Acetic acid
- Formula: C2H4O2
- Molecular weight: 60.0520
- IUPAC Standard InChIKey: QTBSBXVTEAMEQO-UHFFFAOYSA-N
- CAS Registry Number: 64-19-7
- 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. - Isotopologues:
- Other names: Ethanoic acid; Ethylic acid; Glacial acetic acid; Methanecarboxylic acid; Vinegar acid; CH3COOH; Acetasol; Acide acetique; Acido acetico; Azijnzuur; Essigsaeure; Octowy kwas; Acetic acid, glacial; Kyselina octova; UN 2789; Aci-jel; Shotgun; Ethanoic acid monomer; NSC 132953
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Gas phase thermochemistry data
- Condensed phase thermochemistry data
- Reaction thermochemistry data: reactions 1 to 50, reactions 51 to 79
- Henry's Law data
- Ion clustering data
- IR Spectrum
- Mass spectrum (electron ionization)
- UV/Visible spectrum
- Vibrational and/or electronic energy levels
- Gas Chromatography
- Data at other public NIST sites:
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- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
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Phase change data
Go To: Top, 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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 |
---|---|---|---|---|---|
Tboil | 391.2 ± 0.6 | K | AVG | N/A | Average of 80 out of 90 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 289.6 ± 0.5 | K | AVG | N/A | Average of 8 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 289.8 | K | N/A | Wilhoit, Chao, et al., 1985 | Uncertainty assigned by TRC = 0.05 K; TRC |
Ttriple | 289.69 | K | N/A | Martin and Andon, 1982 | Uncertainty assigned by TRC = 0.04 K; TRC |
Ttriple | 289.8 | K | N/A | Parks and Kelley, 1925 | Uncertainty assigned by TRC = 0.15 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 593. ± 3. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 57.05 | atm | N/A | Andereya and Chase, 1990 | Uncertainty assigned by TRC = 0.20 atm; TRC |
Pc | 57.5279 | atm | N/A | D'Souza and Teja, 1987 | Uncertainty assigned by TRC = 0.89 atm; Ambrose's procedure; TRC |
Pc | 57.10 | atm | N/A | Ambrose, Ellender, et al., 1977 | Uncertainty assigned by TRC = 0.08 atm; TRC |
Pc | 57.11 | atm | N/A | Young, 1910 | Uncertainty assigned by TRC = 0.99995 atm; TRC |
Pc | 57.110 | atm | N/A | Young, 1891 | Uncertainty assigned by TRC = 0.2631 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 5.84 | mol/l | N/A | Vandana and Teja, 1995 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
ρc | 5.838 | mol/l | N/A | Young, 1910 | Uncertainty assigned by TRC = 0.02 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 12.0 | kcal/mol | CGC | Verevkin, 2000 | Based on data from 303. to 378. K.; AC |
ΔvapH° | 12.3 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 12.3 ± 0.36 | kcal/mol | C | Konicek and Wadso, 1970 | ALS |
ΔvapH° | 12.3 ± 0.38 | kcal/mol | C | Konicek, Wadsö, et al., 1970 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.66 | 391.1 | N/A | Majer and Svoboda, 1985 | |
9.35 | 360. | EB | Muñoz and Krähenbühl, 2001 | Based on data from 345. to 383. K.; AC |
9.78 | 335. | N/A | Vercher, Vázquez, et al., 2001 | Based on data from 320. to 395. K.; AC |
9.06 | 406. | A | Stephenson and Malanowski, 1987 | Based on data from 391. to 550. K.; AC |
10.0 | 305. | A | Stephenson and Malanowski, 1987 | Based on data from 290. to 396. K.; AC |
9.25 | 406. | A | Stephenson and Malanowski, 1987 | Based on data from 391. to 447. K.; AC |
9.11 | 452. | A | Stephenson and Malanowski, 1987 | Based on data from 437. to 535. K.; AC |
9.27 | 540. | A | Stephenson and Malanowski, 1987 | Based on data from 525. to 593. K.; AC |
9.94 | 304. | A | Stephenson and Malanowski, 1987 | Based on data from 289. to 392. K. See also Dykyj, 1970.; AC |
10.3 | 308. | N/A | Tamir, Dragoescu, et al., 1983 | AC |
9.63 | 340. | N/A | McDonald, Shrader, et al., 1959 | Based on data from 325. to 391. K.; AC |
9.94 | 318. | MM | Potter and Ritter, 1954 | Based on data from 303. to 399. K.; AC |
Enthalpy of vaporization
ΔvapH = A exp(-αTr)
(1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | 298. to 392. |
---|---|
A (kcal/mol) | 5.459 |
α | 0.0184 |
β | -0.0454 |
Tc (K) | 592.7 |
Reference | Majer and Svoboda, 1985 |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference |
---|---|---|---|---|
290.26 to 391.01 | 4.67635 | 1642.54 | -39.764 | McDonald, Shrader, et al., 1959 |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
