Ketene
- Formula: C2H2O
- Molecular weight: 42.0367
- IUPAC Standard InChIKey: CCGKOQOJPYTBIH-UHFFFAOYSA-N
- CAS Registry Number: 463-51-4
- 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: Ethenone; Carbomethene; CH2CO; Keto-ethylene
- Permanent link for this species. Use this link for bookmarking this species for future reference.
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Gas phase thermochemistry data
Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -87.24 | kJ/mol | Ion | Orlov, Krivoruchko, et al., 1986 | Author was aware that data differs from previously reported values; ALS |
ΔfH°gas | -48. ± 2. | kJ/mol | Cm | Nuttall, Laufer, et al., 1971 | ALS |
ΔfH°gas | -61.84 | kJ/mol | Cm | Rice and Greenberg, 1934 | ALS |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
33.26 | 50. | Thermodynamics Research Center, 1997 | p=1 bar. Selected entropies and heat capacities are in excellent agreement with statistically calculated values [ Cox A.P., 1963, Moore C.B., 1963] and value of S(298.15 K) calculated by ab initio method [ East A.L.L., 1997]. Maximum discrepancies with earlier calculations [ Drayton L.G., 1948, Sundaram S., 1960] amount to 6 and 4 J/mol*K for S(T) and Cp(T), respectively. S(T) values calculated by [ Zhuravlev E.Z., 1959] are 11-13 J/mol*K lower than recommended ones.; GT |
34.23 | 100. | ||
37.92 | 150. | ||
42.74 | 200. | ||
49.59 | 273.15 | ||
51.75 | 298.15 | ||
51.91 | 300. | ||
59.49 | 400. | ||
65.61 | 500. | ||
70.66 | 600. | ||
74.94 | 700. | ||
78.64 | 800. | ||
81.88 | 900. | ||
84.71 | 1000. | ||
87.19 | 1100. | ||
89.35 | 1200. | ||
91.25 | 1300. | ||
92.91 | 1400. | ||
94.36 | 1500. |
Phase change data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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 |
---|---|---|---|---|---|
ΔvapH° | 20.4 ± 5.9 | kJ/mol | V | Reuben, 1969 | ALS |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
20.4 ± 0.1 | 209. | A,MM | Stephenson and Malanowski, 1987 | Based on data from 159. to 224. K. See also Reuben, 1969, 2.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
159.3 to 223.80 | 3.97722 | 766.685 | -30.609 | Reuben, 1969, 2 | Coefficents calculated by NIST from author's data. |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics data, Ion clustering data, 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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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
(CAS Reg. No. 77213-00-4 • 4294967295) +
= CAS Reg. No. 77213-00-4
By formula: (CAS Reg. No. 77213-00-4 • 4294967295C2H2O) + C2H2O = CAS Reg. No. 77213-00-4
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 181. ± 16. | kJ/mol | N/A | Marks, Brauman, et al., 1988 | gas phase; B |
ΔrH° | 187. ± 16. | kJ/mol | Ther | Farid and McMahon, 1980 | gas phase; Between MeCOCH2F, cyclopentadiene; value altered from reference due to change in acidity scale; B |
ΔrH° | 186. ± 16. | kJ/mol | N/A | Wenthold and Squires, 1995 | gas phase; Re-evaluation of literature thermo cycle; B |
ΔrH° | 148. ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1983 | gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 115. ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1983 | gas phase; These relative affinities are ca. 10 kcal/mol weaker than threshold values (see Wenthold and Squires, 1995) for donors greater than ca. 27 kcal/mol in free energy. This discrepancy has not yet been resolved, though the stronger value appears preferable.; B |
By formula: F- + C2H2O = (F- • C2H2O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 148. | kJ/mol | ICR | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 111. | J/mol*K | N/A | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 115. | kJ/mol | ICR | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
C2HO- + =
By formula: C2HO- + H+ = C2H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1526. ± 8.8 | kJ/mol | G+TS | Oakes, Jones, et al., 1983 | gas phase; Acid: ketene; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1497. ± 8.4 | kJ/mol | IMRB | Oakes, Jones, et al., 1983 | gas phase; Acid: ketene; value altered from reference due to change in acidity scale; B |
