Formic acid
- Formula: CH2O2
- Molecular weight: 46.0254
- IUPAC Standard InChIKey: BDAGIHXWWSANSR-UHFFFAOYSA-N
- CAS Registry Number: 64-18-6
- 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: Methanoic acid; Aminic acid; Bilorin; Collo-Bueglatt; Collo-Didax; Formisoton; Formylic acid; Hydrogen carboxylic acid; Myrmicyl; HCOOH; Acide formique; Acido formico; Ameisensaeure; Kwas metaniowy; Kyselina mravenci; Mierenzuur; Rcra waste number U123; UN 1779; Formira; Add-F; Amasil
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
- NIST / TRC Web Thermo Tables, "lite" edition (thermophysical and thermochemical data)
- NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)
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, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -378.6 | kJ/mol | Cm | Guthrie, 1974 | Heat of hydrolysis; ALS |
ΔfH°gas | -379.0 | kJ/mol | N/A | Lebedeva, 1964 | Value computed using ΔfHliquid° value of -425.5±0.3 kj/mol from Lebedeva, 1964 and ΔvapH° value of 46.5 kj/mol from Guthrie, 1974.; DRB |
ΔfH°gas | -379.2 ± 0.6 | kJ/mol | Ccb | Lebedeva, 1964 | Value computed using ΔfHliquid° from Lebedeva, 1964 and ΔvapH° value of 46.3 kJ/mol from Konicek and Wadso, 1970.; DRB |
ΔfH°gas | -378.3 | kJ/mol | N/A | Sinke, 1959 | Value computed using ΔfHliquid° value of -424.8±0.3 kj/mol from Sinke, 1959 and ΔvapH° value of 46.5 kj/mol from Guthrie, 1974.; DRB |
ΔfH°gas | -378.5 ± 0.6 | kJ/mol | Ccb | Sinke, 1959 | Value computed using ΔfHliquid° from Sinke, 1959 and ΔvapH° value of 46.3 kJ/mol from Konicek and Wadso, 1970.; DRB |
Quantity | Value | Units | Method | Reference | Comment |
S°gas | 248.70 ± 0.42 | J/mol*K | N/A | Millikan R.C., 1957 | Other third-law S(298.15 K) value is 248.11(1.26) J/mol*K [ Halford J.O., 1942, Millikan R.C., 1957]. Please also see Waring W., 1952.; GT |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
33.26 | 50. | Chao J., 1986 | p=1 bar. Selected entropies and heat capacities are in close agreement with statistically calculated values [ Fukushima K., 1971] and value of S(298.15 K) calculated by ab initio method [ East A.L.L., 1997]. Maximum discrepancies with other statistical calculations [ Waring W., 1952, Green J.H.S., 1961, Gurvich, Veyts, et al., 1989] amount to 1.1-3.9 J/mol*K for S(T) and 3.0-5.9 J/mol*K for Cp(T). Please also see Chao J., 1978.; GT |
33.44 | 100. | ||
34.91 | 150. | ||
37.83 | 200. | ||
43.54 | 273.15 | ||
45.68 ± 0.07 | 298.15 | ||
45.84 | 300. | ||
54.52 | 400. | ||
62.63 | 500. | ||
69.81 | 600. | ||
76.04 | 700. | ||
81.34 | 800. | ||
85.77 | 900. | ||
89.40 | 1000. | ||
92.33 | 1100. | ||
94.65 | 1200. | ||
96.48 | 1300. | ||
97.91 | 1400. | ||
99.02 | 1500. |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, Ion clustering 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 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. 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
By formula: Cl- + CH2O2 = (Cl- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 115. ± 8.4 | kJ/mol | TDAs | French, Ikuta, et al., 1982 | gas phase; B,M |
ΔrH° | 116. ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
ΔrH° | 107. ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1984 | gas phase; B,M |
ΔrH° | 156. ± 8.4 | kJ/mol | TDAs | Yamdagni and Kebarle, 1971 | gas phase; In serious disagreement with other's values. Source of error not obvious.; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 103. | J/mol*K | PHPMS | French, Ikuta, et al., 1982 | gas phase; M |
ΔrS° | 101. | J/mol*K | N/A | Larson and McMahon, 1984, 2 | gas phase; switching reaction(Cl-)t-C4H9OH, Entropy change calculated or estimated; French, Ikuta, et al., 1982; M |
ΔrS° | 166. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1971 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 84.1 ± 8.4 | kJ/mol | TDAs | French, Ikuta, et al., 1982 | gas phase; B |