16.1 ± 0.2 | 223. | TE,ME | Calis-Van Ginkel, Calis, et al., 1978 | Based on data from 213. to 230. K.; AC |
17. ± 0.2 | 213. | TE,ME | Calis-Van Ginkel, Calis, et al., 1978 | Based on data from 213. to 230. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.801 | 298.7 | Domalski and Hearing, 1996 | See also Martin and Andon, 1982, 2.; AC |
2.8031 | 289.9 | Parks and Kelley, 1925, 2 | DH |
2.588 | 289.8 | Louguinine and Dupont, 1911 | AC |
2.753 | 283.7 | Meyer, 1910 | AC |
2.6592 | 290.06 | Pickering, 1895 | DH |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.673 | 289.9 | Parks and Kelley, 1925, 2 | DH |
9.168 | 290.06 | Pickering, 1895 | DH |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
2.8011 | 298.69 | crystaline, I | liquid | Martin and Andon, 1982, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.68 | 298.69 | crystaline, I | liquid | Martin and Andon, 1982, 2 | DH |
Gas phase ion energetics data
Go To: Top, Phase change 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
L - 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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
LL - Sharon G. Lias and Joel F. Liebman
View reactions leading to C2H4O2+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 10.65 ± 0.02 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 187.3 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 179.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.63 | PI | Traeger, McLouglin, et al., 1982 | LBLHLM |
10.66 | EI | Holmes, Fingas, et al., 1981 | LLK |
10.66 ± 0.05 | EI | Holmes and Lossing, 1980 | LLK |
10.66 | EI | Holmes and Lossing, 1980, 2 | LLK |
10.66 ± 0.05 | PI | Akopyan and Villem, 1976 | LLK |
10.664 ± 0.003 | PI | Watanabe, Yokoyama, et al., 1974 | LLK |
10.644 ± 0.002 | PI | Knowles and Nicholson, 1974 | LLK |
10.65 | PE | Watanabe, Yokoyama, et al., 1973 | LLK |
10.69 ± 0.03 | PE | Thomas, 1972 | LLK |
10.70 | PE | Sweigart and Turner, 1972 | LLK |
10.37 ± 0.03 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
10.38 ± 0.03 | PI | Vilesov, 1960 | RDSH |
10.35 ± 0.03 | PI | Watanabe, 1957 | RDSH |
10.9 | PE | Von Niessen, Bieri, et al., 1980 | Vertical value; LLK |
10.84 | PE | Carnovale, Gan, et al., 1980 | Vertical value; LLK |
10.63 | PE | Benoit and Harrison, 1977 | Vertical value; LLK |
11.5 | PE | Rao, 1975 | Vertical value; LLK |
10.87 | PE | Kimura, Katsumata, et al., 1975 | Vertical value; LLK |
10.8 | PE | Green and Hayes, 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C+ | 22.0 ± 0.5 | H2+HCOOH | EI | Stepanov, Perov, et al., 1988 | LL |
CHO2+ | 12.27 ± 0.05 | CH3 | EI | Haney and Franklin, 1969 | RDSH |
CHO2+ | 12.9 ± 0.1 | CH3 | EI | Shigorin, Filyugina, et al., 1966 | RDSH |
CH3+ | 14.0 ± 0.15 | ? | EI | Haney and Franklin, 1969 | RDSH |
CH3O+ | 12.05 ± 0.10 | CHO | EI | Selim and Helal, 1981 | LLK |
CO+ | 15.3 ± 0.1 | CH3OH | EI | Shigorin, Filyugina, et al., 1966 | RDSH |
C2H3O+ | 11.54 | OH | PI | Traeger, McLouglin, et al., 1982 | LBLHLM |
C2H3O+ | 11.75 | OH | EI | Haney and Franklin, 1969 | RDSH |
C2H3O+ | 11.4 ± 0.15 | OH | EI | Shigorin, Filyugina, et al., 1966 | RDSH |
OH+ | 15.1 | ? | EI | Majer, Patrick, et al., 1961 | RDSH |
De-protonation reactions
By formula: C2H3O2- + H+ = C2H4O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 348.2 ± 1.4 | kcal/mol | CIDC | Angel and Ervin, 2006 | gas phase; B |
ΔrH° | 348.1 ± 2.2 | kcal/mol | G+TS | Taft and Topsom, 1987 | gas phase; B |
ΔrH° | 348.6 ± 2.1 | kcal/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
ΔrH° | 348.7 ± 2.2 | kcal/mol | G+TS | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
ΔrH° | 343.20 ± 0.70 | kcal/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 341.1 ± 2.0 | kcal/mol | IMRE | Taft and Topsom, 1987 | gas phase; B |
ΔrG° | 341.5 ± 2.0 | kcal/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
ΔrG° | 341.7 ± 2.0 | kcal/mol | IMRE | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
C2H3O2- + =
By formula: C2H3O2- + H+ = C2H4O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 368.0 ± 3.1 | kcal/mol | G+TS | Grabowski and Cheng, 1989 | gas phase; B |
ΔrH° | 367.8 ± 4.6 | kcal/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 361.2 ± 3.0 | kcal/mol | IMRB | Grabowski and Cheng, 1989 | gas phase; B |
References
Go To: Top, 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.
