4-Aminobutanoic acid
- Formula: C4H9NO2
- Molecular weight: 103.1198
- IUPAC Standard InChI: InChI=1S/C4H9NO2/c5-3-1-2-4(6)7/h1-3,5H2,(H,6,7)
- IUPAC Standard InChIKey: BTCSSZJGUNDROE-UHFFFAOYSA-N
- CAS Registry Number: 56-12-2
- 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: γ-Aminobutyric acid; 4-Aminobutyric acid; 4-Amino-n-butyric acid; γ-Amino-n-butyric acid; Butanoic acid, 4-amino-; γ-Aminobutanoic acid; Aminalon; Aminobutyric acid,-4-; Butyric acid, 4-amino-; DF 468; Gaballon; Gamarex; Gamastan; Gammagee; Gammalon; Gammalone; Gammar; Gammasol; Gamulin; Globulin, immune human serum; GABA; Immu-G; Immuglobin; Mielogen; Mielomade; Reanal; ω-Aminobutyric acid; 3-Carboxypropylamine; NSC 27418; Piperidic acid; Piperidinic acid
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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 | -441. ± 2. | kJ/mol | Ccb | Skoulika and Sabbah, 1983 | see Skoulika and Sabbah, 1982 |
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°solid | -561. ± 4.7 | kJ/mol | Ccb | Contineanu and Marchidan, 1994 | ALS |
| ΔfH°solid | -581.1 ± 0.3 | kJ/mol | Ccb | Skoulika and Sabbah, 1983 | see Skoulika and Sabbah, 1982; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -2280. ± 4.7 | kJ/mol | Ccb | Contineanu and Marchidan, 1994 | ALS |
| ΔcH°solid | -2279.23 ± 0.11 | kJ/mol | Ccb | Skoulika and Sabbah, 1983 | see Skoulika and Sabbah, 1982; ALS |
| ΔcH°solid | -2282.4 ± 0.84 | kJ/mol | Ccb | Strepikheev, Skuratov, et al., 1955 | Reanalyzed by Cox and Pilcher, 1970, Original value = -2283. kJ/mol; At 293 °K; ALS |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 133.6 | 298. | Skoulika and Sabbah, 1983 | DH |
| 146.4 | 298.15 | Spink and Wads, 1975 | DH |
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:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 140. ± 2. | kJ/mol | C | Skoulika and Sabbah, 1983 | see Skoulika and Sabbah, 1982; ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 87. ± 2. | 493. to 500. | Legendre, Bac, et al., 2009 | AC |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 139. ± 4. | 460. to 475. | N/A | Legendre, Bac, et al., 2009 | AC |
| 138.9 ± 0.6 | 395. | C | Skoulika and Sabbah, 1983 | Based on data from 384. to 407. K.; AC |
| 140. ± 2. | 395. | C | Skoulika and Sabbah, 1983 | AC |
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 by: Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.7 | PE | Cannington and Ham, 1983 | |
| 9.6 | PE | Cannington and Ham, 1983 | Vertical value |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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.
Skoulika and Sabbah, 1983
Skoulika, S.; Sabbah, R.,
Thermodynamique de composes azotes X. Etude thermochimique de quelques acides ω-amines,
Thermochim. Acta, 1983, 61, 203-214. [all data]
Skoulika and Sabbah, 1982
Skoulika, S.; Sabbah, R.,
Enthalpy of formation of some ω-amino acids in the solid state,
C. R. Seances Acad. Sci., Ser. 2, 1982, 295, 657-660. [all data]
Contineanu and Marchidan, 1994
Contineanu, J.; Marchidan, D.I.,
The enthalpies of combustion and formation of some isomers of aminobutyric (aminobutanoic) acid,
Rev. Roum. Chim., 1994, 39, 1391-1395. [all data]
Strepikheev, Skuratov, et al., 1955
Strepikheev, A.A.; Skuratov, S.M.; Shtekher, S.M.; Muromova, R.S.; Brykina, E.P.; Kachinskaya, O.N.,
Mutual interaction of amino and carboxyl groups in amino acids,
Dokl. Akad. Nauk SSSR, 1955, 102, 543-545. [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]
Spink and Wads, 1975
Spink, C.H.; Wads, I.,
Thermochemistry of solutions of biochemical model compounds. 4. The partial molar heat capacities of some amino acids in aqueous solution,
J. Chem. Thermodynam., 1975, 7, 561-572. [all data]
Legendre, Bac, et al., 2009
Legendre, B.; Bac, P.; German, M.; Feutelais, Yves,
Low pressure phases,
J Therm Anal Calorim, 2009, 98, 1, 91-95, https://doi.org/10.1007/s10973-009-0401-0
. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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