ΔrG° | 77.0 ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1984 | gas phase; B,M |
ΔrG° | 106. ± 8.4 | kJ/mol | TDAs | Yamdagni and Kebarle, 1971 | gas phase; In serious disagreement with other's values. Source of error not obvious.; B |
By formula: CHO2- + H+ = CH2O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1449. ± 5.0 | kJ/mol | D-EA | Kim, Bradforth, et al., 1995 | gas phase; dHacid(0K) = 344.67±0.62 kcal/mol; B |
ΔrH° | 1445. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 1445. ± 9.2 | kJ/mol | G+TS | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
ΔrH° | 1444. ± 12. | kJ/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
ΔrH° | 1423. ± 19. | kJ/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1419. ± 6.3 | kJ/mol | H-TS | Kim, Bradforth, et al., 1995 | gas phase; dHacid(0K) = 344.67±0.62 kcal/mol; B |
ΔrG° | 1415. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 1416. ± 8.4 | kJ/mol | IMRE | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
ΔrG° | 1415. ± 8.4 | kJ/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
By formula: F- + CH2O2 = (F- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 190. ± 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,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 101. | 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° | 159. ± 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,M |
By formula: CH5O+ + CH2O2 = (CH5O+ • CH2O2)
Bond type: Hydrogen bonds of the type OH-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 134. | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 116. | J/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 99.6 | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
By formula: I- + CH2O2 = (I- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.1 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B,M |
ΔrH° | 54.0 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; Authors suggest real value somewhere between this and Caldwell and Kebarle, 1984; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 86.6 | J/mol*K | PHPMS | Caldwell and Kebarle, 1984 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 53.1 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B |
By formula: (Cl- • CH2O2) + CH2O2 = (Cl- • 2CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 46.9 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
ΔrH° | 143. ± 13. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 230. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: (Cl- • 4CH2O2) + CH2O2 = (Cl- • 5CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 42.3 ± 8.4 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 48.1 | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: (Cl- • 2CH2O2) + CH2O2 = (Cl- • 3CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 93. ± 11. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 150. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: CHO2- + CH2O2 = (CHO2- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 154. ± 4.2 | kJ/mol | N/A | Meot-Ner and Sieck, 1986 | gas phase; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 164. | J/mol*K | PHPMS | Meot-Ner and Sieck, 1986 | gas phase; large ΔrH, ΔrS,; cyclic structure? pyrolysis?; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 105. ± 6.7 | kJ/mol | TDAs | Meot-Ner and Sieck, 1986 | gas phase; B |