Wilhoit, Chao, et al., 1985
Wilhoit, R.C.; Chao, J.; Hall, K.R.,
Thermodynamic Properties of Key Organic Compounds in the Carbon Range C1 to C4. Part 1. Properties of Condensed Phases,
J. Phys. Chem. Ref. Data, 1985, 14, 1. [all data]
Martin and Andon, 1982
Martin, J.F.; Andon, R.J.L.,
Thermodynamic properties of organic oxygen compounds. Part LII. Molar heat capacity of ethanoic, propanoic, and butanoic acids.,
J. Chem. Thermodyn., 1982, 14, 679-88. [all data]
Parks and Kelley, 1925
Parks, G.S.; Kelley, K.K.,
Thermal Data on Organic Compounds II. The Heat Capacities of Five Organic Compounds. The Entropies and Free Energies of Some Homologous Series of Aliphatic Compounds,
J. Am. Chem. Soc., 1925, 47, 2089-97. [all data]
Andereya and Chase, 1990
Andereya, E.; Chase, J.D.,
Chem. Eng. Technol., 1990, 13, 304-12. [all data]
D'Souza and Teja, 1987
D'Souza, R.; Teja, A.S.,
The prediction of the vapor pressures of carboxylic acids,
Chem. Eng. Commun., 1987, 61, 13. [all data]
Ambrose, Ellender, et al., 1977
Ambrose, D.; Ellender, J.H.; Sprake, C.H.S.; Townsend, R.,
Thermo. Prop. of Org. Oxygen Compounds XLV. The Vapor Pressure of Acetic Acid,
J. Chem. Thermodyn., 1977, 9, 735. [all data]
Young, 1910
Young, S.,
The Internal Heat of Vaporization constants of thirty pure substances,
Sci. Proc. R. Dublin Soc., 1910, 12, 374. [all data]
Young, 1891
Young, S.,
J. Chem. Soc., 1891, 59, 903. [all data]
Vandana and Teja, 1995
Vandana, V.; Teja, A.S.,
The critical temperatures and densities of acetic acid-water mixtures,
Fluid Phase Equilib., 1995, 103, 113-18. [all data]
Verevkin, 2000
Verevkin, S.P.,
Measurement and Prediction of the Monocarboxylic Acids Thermochemical Properties,
J. Chem. Eng. Data, 2000, 45, 5, 953-960, https://doi.org/10.1021/je990282m
. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Konicek and Wadso, 1970
Konicek, J.; Wadso, I.,
Enthalpies of vaporization of organic compounds. VII. Some carboxylic acids,
Acta Chem. Scand., 1970, 24, 2612-26. [all data]
Konicek, Wadsö, et al., 1970
Konicek, Jiri; Wadsö, Ingemar; Munch-Petersen, J.; Ohlson, Ragnar; Shimizu, Akira,
Enthalpies of Vaporization of Organic Compounds. VII. Some Carboxylic Acids.,
Acta Chem. Scand., 1970, 24, 2612-2616, https://doi.org/10.3891/acta.chem.scand.24-2612
. [all data]
Muñoz and Krähenbühl, 2001
Muñoz, Laura A.L.; Krähenbühl, M. Alvina,
Isobaric Vapor Liquid Equilibrium (VLE) Data of the Systems n -Butanol + Butyric Acid and n -Butanol + Acetic Acid,
J. Chem. Eng. Data, 2001, 46, 1, 120-124, https://doi.org/10.1021/je000033u
. [all data]
Vercher, Vázquez, et al., 2001
Vercher, Ernesto; Vázquez, M. Isabel; Martínez-Andreu, Antoni,
Isobaric Vapor-Liquid Equilibria for Water + Acetic Acid + Lithium Acetate,
J. Chem. Eng. Data, 2001, 46, 6, 1584-1588, https://doi.org/10.1021/je010106p
. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Dykyj, 1970
Dykyj, J.,
Petrochemica, 1970, 10, 2, 51. [all data]
Tamir, Dragoescu, et al., 1983
Tamir, Abraham; Dragoescu, Claudia; Apelblat, Alexander; Wisniak, Jaime,
Heats of vaporization and vapor-liquid equilibria in associated solutions containing formic acid, acetic acid, propionic acid and carbon tetrachloride,
Fluid Phase Equilibria, 1983, 10, 1, 9-42, https://doi.org/10.1016/0378-3812(83)80002-8
. [all data]
McDonald, Shrader, et al., 1959
