLM |
8.8 | PE | Debies and Rabalais, 1974 | LLK |
9.21 ± 0.05 | EI | Zaretskii, Sadovskaya, et al., 1971 | LLK |
9.25 ± 0.10 | EI | Svec and Junk, 1967 | RDSH |
9.30 | CTS | Slifkin and Allison, 1967 | RDSH |
10.0 | PE | Cannington and Ham, 1983 | Vertical value; LBLHLM |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH4N+ | 10.27 ± 0.05 | ? | EI | Zaretskii, Sadovskaya, et al., 1971 | LLK |
CH4N+ | 10.23 ± 0.09 | ? | EI | Svec and Junk, 1967 | RDSH |
CH4N+ | 10.1 ± 0.2 | ? | EI | Junk and Svec, 1963 | RDSH |
De-protonation reactions
C2H4NO2- + =
By formula: C2H4NO2- + H+ = C2H5NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1434. ± 9.2 | kJ/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrH° | 1429. ± 8.8 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 1433. ± 8.8 | kJ/mol | G+TS | Locke and McIver, 1983 | gas phase; B |
ΔrH° | 1410. ± 5.9 | kJ/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1400. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 1404. ± 8.4 | kJ/mol | IMRE | Locke and McIver, 1983 | gas phase; B |
References
Go To: Top, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Bouchoux, Buisson, et al., 2004
Bouchoux, G.; Buisson, D.A.; Colas, C.; Sablier, M.,
Protonation thermochemistry of alpha-amino acids bearing a basic residue,
European J. Mass Spectrom., 2004, 10, 977. [all data]
Bouchoux and Salpin, 2003
Bouchoux, G.; Salpin, J.Y.,
Gas-phase basicity of glycine, alanine, proline, serine, lysine, histidine and some of their peptides by the thermokinetic method,
European J. Mass Spectrometry, 2003, 9, 391-402. [all data]
Wu and Lebrilla, 1995
Wu, J.; Lebrilla, C.B.,
Intrinsic Basicity of Oligomeric Peptides that Contain Glycine, Alanine, and Valine - The Effects of the Alkyl Side Chain on Proton Transfer Reactions,
J. Am. Soc. Mass Spectrom., 1995, 6, 91. [all data]
Cannington and Ham, 1983
Cannington, P.H.; Ham, N.S.,
He(I) and He(II) photoelectron spectra of glycine and related molecules,
J. Electron Spectrosc. Relat. Phenom., 1983, 32, 139. [all data]
Debies and Rabalais, 1974
Debies, T.P.; Rabalais, J.W.,
Electronic structure of amino acids and ureas,
J. Electron Spectrosc. Relat. Phenom., 1974, 3, 315. [all data]
Zaretskii, Sadovskaya, et al., 1971
Zaretskii, V.I.; Sadovskaya, V.L.; Wulfson, N.S.; Sizoy, V.F.; Merimson, V.G.,
Mass spectrometry of steroid systems-XXI. Appearance and ionization potentials for the stereoisomers of the D-homoestrane series,
Org. Mass Spectrom., 1971, 5, 1179. [all data]
Svec and Junk, 1967
Svec, H.J.; Junk, G.A.,
Electron-impact studies of substituted alkanes,
J. Am. Chem. Soc., 1967, 89, 790. [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]
Junk and Svec, 1963
Junk, G.; Svec, H.,
The mass spectra of the α-amino acids,
J. Am. Chem. Soc., 1963, 85, 839. [all data]
Jones, Bernier, et al., 2007
Jones, C.M.; Bernier, M.; Carson, E.; Colyer, K.E.; Metz, R.; Pawlow, A.; Wischow, E.D.; Webb, I.; Andriole, E.J.; Poutsma, J.C.,
Gas-phase Acities of the 20 Protein Amino Acids,
Int. J. Mass Spectrom., 2007, 267, 1-3, 54-62, https://doi.org/10.1016/j.ijms.2007.02.018
. [all data]
Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P.,
Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria,
Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092
. [all data]
Locke and McIver, 1983
Locke, M.J.; McIver, R.T., Jr.,
Effect of Solvation on the Acid/Base Properties of Glycine,
J. Am. Chem. Soc., 1983, 105, 4226. [all data]
Muftakhov, Vasil'ev, et al., 1999
Muftakhov, M.V.; Vasil'ev, Y.V.; Mazunov, V.A.,
Determination of electron affinity of carbonyl radicals by means of negative ion mass spectrometry,
Rapid Commun. Mass Spectrom., 1999, 13, 12, 1104-1108, https://doi.org/10.1002/(SICI)1097-0231(19990630)13:12<1104::AID-RCM619>3.0.CO;2-C
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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