By formula: (CHO2- • 4CH2O2) + CH2O2 = (CHO2- • 5CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 42.3 ± 8.4 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 50. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: (Cl- • 3CH2O2) + CH2O2 = (Cl- • 4CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 59.0 ± 9.2 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 84. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • 3CH2O2) + CH2O2 = (CHO2- • 4CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 59.4 ± 8.8 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 90.0 | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • 2CH2O2) + CH2O2 = (CHO2- • 3CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 84. ± 11. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 130. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • CH2O2) + CH2O2 = (CHO2- • 2CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 109. ± 13. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 140. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: CH6N+ + CH2O2 = (CH6N+ • CH2O2)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.5 | kJ/mol | PHPMS | Meot-Ner, 1984 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner, 1984 | gas phase; M |
By formula: CH2NO5- + H2O + CH2O2 = CH4NO6-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 18.4 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
+ = CH2BrO2-
By formula: Br- + CH2O2 = CH2BrO2-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 72.0 ± 7.1 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
By formula: CH2IO2- + 2CH2O2 = C2H4IO4-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 41.8 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
+ = CH2NO5-
By formula: NO3- + CH2O2 = CH2NO5-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 47.70 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 1998 | gas phase; B |
By formula: CH2BrO2- + 2CH2O2 = C2H4BrO4-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 40. ± 7.1 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Ion clustering 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
IE (evaluated) | 11.33 ± 0.01 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 742.0 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 710.3 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
11.31 | PI | Traeger, 1985 | LBLHLM |
11.329 ± 0.002 | S | Bell, Ng, et al., 1975 | LLK |
11.16 ± 0.03 | PI | Warneck, 1974 | LLK |
11.314 ± 0.002 | PI | Knowles and Nicholson, 1974 | LLK |
11.3 | PE | Watanabe, Yokoyama, et al., 1973 | LLK |
11.33 | PE | Watanabe, Yokoyama, et al., 1973, 2 | LLK |
11.35 ± 0.03 | PE | Thomas, 1972 | LLK |
11.16 ± 0.03 | PI | Matthews and Warneck, 1969 | RDSH |
11.33 | PE | Brundle, Turner, et al., 1969 | RDSH |
11.05 ± 0.03 | PI | Vilesov, 1960 | RDSH |
11.05 ± 0.01 | PI | Watanabe, 1957 | RDSH |
11.33 | S | Price and Evans, 1937 | RDSH |
11.5 | PE | Von Niessen, Bieri, et al., 1980 | Vertical value; LLK |
11.34 | PE | Benoit and Harrison, 1977 | Vertical value; LLK |
10.7 | PE | Rao, 1975 | Vertical value; LLK |
11.51 | PE | Kimura, Katsumata, et al., 1975 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C+ | 22.7 ± 0.5 | O+H2O | EI | Stepanov, Perov, et al., 1988 | LL |
CHO+ | 12.76 | OH | PI | Traeger, 1985 | LBLHLM |
CHO+ | 13.0 ± 0.1 | OH | PI | Golovin, Akopyan, et al., 1979 | LLK |
CHO+ | 12.79 ± 0.03 | OH | PI | Warneck, 1974 | LLK |
CHO+ | 12.79 ± 0.03 | OH | PI | Matthews and Warneck, 1969 | RDSH |
CHO2+ | 12.4 ± 0.1 | H | PI | Golovin, Akopyan, et al., 1979 | LLK |
CHO2+ | 12.26 | H | PI | Akopyan and Villem, 1976 | LLK |
CHO2+ | 12.29 ± 0.03 | H | PI | Warneck, 1974 | LLK |
HO+ | 17.97 ± 0.06 | HCO | PI | Warneck, 1974 | LLK |
O+ | 20.0 ± 0.5 | CO+H2 | EI | Stepanov, Perov, et al., 1988 | LL |
De-protonation reactions
By formula: CHO2- + H+ = CH2O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1449. ± 5.0 | kJ/mol | D-EA | Kim, Bradforth, et al., 1995 | gas phase; dHacid(0K) = 344.67±0.62 kcal/mol; B |
ΔrH° | 1445. ± 9.2 | kJ/mol | G+TS | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrH° | 1445. ± 9.2 | kJ/mol | G+TS | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
ΔrH° | 1444. ± 12. | kJ/mol | G+TS | Cumming and Kebarle, 1978 | gas phase; B |
