Nitric acid, ethyl ester
- Formula: C2H5NO3
- Molecular weight: 91.0660
- IUPAC Standard InChI: InChI=1S/C2H5NO3/c1-2-6-3(4)5/h2H2,1H3
- IUPAC Standard InChIKey: IDNUEBSJWINEMI-UHFFFAOYSA-N
- CAS Registry Number: 625-58-1
- 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: Ethyl nitrate; C2H5ONO2; Nitric ether; Ethylester kyseliny dusicne; NA 1993
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Reaction thermochemistry data
Go To: Top, Gas phase ion energetics data, Gas Chromatography, 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:
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
+
= (
•
)
By formula: NO2- + C2H5NO3 = (NO2- • C2H5NO3)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 20.9 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; switching reaction(NO2-)SO2; Keesee, Lee, et al., 1980; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 35.3 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; switching reaction(NO2-)SO2; Keesee, Lee, et al., 1980; M |
( •
) +
= (
•
•
)
By formula: (NO2- • O2S) + C2H5NO3 = (NO2- • C2H5NO3 • O2S)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 7.4 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983, 2 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 10.4 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983, 2 | gas phase; Entropy change is questionable; M |
( • 2
) +
= (
• 3
)
By formula: (NO2- • 2C2H5NO3) + C2H5NO3 = (NO2- • 3C2H5NO3)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 7.3 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 14.1 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
( •
) +
= (
• 2
)
By formula: (NO2- • C2H5NO3) + C2H5NO3 = (NO2- • 2C2H5NO3)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 8.5 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 12.8 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
( •
) +
= (
• 2
)
By formula: (NO3- • C2H5NO3) + C2H5NO3 = (NO3- • 2C2H5NO3)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 7.2 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 8.7 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
+
= (
•
)
By formula: NO3- + C2H5NO3 = (NO3- • C2H5NO3)
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 17.2 | kcal/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 32.2 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; M |
+
=
+
By formula: C2H6O + HNO3 = C2H5NO3 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -6.00 | kcal/mol | Eqk | Rubtsov, 1986 | liquid phase; ALS |
Gas phase ion energetics data
Go To: Top, Reaction thermochemistry data, Gas Chromatography, 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:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 11.22 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| CH2NO3+ | 11.4 | CH3 | EI | Fraser and Paul, 1968 | RDSH |
| CH2NO3+ | 10.13 ± 0.11 | CH3 | EI | Collin, 1963 | RDSH |
| CH2O+ | 11.76 ± 0.65 | ? | EI | Collin, 1963 | RDSH |
| CH3+ | 13.75 ± 0.50 | ? | EI | Collin, 1963 | RDSH |
| C2H5+ | 11.86 ± 0.25 | ? | EI | Collin, 1963 | RDSH |
| NO2+ | 12.3 | C2H5O | EI | Fraser and Paul, 1968 | RDSH |
| NO2+ | 11.40 ± 0.12 | C2H5O | EI | Collin, 1962 | RDSH |
Gas Chromatography
Go To: Top, Reaction thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-1 | 611.9 | Helmig, Pollock, et al., 1996 | 30. m/0.25 mm/1. μm, 6. K/min; Tstart: -50. C; Tend: 180. C |
| Capillary | DB-5 | 631.5 | Helmig, Pollock, et al., 1996 | 60. m/0.33 mm/0.25 μm, 6. K/min; Tstart: -50. C; Tend: 180. C |
Normal alkane RI, polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | SOLGel-Wax | 969. | Johanningsmeier and McFeeters, 2011 | 30. m/0.25 mm/0.25 μm, Helium; Program: 40 0C (2 min) 5 0C/min -> 140 0C 10 0C/min -> 250 0C (3 min) |
References
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wlodek, Luczynski, et al., 1983
Wlodek, S.; Luczynski, Z.; Wincel, H.,
Gas - Phase Solvation of NO2- and NO3- by Ethyl Nitrate,
Int. J. Mass Spectrom. Ion Phys., 1983, 52, 2-3, 149, https://doi.org/10.1016/0020-7381(83)85036-0
. [all data]
Keesee, Lee, et al., 1980
Keesee, R.G.; Lee, N.; Castleman, A.W., Jr.,
Properties of clusters in the gas phase: V. Complexes of neutral molecules onto negative ions,
J. Chem. Phys., 1980, 73, 2195. [all data]
Wlodek, Luczynski, et al., 1983, 2
Wlodek, S.; Luczynski, Z.; Wincel, H.,
Gas phase complexes of NO2- and NO3- with SO2,
Int. J. Mass Spectrom. Ion Processes, 1983, 49, 301. [all data]
Rubtsov, 1986
Rubtsov, Yu.I.,
Thermodynamic calculation of equilibrium in nitration of alcohols,
Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, 19-22. [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]
Fraser and Paul, 1968
Fraser, R.T.M.; Paul, N.C.,
The mass spectrometry of nitrate esters and related compounds. Part I,
J. Chem. Soc. B, 1968, 659. [all data]
Collin, 1963
Collin, J.E.,
L'ionisation et la dissociation du nitrate d'ethyle sous l'impact electronique, et le potential d'ionisation du dioxyde d'azote,
Bull. Soc. Roy. Sci. Liege, 1963, 32, 133. [all data]
Collin, 1962
Collin, J.E.,
Ionization potential of NO2,
Nature, 1962, 196, 373. [all data]
Helmig, Pollock, et al., 1996
Helmig, D.; Pollock, W.; Greenberg, J.; Zimmerman, P.,
Gas chromatography mass spectrometry analysis of volatile organic trace gases at Mauna Loa Observatory, Hawaii,
J. Geophys. Res., 1996, 101, D9, 14697-14710, https://doi.org/10.1029/96JD00212
. [all data]
Johanningsmeier and McFeeters, 2011
Johanningsmeier, S.D.; McFeeters, R.F.,
Detection of volatile spoilage metabolites in fermented cucumbers using nontargeted, comprehensive 2-dimensional gas chromatography-time-of-flight mass spectrometry (GCxGCxTOFMS),
J. Food Sci., 2011, 76, 1, c168-c177, https://doi.org/10.1111/j.1750-3841.2010.01918.x
. [all data]
Notes
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔrH° Enthalpy of reaction at standard conditions ΔrS° Entropy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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