Glycine

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas-390.5 ± 4.6kJ/molCcrNgauv, Sabbah, et al., 1977 

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
Δfsolid-527.5 ± 0.5kJ/molCcbVasil'ev, Borodin, et al., 1991ALS
Δfsolid-528.61kJ/molCcrNgauv, Sabbah, et al., 1977ALS
Δfsolid-537.2kJ/molCcbHutchens, Cole, et al., 1963ALS
Δfsolid-528.52 ± 0.42kJ/molCcbHuffman, Fox, et al., 1937Author's hf298=-126.69 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δcsolid-975. ± 8.kJ/molAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
solid,1 bar103.51J/mol*KN/AHutchens, Cole, et al., 1960DH
solid,1 bar109.2J/mol*KN/AParks, Huffman, et al., 1933Extrapolation below 90 K, 31.59 J/mol*K.; DH

Constant pressure heat capacity of solid

Cp,solid (J/mol*K) Temperature (K) Reference Comment
95.298.Badelin, Kulikov, et al., 1990T = 298, 313, 333, 348 K.; DH
95.1298.Kulikov, Kozlov, et al., 1989T = 298 to 348 K.; DH
99.3298.15Spink and Wads, 1975DH
99.20298.15Hutchens, Cole, et al., 1960T = 11 to 305 K.; DH
100.50299.5Parks, Huffman, et al., 1933T = 93 to 300 K. Value is unsmoothed experimental datum.; 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:
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
Δsub138.1 ± 4.6kJ/molCNgauv, Sabbah, et al., 1977ALS
Δsub138.1 ± 4.6kJ/molCNguon Ngauv, Sabbah, et al., 1977Based on data from 413. to 450. K.; AC

Enthalpy of sublimation

ΔsubH (kJ/mol) Temperature (K) Method Reference Comment
137. ± 2.419.TE,MEde Kruif, Voogd, et al., 1979Based on data from 408. to 431. K.; AC
136. ± 0.4455.VSvec and Clyde, 1965ALS
136.4 ± 4.0462.MESvec and Clyde, 1965, 2Based on data from 453. to 471. K. See also Cox and Pilcher, 1970, Clyde and Svec, 1964, and Chiarelli and Gross, 1989.; AC
131. ± 2.414.METakagi, Chihara, et al., 1959Based on data from 412. to 417. K.; AC

Reaction 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:
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- + Hydrogen cation = Glycine

By formula: C2H4NO2- + H+ = C2H5NO2

Quantity Value Units Method Reference Comment
Δr1434. ± 9.2kJ/molCIDCJones, Bernier, et al., 2007gas phase; B
Δr1429. ± 8.8kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Δr1433. ± 8.8kJ/molG+TSLocke and McIver, 1983gas phase; B
Δr1410. ± 5.9kJ/molEIAEMuftakhov, Vasil'ev, et al., 1999gas phase; B
Quantity Value Units Method Reference Comment
Δr1400. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase; B
Δr1404. ± 8.4kJ/molIMRELocke and McIver, 1983gas phase; B

Sodium ion (1+) + Glycine = (Sodium ion (1+) • Glycine)

By formula: Na+ + C2H5NO2 = (Na+ • C2H5NO2)

Quantity Value Units Method Reference Comment
Δr161. ± 7.9kJ/molCIDCKish, Ohanessian, et al., 2003Anchor alanine=39.89; RCD
Δr164. ± 5.9kJ/molCIDTMoision and Armentrout, 2002RCD
Δr153.kJ/molCIDTKlassen, Anderson, et al., 1996RCD

Potassium ion (1+) + Glycine = (Potassium ion (1+) • Glycine)

By formula: K+ + C2H5NO2 = (K+ • C2H5NO2)

Quantity Value Units Method Reference Comment
Δr126.kJ/molCIDTKlassen, Anderson, et al., 1996RCD

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 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)886.5kJ/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity852.2kJ/molN/AHunter and Lias, 1998HL

Proton affinity at 298K

Proton affinity (kJ/mol) Reference Comment
886.3 ± 3.1Bouchoux, Buisson, et al., 2004MM
883.1 ± 1.9Bouchoux and Salpin, 2003T = 298K; MM

Gas basicity at 298K

Gas basicity (review) (kJ/mol) Reference Comment
855.4 ± 3.6Bouchoux, Buisson, et al., 2004MM
851.1 ± 1.9Bouchoux and Salpin, 2003T = 298K; MM
856. ± 3.Wu and Lebrilla, 1995T = 300K; MM

Protonation entropy at 298K

Protonation entropy (J/mol*K) Reference Comment
2. ± 6.Bouchoux, Buisson, et al., 2004MM

Ionization energy determinations

IE (eV) Method Reference Comment
8.9PECannington and Ham, 1983LBLHLM
8.8PEDebies and Rabalais, 1974LLK
9.21 ± 0.05EIZaretskii, Sadovskaya, et al., 1971LLK
9.25 ± 0.10EISvec and Junk, 1967RDSH
9.30CTSSlifkin and Allison, 1967RDSH
10.0PECannington and Ham, 1983Vertical value; LBLHLM

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH4N+10.27 ± 0.05?EIZaretskii, Sadovskaya, et al., 1971LLK
CH4N+10.23 ± 0.09?EISvec and Junk, 1967RDSH
CH4N+10.1 ± 0.2?EIJunk and Svec, 1963RDSH

De-protonation reactions

C2H4NO2- + Hydrogen cation = Glycine

By formula: C2H4NO2- + H+ = C2H5NO2

Quantity Value Units Method Reference Comment
Δr1434. ± 9.2kJ/molCIDCJones, Bernier, et al., 2007gas phase; B
Δr1429. ± 8.8kJ/molG+TSCaldwell, Renneboog, et al., 1989gas phase; B
Δr1433. ± 8.8kJ/molG+TSLocke and McIver, 1983gas phase; B
Δr1410. ± 5.9kJ/molEIAEMuftakhov, Vasil'ev, et al., 1999gas phase; B
Quantity Value Units Method Reference Comment
Δr1400. ± 8.4kJ/molIMRECaldwell, Renneboog, et al., 1989gas phase; B
Δr1404. ± 8.4kJ/molIMRELocke and McIver, 1983gas phase; B

Ion clustering data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible 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: Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

Potassium ion (1+) + Glycine = (Potassium ion (1+) • Glycine)

By formula: K+ + C2H5NO2 = (K+ • C2H5NO2)

Quantity Value Units Method Reference Comment
Δr126.kJ/molCIDTKlassen, Anderson, et al., 1996 

Sodium ion (1+) + Glycine = (Sodium ion (1+) • Glycine)

By formula: Na+ + C2H5NO2 = (Na+ • C2H5NO2)

Quantity Value Units Method Reference Comment
Δr161. ± 7.9kJ/molCIDCKish, Ohanessian, et al., 2003Anchor alanine=39.89
Δr164. ± 5.9kJ/molCIDTMoision and Armentrout, 2002 
Δr153.kJ/molCIDTKlassen, Anderson, et al., 1996 

IR Spectrum

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Data compiled by: Coblentz Society, Inc.


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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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

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UV/Visible spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Pestemer and Alslev-Klinker, 1949
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 11966
Instrument Quartz spectrograph
Melting point 262 dec

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, 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]

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]

Pestemer and Alslev-Klinker, 1949
Pestemer, M.; Alslev-Klinker, A., Z. Elektrochem, 1949, 53, 387. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References