(C2H3O- • 4294967295) +
= C2H3O-
By formula: (C2H3O- • 4294967295C2H2O) + C2H2O = C2H3O-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 257. ± 9.6 | kJ/mol | N/A | Bartmess, Scott, et al., 1979 | gas phase; Acid: ethanal. The enol is 9.6 kcal/mol more acidic: Holmes and Lossing, 1982; value altered from reference due to change in acidity scale; B |
(CAS Reg. No. 78944-68-0 • 4294967295) +
= CAS Reg. No. 78944-68-0
By formula: (CAS Reg. No. 78944-68-0 • 4294967295C2H2O) + C2H2O = CAS Reg. No. 78944-68-0
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 143. ± 4.6 | kJ/mol | N/A | Nimlos, Soderquist, et al., 1989 | gas phase; B |
ΔrH° | 6.7 ± 9.2 | kJ/mol | Ther | DePuy, Bierbaum, et al., 1985 | gas phase; B |
By formula: HNaO + C2H2O = C2H3NaO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -208.2 ± 1.6 | kJ/mol | Cm | Nuttall, Laufer, et al., 1971 | gas phase; ALS |
ΔrH° | -197.3 | kJ/mol | Cm | Rice and Greenberg, 1934 | gas phase; ALS |
(CAS Reg. No. 64723-96-2 • 4294967295) +
= CAS Reg. No. 64723-96-2
By formula: (CAS Reg. No. 64723-96-2 • 4294967295C2H2O) + C2H2O = CAS Reg. No. 64723-96-2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 203. ± 9.6 | kJ/mol | N/A | Bartmess, Scott, et al., 1979 | gas phase; value altered from reference due to change in acidity scale; B |
(CAS Reg. No. 211040-82-3 • 4294967295) +
= CAS Reg. No. 211040-82-3
By formula: (CAS Reg. No. 211040-82-3 • 4294967295C2H2O) + C2H2O = CAS Reg. No. 211040-82-3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 122. ± 12. | kJ/mol | N/A | Taft, 1987 | gas phase; value altered from reference due to change in acidity scale; B |
By formula: C4H6O2S = C2H2O + C2H4OS
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 94.7 | kJ/mol | Eqk | Blake and Speis, 1974 | gas phase; Heat of formation derived by 77PED/RYL; ALS |
(CAS Reg. No. 84148-57-2 • 4294967295) +
= CAS Reg. No. 84148-57-2
By formula: (CAS Reg. No. 84148-57-2 • 4294967295C2H2O) + C2H2O = CAS Reg. No. 84148-57-2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 231. ± 13. | kJ/mol | N/A | Grabowski and Cheng, 1989 | gas phase; B |
By formula: C2H2O + C2H4O2 = C4H6O3
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -87.5 ± 2.2 | kJ/mol | Eqk | Blake, Davies, et al., 1971 | gas phase; ALS |
By formula: C2H2O + C4H10O = C6H12O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -146.9 | kJ/mol | Cm | Rice and Greenberg, 1934 | liquid phase; ALS |
By formula: C2H2O + C4H10O = C6H12O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -143.8 | kJ/mol | Cm | Rice and Greenberg, 1934 | liquid phase; ALS |
By formula: C2H2O + C4H10O = C6H12O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -144.5 | kJ/mol | Cm | Rice and Greenberg, 1934 | liquid phase; ALS |
By formula: C2H2O + C4H10O = C6H12O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -98.28 | kJ/mol | Cm | Rice and Greenberg, 1934 | liquid phase; ALS |
By formula: C2H2O + C3H8O = C5H10O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -150.2 | kJ/mol | Cm | Rice and Greenberg, 1934 | liquid phase; ALS |
By formula: C2H2O + C2H4OS = C4H6O2S
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -94.7 | kJ/mol | Eqk | Blake and Speis, 1974 | gas phase; ALS |
By formula: C2H2O + C2H6O = C4H8O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -152.5 | kJ/mol | Cm | Rice and Greenberg, 1934 | gas phase; ALS |
By formula: C2H2O + C3H8O = C5H10O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -147.8 | kJ/mol | Cm | Rice and Greenberg, 1934 | gas phase; ALS |
By formula: C2H2O + CH4O = C3H6O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | -154.5 | kJ/mol | Cm | Rice and Greenberg, 1934 | gas phase; ALS |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Ion clustering data, 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 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
MM - Michael M. Meot-Ner (Mautner)
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C2H2O+ (ion structure unspecified)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 9.617 ± 0.003 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 825.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 793.6 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH°(+) ion | 879. | kJ/mol | N/A | N/A | |