McDonald, R.A.; Shrader, S.A.; Stull, D.R.,
Vapor Pressures and Freezing Points of Thirty Pure Organic Compounds.,
J. Chem. Eng. Data, 1959, 4, 4, 311-313, https://doi.org/10.1021/je60004a009
. [all data]
Potter and Ritter, 1954
Potter, Andrew E.; Ritter, H.L.,
The Vapor Pressure of Acetic Acid and Acetic-d 3 Acid-d. The Liquid Density of Acetic-d 3 Acid-d,
J. Phys. Chem., 1954, 58, 11, 1040-1042, https://doi.org/10.1021/j150521a025
. [all data]
Calis-Van Ginkel, Calis, et al., 1978
Calis-Van Ginkel, C.H.D.; Calis, G.H.M.; Timmermans, C.W.M.; de Kruif, C.G.; Oonk, H.A.J.,
Enthalpies of sublimation and dimerization in the vapour phase of formic, acetic, propanoic, and butanoic acids,
The Journal of Chemical Thermodynamics, 1978, 10, 11, 1083-1088, https://doi.org/10.1016/0021-9614(78)90082-4
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
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. [all data]
Martin and Andon, 1982, 2
Martin, J.F.; Andon, R.J.L.,
Thermodynamic properties of organic oxygen compounds. Part LII. Molar heat capacity of ethanoic, propanoic, and butanoic acids,
J. Chem. Thermodynam., 1982, 14, 679-688. [all data]
Parks and Kelley, 1925, 2
Parks, G.S.; Kelley, K.K.,
Thermal data on organic compounds. II. The heat capacities of five organic compounds. The entropies and free energies of some homologous series of aliphatic compounds,
J. Am. Chem. Soc., 1925, 47, 2089-2097. [all data]
Louguinine and Dupont, 1911
Louguinine, W.; Dupont, G.,
Bull. Soc. Chim. Fr., 1911, 9, 219. [all data]
Meyer, 1910
Meyer, J.,
Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1910, 72, 225. [all data]
Pickering, 1895
Pickering, S.U.,
A comparison of some properties of acetic acid and its chloro- and bromo-derivatives,
J. Chem. Soc., 1895, 67, 664-684. [all data]
Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G.,
Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update,
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. [all data]
Traeger, McLouglin, et al., 1982
Traeger, J.C.; McLouglin, R.G.; Nicholson, A.J.C.,
Heat of formation for acetyl cation in the gas phase,
J. Am. Chem. Soc., 1982, 104, 5318. [all data]
Holmes, Fingas, et al., 1981
Holmes, J.L.; Fingas, M.; Lossing, F.P.,
Towards a general scheme for estimating the heats of formation of organic ions in the gas phase. Part I. Odd-electron cations,
Can. J. Chem., 1981, 59, 80. [all data]
Holmes and Lossing, 1980
Holmes, J.L.; Lossing, F.P.,
Thermochemistry and unimolecular reactions of ionized acetic acid and its enol in the gas phase.,
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Holmes and Lossing, 1980, 2
Holmes, J.L.; Lossing, F.P.,
Gas-phase heats of formation of keto and enol ions of carbonyl compounds.,
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Akopyan and Villem, 1976
Akopyan, M.E.; Villem, Ya.Ya.,
Ion-molecule reactions in the photoionization of formic and acetic acid vapors,
High Energy Chem., 1976, 10, 24. [all data]
Watanabe, Yokoyama, et al., 1974
Watanabe, I.; Yokoyama, Y.; Ikeda, S.,
Vibrational structures in the He(I) photoelectron spectra of carboxylic acids,
Bull. Chem. Soc. Jpn., 1974, 47, 627. [all data]
Knowles and Nicholson, 1974
Knowles, D.J.; Nicholson, A.J.C.,
Ionization energies of formic and acetic acid monomers,
