L-Asparagine
- Formula: C4H8N2O3
- Molecular weight: 132.1179
- IUPAC Standard InChIKey: DCXYFEDJOCDNAF-UWTATZPHSA-N
- CAS Registry Number: 70-47-3
- 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: Asparagine, L-; (-)-Asparagine; Agedoite; Altheine; Asparagine; Butanoic acid, 2,4-diamino-4-oxo-, (S)-; L-β-Asparagine; (S)-2,4-Diamino-4-oxobutanoic acid; Asn; Asparamide; Aspartic acid β amide; (S)-Asparagine; Asparagine acid; Aspartamic acid; Crystal VI; L-2,4-Diamino-4-oxobutanoic acid; NSC 82391; α-Aminosuccinamic acid; Asparagine l(-)
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Condensed phase thermochemistry data
Go To: Top, Reaction thermochemistry data, 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:
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 | -188.58 | kcal/mol | Ccb | Huffman, Ellis, et al., 1936 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -460.93 ± 0.17 | kcal/mol | Ccb | Huffman, Ellis, et al., 1936 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 41.71 | cal/mol*K | N/A | Huffman and Borsook, 1932 | Extrapolation below 90 K, 49.79 J/mol*K.; DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
38.19 | 296.5 | Huffman and Borsook, 1932 | T = 85 to 297 K. Value is unsmoothed experimental datum.; DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, 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:
B - John E. Bartmess
RCD - Robert C. Dunbar
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
C4H7N2O3- + =
By formula: C4H7N2O3- + H+ = C4H8N2O3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 331.0 ± 2.2 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrH° | 331.6 ± 3.1 | kcal/mol | G+TS | O'Hair, Bowie, et al., 1992 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 324.2 ± 2.3 | kcal/mol | H-TS | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrG° | 324.8 ± 3.0 | kcal/mol | CIDC | O'Hair, Bowie, et al., 1992 | gas phase; B |
By formula: Na+ + C4H8N2O3 = (Na+ • C4H8N2O3)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 49.2 | kcal/mol | CIDC | Kish, Ohanessian, et al., 2003 | Anchor alanine=39.89; RCD |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Huffman, Ellis, et al., 1936
Huffman, H.M.; Ellis, E.L.; Fox, S.W.,
Thermal data. VI. The heats of combustion and free energies of seven organic compounds containing nitrogen,
J. Am. Chem. Soc., 1936, 58, 1728-1733. [all data]
Huffman and Borsook, 1932
Huffman, H.M.; Borsook, H.,
Thermal data. I. The heat capacities, entropies and free energies of seven organic compounds containing nitrogen,
J. Am. Chem. Soc., 1932, 54, 4297-4301. [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]
O'Hair, Bowie, et al., 1992
O'Hair, R.J.; Bowie, J.H.; Gronert, S.,
Gas Phase Acidity of the alpha-Amino Acids,
Int. J. Mass Spectrom. Ion Proc., 1992, 117, 23, https://doi.org/10.1016/0168-1176(92)80083-D
. [all data]
Kish, Ohanessian, et al., 2003
Kish, M.M.; Ohanessian, G.; Wesdemiotis, C.,
The Na+ affinities of a-amino acids: side-chain substituent effects,
Int. J. Mass Spectrom., 2003, 227, 3, 509, https://doi.org/10.1016/S1387-3806(03)00082-4
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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