ΔrH° | 1423. ± 19. | kJ/mol | EIAE | Muftakhov, Vasil'ev, et al., 1999 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1419. ± 6.3 | kJ/mol | H-TS | Kim, Bradforth, et al., 1995 | gas phase; dHacid(0K) = 344.67±0.62 kcal/mol; B |
ΔrG° | 1415. ± 8.4 | kJ/mol | IMRE | Caldwell, Renneboog, et al., 1989 | gas phase; B |
ΔrG° | 1416. ± 8.4 | kJ/mol | IMRE | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
ΔrG° | 1415. ± 8.4 | kJ/mol | IMRE | Cumming and Kebarle, 1978 | gas phase; B |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics 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 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
+ = CH2BrO2-
By formula: Br- + CH2O2 = CH2BrO2-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 72.0 ± 7.1 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
By formula: CHO2- + CH2O2 = (CHO2- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 154. ± 4.2 | kJ/mol | N/A | Meot-Ner and Sieck, 1986 | gas phase; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 164. | J/mol*K | PHPMS | Meot-Ner and Sieck, 1986 | gas phase; large ΔrH, ΔrS,; cyclic structure? pyrolysis?; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 105. ± 6.7 | kJ/mol | TDAs | Meot-Ner and Sieck, 1986 | gas phase; B |
By formula: (CHO2- • CH2O2) + CH2O2 = (CHO2- • 2CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 109. ± 13. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 140. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • 2CH2O2) + CH2O2 = (CHO2- • 3CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 84. ± 11. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 130. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • 3CH2O2) + CH2O2 = (CHO2- • 4CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 59.4 ± 8.8 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 90.0 | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (CHO2- • 4CH2O2) + CH2O2 = (CHO2- • 5CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 42.3 ± 8.4 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas H2. There may be appreciable fractionation of neutral gases: Williamson, Knighton, et al., 1996; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 50. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: CH2BrO2- + 2CH2O2 = C2H4BrO4-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 40. ± 7.1 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
By formula: CH2IO2- + 2CH2O2 = C2H4IO4-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 41.8 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
By formula: CH2NO5- + H2O + CH2O2 = CH4NO6-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 18.4 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 2000 | gas phase; B |
By formula: CH5O+ + CH2O2 = (CH5O+ • CH2O2)
Bond type: Hydrogen bonds of the type OH-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 134. | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 116. | J/mol*K | N/A | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 99.6 | kJ/mol | ICR | Larson and McMahon, 1982 | gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M |
By formula: CH6N+ + CH2O2 = (CH6N+ • CH2O2)
Bond type: Hydrogen bonds of the type NH+-O between organics
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.5 | kJ/mol | PHPMS | Meot-Ner, 1984 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 101. | J/mol*K | PHPMS | Meot-Ner, 1984 | gas phase; M |
By formula: Cl- + CH2O2 = (Cl- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 115. ± 8.4 | kJ/mol | TDAs | French, Ikuta, et al., 1982 | gas phase; B,M |
ΔrH° | 116. ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
ΔrH° | 107. ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1984 | gas phase; B,M |
ΔrH° | 156. ± 8.4 | kJ/mol | TDAs | Yamdagni and Kebarle, 1971 | gas phase; In serious disagreement with other's values. Source of error not obvious.; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 103. | J/mol*K | PHPMS | French, Ikuta, et al., 1982 | gas phase; M |