Quantity | Value | Units | Method | Reference | Comment |
ΔfH(+) ion,0K | 883. | kJ/mol | N/A | N/A |
Proton affinity at 298K
Proton affinity (kJ/mol) | Reference | Comment |
---|---|---|
822.9 ± 3.4 | Bouchoux and Salpin, 1999 | T = 302K; Re-evaluated thermokinetic parametric fitting by the authors using reference base GBs and PAs from Hunter and Lias, 1998; MM |
822.9 ± 3.4 | Bouchoux and Salpin, 1999 | T = 298K; MM |
Gas basicity at 298K
Gas basicity (review) (kJ/mol) | Reference | Comment |
---|---|---|
790.1 ± 1.5 | Bouchoux and Salpin, 1999 | T = 302K; Re-evaluated thermokinetic parametric fitting by the authors using reference base GBs and PAs from Hunter and Lias, 1998; MM |
790.1 ± 1.5 | Bouchoux and Salpin, 1999 | T = 298K; MM |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.6191 ± 0.0004 | PE | Niu, Bai, et al., 1993 | LL |
9.614 ± 0.008 | PI | Vogt, Williamson, et al., 1978 | LLK |
9.61 ± 0.02 | PE | Vogt, Williamson, et al., 1978 | LLK |
9.63 ± 0.02 | PE | Hall, Maier, et al., 1977 | LLK |
9.64 | PE | Baker and Turner, 1969 | RDSH |
9.61 ± 0.02 | S | Price, Teegan, et al., 1951 | RDSH |
9.64 | PE | Bock, Hirabayashi, et al., 1981 | Vertical value; LLK |
9.60 | PE | Bock, Hirabayashi, et al., 1977 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CHO+ | 16.1 ± 0.4 | CH | EI | Collin and Locht, 1970 | RDSH |
CH2+ | 13.729 ± 0.008 | CO | DER | McCulloh and Dibeler, 1976 | T = 0K; LLK |
CH2+ | 13.712 ± 0.008 | CO | PI | McCulloh and Dibeler, 1976 | T = 400K; LLK |
CH2+ | 13.8 ± 0.2 | CO | EI | Collin and Locht, 1970 | RDSH |
CO+ | 13.6 ± 0.3 | ? | EI | Collin and Locht, 1970 | RDSH |
C2HO+ | 14.9 ± 0.3 | H | EI | Collin and Locht, 1970 | RDSH |
De-protonation reactions
C2HO- + =
By formula: C2HO- + H+ = C2H2O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1526. ± 8.8 | kJ/mol | G+TS | Oakes, Jones, et al., 1983 | gas phase; Acid: ketene; value altered from reference due to change in acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1497. ± 8.4 | kJ/mol | IMRB | Oakes, Jones, et al., 1983 | gas phase; Acid: ketene; value altered from reference due to change in acidity scale; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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
(C2H3O- • 4294967295) +
= C2H3O-
By formula: (C2H3O- • 4294967295C2H2O) + C2H2O = C2H3O-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 257. ± 9.6 | kJ/mol | N/A | Bartmess, Scott, et al., 1979 | gas phase; Acid: ethanal. The enol is 9.6 kcal/mol more acidic: Holmes and Lossing, 1982; value altered from reference due to change in acidity scale; B |
By formula: F- + C2H2O = (F- • C2H2O)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 148. | kJ/mol | ICR | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 111. | J/mol*K | N/A | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 115. | kJ/mol | ICR | Larson and McMahon, 1983 | gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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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. |
---|---|
NIST MS number | 55 |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, 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.
Orlov, Krivoruchko, et al., 1986
Orlov, V.M.; Krivoruchko, A.A.; Misharev, A.D.; Takhistov, V.V.,
Enthalpy of vapor phase formation of ketene, ethynol, and their analogs,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, 2404-2405. [all data]
Nuttall, Laufer, et al., 1971
Nuttall, R.L.; Laufer, A.H.; Kilday, M.V.,
The enthalpy of formation of ketene,
J. Chem. Thermodyn., 1971, 3, 167-174. [all data]
Rice and Greenberg, 1934
Rice, F.O.; Greenberg, J.,
Ketene. III. Heat of formation and heat of reaction with alcohols,
J. Am. Chem. Soc., 1934, 38, 2268-2270. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Cox A.P., 1963
Cox A.P.,
Fundamental vibrational frequencies in ketene and the deuteroketenes,
J. Chem. Phys., 1963, 38, 1636-1643. [all data]
Moore C.B., 1963
Moore C.B.,
Infrared spectrum and vibrational potential function of ketene and the deuterated ketenes,
