N-Methylglycine
- Formula: C3H7NO2
- Molecular weight: 89.0932
- IUPAC Standard InChIKey: FSYKKLYZXJSNPZ-UHFFFAOYSA-N
- CAS Registry Number: 107-97-1
- 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: Sarcosine; CH3NHCH2COOH; Methylaminoacetic acid; Glycine, N-methyl-; Acetic acid, (methylamino)-; N-Methylaminoacetic acid; (Methylamino)ethanoic acid; Methylglycine; Sarcosin; Sarcosinic acid; Sar; N-Methyl-glycocoll
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Condensed phase thermochemistry data
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics 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 | -513.24 ± 0.26 | kJ/mol | Ccb | Sabbah and Laffitte, 1977 | ALS |
ΔfH°solid | -508.6 ± 1.3 | kJ/mol | Ccb | Breitenbach, Derkosch, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -507.1 kJ/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1667.69 ± 0.15 | kJ/mol | Ccb | Sabbah and Laffitte, 1977 | ALS |
ΔcH°solid | -1672.3 ± 1.3 | kJ/mol | Ccb | Breitenbach, Derkosch, et al., 1952 | Reanalyzed by Cox and Pilcher, 1970, Original value = -1674. kJ/mol; ALS |
Constant pressure heat capacity of solid
Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
128.9 | 298.15 | Sabbah and Laffitte, 1977 | DH |
Reaction thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Gas phase ion energetics 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 by: John E. Bartmess
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
C3H6NO2- + =
By formula: C3H6NO2- + H+ = C3H7NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1429. ± 8.8 | kJ/mol | G+TS | Locke and McIver, 1983 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1400. ± 8.4 | kJ/mol | IMRE | Locke and McIver, 1983 | gas phase |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, 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 evaluated as indicated in comments:
HL - Edward P. Hunter and 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 921.2 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 888.7 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.4 | PE | Cannington and Ham, 1983 | LBLHLM |
9.2 | PE | Cannington and Ham, 1983 | Vertical value; LBLHLM |
De-protonation reactions
C3H6NO2- + =
By formula: C3H6NO2- + H+ = C3H7NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1429. ± 8.8 | kJ/mol | G+TS | Locke and McIver, 1983 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1400. ± 8.4 | kJ/mol | IMRE | Locke and McIver, 1983 | gas phase; B |
References
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry 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.
Sabbah and Laffitte, 1977
Sabbah, R.; Laffitte, M.,
The enthalpy of formation of sarcosine in the solid state,
J. Chem. Thermodyn., 1977, 9, 1107-1108. [all data]
Breitenbach, Derkosch, et al., 1952
Breitenbach, J.W.; Derkosch, J.; Wessely, F.,
Energetik der bildung hochmolekularer polypeptide,
Monatsh. Chem., 1952, 83, 591. [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]
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]
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]
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, Condensed phase thermochemistry data, Reaction thermochemistry 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°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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