J. Chem. Phys., 1974, 60, 1180. [all data]
Watanabe, Yokoyama, et al., 1973
Watanabe, I.; Yokoyama, Y.; Ikeda, S.,
Lone pair ionization potentials of carboxylic acids determined by He(I) photoelectron spectroscopy,
Bull. Chem. Soc. Jpn., 1973, 46, 1959. [all data]
Thomas, 1972
Thomas, R.K.,
Photoelectron spectroscopy of hydrogen-bonded systems: spectra of monomers, dimers and mixed complexes of carboxylic acides,
Proc. R. Soc. London A:, 1972, 331, 249. [all data]
Sweigart and Turner, 1972
Sweigart, D.A.; Turner, D.W.,
Lone pair orbitals and their interactions studied by photoelectron spectroscopy. I. Carboxylic acids and their derivatives,
J. Am. Chem. Soc., 1972, 94, 5592. [all data]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Vilesov, 1960
Vilesov, F.I.,
The photoionization of vapors of compounds whose molecules contain carbonyl groups,
Dokl. Phys. Chem., 1960, 132, 521, In original 1332. [all data]
Watanabe, 1957
Watanabe, K.,
Ionization potentials of some molecules,
J. Chem. Phys., 1957, 26, 542. [all data]
Von Niessen, Bieri, et al., 1980
Von Niessen, W.; Bieri, G.; Asbrink, L.,
30.4 nm He(II) photoelectron spectra of organic molecules. Part III. Oxo-compounds (C,H,O),
J. Electron Spectrosc. Relat. Phenom., 1980, 21, 175. [all data]
Carnovale, Gan, et al., 1980
Carnovale, F.; Gan, T.H.; Peel, J.B.,
Photoelectron spectroscopic studies of the monomers and dimers of acetic and trifluoracetic acids,
J. Electron Spectrosc. Relat. Phenom., 1980, 20, 53. [all data]
Benoit and Harrison, 1977
Benoit, F.M.; Harrison, A.G.,
Predictive value of proton affinity. Ionization energy correlations involving oxygenated molecules,
J. Am. Chem. Soc., 1977, 99, 3980. [all data]
Rao, 1975
Rao, C.N.R.,
Lone-pair ionization bands of chromophores in the photoelectron spectra of organic molecules,
Indian J. Chem., 1975, 13, 950. [all data]
Kimura, Katsumata, et al., 1975
Kimura, K.; Katsumata, S.; Yamazaki, T.; Wakabayashi, H.,
UV photoelectron spectra and sum rule consideration; out-of-plane orbitals of unsaturated compounds with planar-skeleton structure,
J. Electron Spectrosc. Relat. Phenom., 1975, 6, 41. [all data]
Green and Hayes, 1975
Green, J.C.; Hayes, A.J.,
Ionization energies of an Mo-Mo quadruple bond; a He(I) photoelectron study of some molybdenum-dycarboxylate dimers,
Chem. Phys. Lett., 1975, 31, 306. [all data]
Stepanov, Perov, et al., 1988
Stepanov, A.N.; Perov, A.A.; Kabanov, S.P.; Simonov, A.P.,
Formation of long-lived, highly excited atoms during dissociative excitation of CH3CN, CH3CH2OH, CH3COOH, HCOOH, and C4H4S molecules on electron impact,
Russ. J. Phys. Chem., 1988, 22, 81. [all data]
Haney and Franklin, 1969
Haney, M.A.; Franklin, J.L.,
Excess energies in mass spectra of some oxygen-containing organic compounds,
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Heat of formation of CH2=OH+ fragment ion,
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. [all data]
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. [all data]
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. [all data]
Notes
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- Symbols used in this document:
AE Appearance energy IE (evaluated) Recommended ionization energy Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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