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)
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
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, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -93.3 ± 1.1 | kcal/mol | Ccr | Ngauv, Sabbah, et al., 1977 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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 | -126.1 ± 0.1 | kcal/mol | Ccb | Vasil'ev, Borodin, et al., 1991 | ALS |
ΔfH°solid | -126.34 | kcal/mol | Ccr | Ngauv, Sabbah, et al., 1977 | ALS |
ΔfH°solid | -128.4 | kcal/mol | Ccb | Hutchens, Cole, et al., 1963 | ALS |
ΔfH°solid | -126.32 ± 0.10 | kcal/mol | Ccb | Huffman, Fox, et al., 1937 | Author's hf298=-126.69 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -233. ± 2. | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
S°solid,1 bar | 24.739 | cal/mol*K | N/A | Hutchens, Cole, et al., 1960 | DH |
S°solid,1 bar | 26.10 | cal/mol*K | N/A | Parks, Huffman, et al., 1933 | Extrapolation below 90 K, 31.59 J/mol*K.; DH |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
23. | 298. | Badelin, Kulikov, et al., 1990 | T = 298, 313, 333, 348 K.; DH |
22.7 | 298. | Kulikov, Kozlov, et al., 1989 | T = 298 to 348 K.; DH |
23.7 | 298.15 | Spink and Wads, 1975 | DH |
23.71 | 298.15 | Hutchens, Cole, et al., 1960 | T = 11 to 305 K.; DH |
24.020 | 299.5 | Parks, Huffman, et al., 1933 | T = 93 to 300 K. Value is unsmoothed experimental datum.; DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 33.0 ± 1.1 | kcal/mol | C | Ngauv, Sabbah, et al., 1977 | ALS |
ΔsubH° | 33.0 ± 1.1 | kcal/mol | C | Nguon Ngauv, Sabbah, et al., 1977 | Based on data from 413. to 450. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
32.6 ± 0.5 | 419. | TE,ME | de Kruif, Voogd, et al., 1979 | Based on data from 408. to 431. K.; AC |
32.6 ± 0.1 | 455. | V | Svec and Clyde, 1965 | ALS |
32.60 ± 0.96 | 462. | ME | Svec and Clyde, 1965, 2 | Based on data from 453. to 471. K. See also Cox and Pilcher, 1970, Clyde and Svec, 1964, and Chiarelli and Gross, 1989.; AC |
31.2 ± 0.5 | 414. | ME | Takagi, Chihara, et al., 1959 | Based on data from 412. to 417. K.; AC |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, Mass spectrum (electron ionization), 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
C2H4NO2- + =
By formula: C2H4NO2- + H+ = C2H5NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 342.7 ± 2.2 | kcal/mol | CIDC | Jones, Bernier, et al., 2007 | gas phase; B |
ΔrH° | 341.6 ± 2.1 | kcal/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 342.4 ± 2.1 | kcal/mol | G+TS | Locke and McIver, 1983 | gas phase; B |
ΔrH° | 336.9 ± 1.4 | kcal/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 334.7 ± 2.0 | kcal/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 335.5 ± 2.0 | kcal/mol | IMRE | Locke and McIver, 1983 | gas phase; B |
By formula: Na+ + C2H5NO2 = (Na+ • C2H5NO2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 38.5 ± 1.9 | kcal/mol | CIDC | Kish, Ohanessian, et al., 2003 | Anchor alanine=39.89; RCD |
ΔrH° | 39.2 ± 1.4 | kcal/mol | CIDT | Moision and Armentrout, 2002 | RCD |
ΔrH° | 36.6 | kcal/mol | CIDT | Klassen, Anderson, et al., 1996 | RCD |
By formula: K+ + C2H5NO2 = (K+ • C2H5NO2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 30.0 | kcal/mol | CIDT | Klassen, Anderson, et al., 1996 | RCD |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Mass spectrum (electron ionization), References, Notes
Data compiled by: Coblentz Society, Inc.
- Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
- SOLID (MULL, KBr DISC) $$INACTIVE KBr PLATES AROUND 300-200 CM-1; PERKIN-ELMER 521 (GRATING); DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm-1 resolution
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
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).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Japan AIST/NIMC Database- Spectrum MS-NW- 601 |
NIST MS number | 229287 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ngauv, Sabbah, et al., 1977
Ngauv, S.N.; Sabbah, R.; Laffitte, M.,
Thermodynamique de composes azotes. III. Etude thermochimique de la glycine et de la l-α-alanine,
Thermochim. Acta, 1977, 20, 371-380. [all data]
Vasil'ev, Borodin, et al., 1991
Vasil'ev, V.P.; Borodin, V.A.; Kopnyshev, S.B.,
Calculation of the standard enthalpies of combustion and of formation of crystalline organic acids and complexones from the energy contributions of atomic groups,
Russ. J. Phys. Chem. (Engl. Transl.), 1991, 65, 29-32. [all data]
Hutchens, Cole, et al., 1963
Hutchens, J.O.; Cole, A.G.; Stout, J.W.,
Heat capacities from 11 to 305°K., entropies, and free energies of formation of L-valine, L-isoleucine, and L-leucine,
J. Phys. Chem., 1963, 67, 1128-1130. [all data]
Huffman, Fox, et al., 1937
Huffman, H.M.; Fox, S.W.; Ellis, E.L.,
Thermal data. VII. The heats of combustion of seven amino acids,
J. Am. Chem. Soc., 1937, 59, 2144-21. [all data]
Hutchens, Cole, et al., 1960
Hutchens, J.O.; Cole, A.G.; Stout, J.W.,
Heat capacities from 11 to 305K. and entropies of L-alanine and glycine,
J. Am. Chem. Soc., 1960, 82, 4813-4815. [all data]
Parks, Huffman, et al., 1933
Parks, G.S.; Huffman, H.M.; Barmore, M.,
Thermal data on organic compounds. XI. The heat capacities,
entropies and free energies of ten compounds containing oxygen or nitrogen. J. Am. Chem. Soc., 1933, 55, 2733-2740. [all data]
Badelin, Kulikov, et al., 1990
Badelin, V.G.; Kulikov, O.V.; Batagin, V.S.; Udzig, E.; Zielenkiewicz, A.; Zielenkiewicz, W.; Krestov, G.A.,
Physico-chemical properties of peptides and their solutions,
Thermochim. Acta, 1990, 169, 81-93. [all data]
Kulikov, Kozlov, et al., 1989
Kulikov, O.V.; Kozlov, V.A.; Malenkina, L.I.; Badelin, V.G.,
Heat capacities of amino acids and peptides and excess characteristics ot their aqueous solutions, Sbornik Nauch. Trud., Termodin. Rast. neelect., Ivanovo,
Inst. nevod. rast., 1989, Akad. [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]
Nguon Ngauv, Sabbah, et al., 1977
Nguon Ngauv, Song; Sabbah, Raphael; Laffitie, Marc,
Thermodynamique de composes azotes III. Etude Thermochimique de la glycine et de la l-α-alanine,
Thermochimica Acta, 1977, 20, 3, 371-380, https://doi.org/10.1016/0040-6031(77)85091-0
. [all data]
de Kruif, Voogd, et al., 1979
de Kruif, C.G.; Voogd, J.; Offringa, J.C.A.,
Enthalpies of sublimation and vapour pressures of 14 amino acids and peptides,
The Journal of Chemical Thermodynamics, 1979, 11, 7, 651-656, https://doi.org/10.1016/0021-9614(79)90030-2
. [all data]
Svec and Clyde, 1965
Svec, H.J.; Clyde, D.D.,
Vapor pressures of some α-amino acids,
J. Chem. Eng. Data, 1965, 10, 151. [all data]
Svec and Clyde, 1965, 2
Svec, H.J.; Clyde, D.D.,
Vapor Pressures of Some α-Amino Acids.,
J. Chem. Eng. Data, 1965, 10, 2, 151-152, https://doi.org/10.1021/je60025a024
. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]
Clyde and Svec, 1964
Clyde, D.D.; Svec, H.,
, U. S. Atomic Energy Comm. IS-790, 1964, 1. [all data]
Chiarelli and Gross, 1989
Chiarelli, M. Paul.; Gross, Michael L.,
Amino acid and tripeptide mixture analysis by laser desorption Fourier-transform mass spectrometry,
Anal. Chem., 1989, 61, 17, 1895-1900, https://doi.org/10.1021/ac00192a023
. [all data]
Takagi, Chihara, et al., 1959
Takagi, Sadao; Chihara, Hideaki; Seki, Syûzô,
Vapor Pressure of Molecular Crystals. XIII. Vapor Pressure of α-Glycine Crystal. The Energy of Proton Transfer,
Bull. Chem. Soc. Jpn., 1959, 32, 1, 84-88, https://doi.org/10.1246/bcsj.32.84
. [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]
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]
Moision and Armentrout, 2002
Moision, R.M.; Armentrout, P.B.,
Experimental and Theoretical Dissection of Sodium Cation/Glycine Interactions,
J. Phys. Chem A, 2002, 106, 43, 10350, https://doi.org/10.1021/jp0216373
. [all data]
Klassen, Anderson, et al., 1996
Klassen, J.S.; Anderson, S.G.; Blades, A.T.; Kebarle, P.,
Reaction Enthalpies for M+L = M+ + L, Where M+ = Na+ and K+ and L = Acetamide, N-Methylacetamide, N,N-Dimethylacetamide, Glycine, and Glycylglycine, from Determinations of the Collision-Induced Dissociation Thresholds,
J. Phys. Chem., 1996, 100, 33, 14218, https://doi.org/10.1021/jp9608382
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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°gas Enthalpy of formation of gas 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 ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation 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.