ΔrS° | 101. | J/mol*K | N/A | Larson and McMahon, 1984, 2 | gas phase; switching reaction(Cl-)t-C4H9OH, Entropy change calculated or estimated; French, Ikuta, et al., 1982; M |
ΔrS° | 166. | J/mol*K | PHPMS | Yamdagni and Kebarle, 1971 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 84.1 ± 8.4 | kJ/mol | TDAs | French, Ikuta, et al., 1982 | gas phase; B |
ΔrG° | 77.0 ± 8.4 | kJ/mol | IMRE | Larson and McMahon, 1984 | gas phase; B,M |
ΔrG° | 106. ± 8.4 | kJ/mol | TDAs | Yamdagni and Kebarle, 1971 | gas phase; In serious disagreement with other's values. Source of error not obvious.; B |
By formula: (Cl- • CH2O2) + CH2O2 = (Cl- • 2CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 46.9 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; B |
ΔrH° | 143. ± 13. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 230. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: (Cl- • 2CH2O2) + CH2O2 = (Cl- • 3CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 93. ± 11. | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 150. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: (Cl- • 3CH2O2) + CH2O2 = (Cl- • 4CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 59.0 ± 9.2 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 84. | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; M |
By formula: (Cl- • 4CH2O2) + CH2O2 = (Cl- • 5CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 42.3 ± 8.4 | kJ/mol | N/A | Luczynski, Wlodek, et al., 1978 | gas phase; Buffer gas: H2. Value too bound based on French, Ikuta, et al., 1982, by Grimsrud fractionation factor ( Williamson, Knighton, et al., 1996).; B,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 48.1 | J/mol*K | HPMS | Luczynski, Wlodek, et al., 1978 | gas phase; Entropy change is questionable; M |
By formula: F- + CH2O2 = (F- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 190. ± 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,M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 101. | 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° | 159. ± 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,M |
By formula: I- + CH2O2 = (I- • CH2O2)
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 79.1 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B,M |
ΔrH° | 54.0 ± 8.8 | kJ/mol | CIDT | Walker and Sunderlin, 1999 | gas phase; Authors suggest real value somewhere between this and Caldwell and Kebarle, 1984; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 86.6 | J/mol*K | PHPMS | Caldwell and Kebarle, 1984 | gas phase; M |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 53.1 ± 4.2 | kJ/mol | TDAs | Caldwell and Kebarle, 1984 | gas phase; B |
+ = CH2NO5-
By formula: NO3- + CH2O2 = CH2NO5-
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 47.70 ± 0.84 | kJ/mol | IMRE | Viidanoja, Reiner, et al., 1998 | gas phase; B |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Guthrie, 1974
Guthrie, J.P.,
Hydration of carboxamides. Evaluation of the free energy change for addition of water to acetamide and formamide derivatives,
J. Am. Chem. Soc., 1974, 96, 3608-3615. [all data]
Lebedeva, 1964
Lebedeva, N.D.,
Heats of combustion of monocarboxylic acids,
Russ. J. Phys. Chem. (Engl. Transl.), 1964, 38, 1435-1437. [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]
Sinke, 1959
Sinke, G.C.,
The heat of formation of formic acid,
J. Phys. Chem., 1959, 63, 2063. [all data]
Millikan R.C., 1957
Millikan R.C.,
Infrared spectra and vibrational assignment of monomeric formic acid,
J. Chem. Phys., 1957, 27, 1305-1308. [all data]
Halford J.O., 1942
Halford J.O.,
Entropy of the monomeric forms of formic acid and acetic acid,
J. Chem. Phys., 1942, 10, 582-584. [all data]
Waring W., 1952
Waring W.,
Some thermodynamic properties of formic acid,