J. Chem. Phys., 1963, 38, 2816-2829. [all data]
East A.L.L., 1997
East A.L.L.,
Ab initio statistical thermodynamical models for the computation of third-law entropies,
J. Chem. Phys., 1997, 106, 6655-6674. [all data]
Drayton L.G., 1948
Drayton L.G.,
The infrared spectrum of ketene,
J. Chem. Soc., 1948, 1416-1419. [all data]
Sundaram S., 1960
Sundaram S.,
Potential energy constants, rotational distortion constants, and thermodynamic properties of H2C=C=O and D2C=C=O,
J. Chem. Phys., 1960, 32, 1554-1556. [all data]
Zhuravlev E.Z., 1959
Zhuravlev E.Z.,
Isotopic effect on thermodynamic functions of some organic deuterocompounds in the ideal gas state,
Tr. Khim. i Khim. Tekhnol., 1959, 2, 475-485. [all data]
Reuben, 1969
Reuben, B.G.,
Vapor pressure of ketene,
J. Chem. Eng. Data, 1969, 14, 235. [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]
Reuben, 1969, 2
Reuben, Bryan G.,
Vapor pressure of ketene,
J. Chem. Eng. Data, 1969, 14, 2, 235-236, https://doi.org/10.1021/je60041a008
. [all data]
Marks, Brauman, et al., 1988
Marks, J.; Brauman, J.I.; Mead, R.D.; Lykke, K.R.; Lineberger, W.C.,
Spectroscopy and Dynamics of the Dipole Supported State of Acetyl Fluoride Enolate Anion,
J. Chem. Phys., 1988, 88, 11, 6785, https://doi.org/10.1063/1.454424
. [all data]
Farid and McMahon, 1980
Farid, R.; McMahon, T.B.,
The gas phase acidities of fluorinated acetones. An ICR investigation of the role of fluorine substituents in the stabilization of planar carbanions,
Can. J. Chem., 1980, 58, 2307. [all data]
Wenthold and Squires, 1995
Wenthold, P.G.; Squires, R.R.,
Bond dissociation energies of F2(-) and HF2(-). A gas-phase experimental and G2 theoretical study,
J. Phys. Chem., 1995, 99, 7, 2002, https://doi.org/10.1021/j100007a034
. [all data]
Larson and McMahon, 1983
Larson, J.W.; McMahon, T.B.,
Strong hydrogen bonding in gas-phase anions. An ion cyclotron resonance determination of fluoride binding energetics to bronsted acids from gas-phase fluoride exchange equilibria measurements,
J. Am. Chem. Soc., 1983, 105, 2944. [all data]
Arshadi, Yamdagni, et al., 1970
Arshadi, M.; Yamdagni, R.; Kebarle, P.,
Hydration of Halide Negative Ions in the Gas Phase. II. Comparison of Hydration Energies for the Alkali Positive and Halide Negative Ions,
J. Phys. Chem., 1970, 74, 7, 1475, https://doi.org/10.1021/j100702a014
. [all data]
Oakes, Jones, et al., 1983
Oakes, J.M.; Jones, M.E.; Bierbaum, V.M.; Ellison, G.B.,
Photoelectron spectroscopy of CCO- and HCCO-,
J. Phys. Chem., 1983, 87, 4810. [all data]
Bartmess, Scott, et al., 1979
Bartmess, J.E.; Scott, J.A.; McIver, R.T., Jr.,
The gas phase acidity scale from methanol to phenol,
J. Am. Chem. Soc., 1979, 101, 6047. [all data]
Holmes and Lossing, 1982
Holmes, J.L.; Lossing, F.P.,
Heats of formation of the ionic and neutral enols of acetaldehyde and acetone,
J. Am. Chem. Soc., 1982, 104, 2648. [all data]
Nimlos, Soderquist, et al., 1989
Nimlos, M.R.; Soderquist, J.A.; Ellison, G.B.,
Spectroscopy of CH3CO- and CH3CO,
J. Am. Chem. Soc., 1989, 111, 20, 7675, https://doi.org/10.1021/ja00202a001
. [all data]
DePuy, Bierbaum, et al., 1985
DePuy, C.H.; Bierbaum, V.M.; Damrauer, R.; Soderquist, J.A.,
Gas-phase reactions of the acetyl anion,
J. Am. Chem. Soc., 1985, 107, 3385. [all data]
Taft, 1987
Taft, R.W.,
The Nature and Analysis of Substitutent Electronic Effects,
Personal communication. See also Prog. Phys. Org. Chem., 1987, 16, 1. [all data]
Blake and Speis, 1974
Blake, P.G.; Speis, A.,
Reactions of keten. Part IV. Kinetics and thermodynamics of the gas-phase reaction: Thioacetic acid + keten = acetic Thioanhydride,
J. Chem. Soc. Perkin Trans. 2, 1974, 1879-1881. [all data]
Grabowski and Cheng, 1989
Grabowski, J.J.; Cheng, X.,
Gas-Phase Formation of the Enolate Monoanion of Acetic Acid by Proton Abstraction,
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Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Mass spectrum (electron ionization), References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy ΔfH(+) ion,0K Enthalpy of formation of positive ion at 0K ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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