Chem. Rev., 1952, 51, 171-183. [all data]
Chao J., 1986
Chao J.,
Thermodynamic properties of key organic oxygen compounds in the carbon range C1 to C4. Part 2. Ideal gas properties,
J. Phys. Chem. Ref. Data, 1986, 15, 1369-1436. [all data]
Fukushima K., 1971
Fukushima K.,
Normal coordinate treatment and thermodynamic properties of the cis-trans isomers of formic acid and its deutero-analog,
J. Chem. Thermodyn., 1971, 3, 553-562. [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]
Green J.H.S., 1961
Green J.H.S.,
Thermodynamic properties of organic oxygen compounds. Part III. Formic acid,
J. Chem. Soc., 1961, 2241-2242. [all data]
Gurvich, Veyts, et al., 1989
Gurvich, L.V.; Veyts, I.V.; Alcock, C.B.,
Thermodynamic Properties of Individual Substances, 4th ed.; Vols. 1 and 2, Hemisphere, New York, 1989. [all data]
Chao J., 1978
Chao J.,
Ideal gas thermodynamic properties of methanoic and ethanoic acids,
J. Phys. Chem. Ref. Data, 1978, 7, 363-377. [all data]
French, Ikuta, et al., 1982
French, M.A.; Ikuta, S.; Kebarle, P.,
Hydrogen bonding of O-H and C-H hydrogen donors to Cl-. Results from mass spectrometric measurement of the ion-molecule equilibria RH + Cl- = RHCl-,
Can. J. Chem., 1982, 60, 1907. [all data]
Walker and Sunderlin, 1999
Walker, B.W.; Sunderlin, L.S.,
The thermochemistry of formic acid halide anion clusters,
Int. J. Mass Spectrom., 1999, 184, 2-3, 183-189, https://doi.org/10.1016/S1387-3806(99)00008-1
. [all data]
Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B.,
Hydrogen bonding in gas phase anions. An experimental investigation of the interaction between chloride ion and bronsted acids from ICR chloride exchange equilibria,
J. Am. Chem. Soc., 1984, 106, 517. [all data]
Yamdagni and Kebarle, 1971
Yamdagni, R.; Kebarle, P.,
Hydrogen bonding energies to negative ions from gas phase measurements of ionic equilibria,
J. Am. Chem. Soc., 1971, 93, 7139. [all data]
Larson and McMahon, 1984, 2
Larson, J.W.; McMahon, T.B.,
Gas phase negative ion chemistry of alkylchloroformates,
Can. J. Chem., 1984, 62, 675. [all data]
Kim, Bradforth, et al., 1995
Kim, E.H.; Bradforth, S.E.; Arnold, D.W.; Metz, R.B.; Neumark, D.M.,
Study of HCO2 and DCO2 by Negative Ion Photoelectron Spectroscopy,
J. Chem. Phys., 1995, 103, 18, 7801, https://doi.org/10.1063/1.470196
. [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]
Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W.,
Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities,
J. Am. Chem. Soc., 1981, 103, 4017. [all data]
Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P.,
Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A),
Can. J. Chem., 1978, 56, 1. [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]
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]
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]
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]
Larson and McMahon, 1982
Larson, J.W.; McMahon, T.B.,
Formation, Thermochemistry, and Relative Stabilities of Proton - Bound dimers of Oxygen n - Donor Bases from Ion Cyclotron Resonance Solvent - Exchange Equilibria Measurements,
J. Am. Chem. Soc., 1982, 104, 23, 6255, https://doi.org/10.1021/ja00387a016
. [all data]
Grimsrud and Kebarle, 1973
Grimsrud, E.P.; Kebarle, P.,
Gas Phase Ion Equilibria Studies of the Solvation of the Hydrogen Ion by Methanol, Dimethyl Ether and Water. Effect of Hydrogen Bonding,
J. Am. Chem. Soc., 1973, 95, 24, 7939, https://doi.org/10.1021/ja00805a002
. [all data]
Lias, Liebman, et al., 1984
Lias, S.G.; Liebman, J.F.; Levin, R.D.,
Evaluated gas phase basicities and proton affinities of molecules heats of formation of protonated molecules,
J. Phys. Chem. Ref. Data, 1984, 13, 695. [all data]
Keesee and Castleman, 1986
Keesee, R.G.; Castleman, A.W., Jr.,
Thermochemical data on Ggs-phase ion-molecule association and clustering reactions,
J. Phys. Chem. Ref. Data, 1986, 15, 1011. [all data]
Caldwell and Kebarle, 1984
Caldwell, G.; Kebarle, P.,
Binding energies and structural effects in halide anion-ROH and -RCOOH complexes from gas phase equilibria measurements,
J. Am. Chem. Soc., 1984, 106, 967. [all data]
Luczynski, Wlodek, et al., 1978
Luczynski, Z.; Wlodek, S.; Wincel, H.,
Stabilities of HCOO-.(HCOOH)n and Cl-.(HCOOH)n clusters,
Int. J. Mass Spectrom. Ion Phys., 1978, 26, 103. [all data]
Williamson, Knighton, et al., 1996
Williamson, D.H.; Knighton, W.B.; Grimsrud, E.P.,
Pulsed High Pressure Mass Spectrometry with Near-Viscous Flow Ion Sampling,
Int. J. Mass Spectrom. Ion Proc., 1996, 154, 1-2, 15, https://doi.org/10.1016/0168-1176(96)04372-8
. [all data]
Meot-Ner and Sieck, 1986
Meot-Ner, M.; Sieck, L.W.,
The ionic hydrogen bond and ion solvation. 5. OH...O- bonds. Gas phase solvation and clustering of alkoxide and carboxylate anions,
J. Am. Chem. Soc., 1986, 108, 7525. [all data]
Meot-Ner, 1984
Meot-Ner, (Mautner)M.,
The Ionic Hydrogen Bond and Ion Solvation. 1. -NH+ O-, -NH+ N- and -OH+ O- Bonds. Correlations with Proton Affinity. Deviations Due to Structural Effects,
J. Am. Chem. Soc., 1984, 106, 5, 1257, https://doi.org/10.1021/ja00317a015
. [all data]
Viidanoja, Reiner, et al., 2000
Viidanoja, J.; Reiner, T.; Kiendler, A.; Grimm, F.; Arnold, F.,
Laboratory investigations of negative ion molecule reactions of propionic, butyric, glyoxylic, pyruvic, and pinonic acids,
Int. J. Mass Spectrom., 2000, 194, 1, 53-68, https://doi.org/10.1016/S1387-3806(99)00172-4
. [all data]
Viidanoja, Reiner, et al., 1998
Viidanoja, J.; Reiner, T.; Arnold, F.,
Laboratory Investigations of Negative Ion-Molecule Reactions of Formic and Acetic Acid.,
Int. J. Mass Spectrom., 1998, 181, 1-3, 31, https://doi.org/10.1016/S1387-3806(98)14151-9
. [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]
Traeger, 1985
Traeger, J.C.,
Heat of formation for the formyl cation by photoionization mass spectrometry,
Int. J. Mass Spectrom. Ion Processes, 1985, 66, 271. [all data]
Bell, Ng, et al., 1975
Bell, S.; Ng, T.L.; Walsh, A.D.,
Vacuum ultraviolet spectra of formic and acetic acids,
J. Chem. Soc. Faraday Trans. 2, 1975, 71, 393. [all data]
Warneck, 1974
Warneck, P.,
Heat of formation of the HCO radical,
Z. Naturforsch. A:, 1974, 29, 350. [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.,
Vibrational structures in the photoelectron spectrum of formic acid,
Chem. Phys. Lett., 1973, 19, 406. [all data]
Watanabe, Yokoyama, et al., 1973, 2
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]
Matthews and Warneck, 1969
Matthews, C.S.; Warneck, P.,
Heats of formation of CHO+ and C3H3+ by photoionization,
J. Chem. Phys. 5, 1969, 1, 854. [all data]
Brundle, Turner, et al., 1969
Brundle, C.R.; Turner, D.W.; Robin, M.B.; Basch, H.,
Photoelectron spectroscopy of simple amides and carboxylic acids,
Chem. Phys. Lett., 1969, 3, 292. [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]
Price and Evans, 1937
Price, W.C.; Evans, W.M.,
The absorption spectrum of formic acid in the vacuum ultra-violet,
Proc. Roy. Soc. (London), 1937, A162, 110. [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]
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]
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]
Golovin, Akopyan, et al., 1979
Golovin, A.V.; Akopyan, M.E.; Vilesov, F.I.; Sergeev, Y.L.,
Ion-electron coincidence study of the photoionization of formic and acetic acids,
Khim. Vys. Energ., 1979, 13, 200. [all data]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, References
- Symbols used in this document:
AE Appearance energy Cp,gas Constant pressure heat capacity of gas IE (evaluated) Recommended ionization energy S°gas Entropy of gas at standard conditions 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 - 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.