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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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -155. ± 3. | kJ/mol | Eqk | Gray, Pratt, et al., 1956 | See Gray and Smith, 1954 |
Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°liquid | -190.4 ± 1.0 | kJ/mol | Ccb | Fairbrother, Skinner, et al., 1957 | ALS |
| ΔfH°liquid | -191. ± 3. | kJ/mol | Eqk | Gray, Pratt, et al., 1956 | See Gray and Smith, 1954; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°liquid | -1311.2 ± 0.96 | kJ/mol | Ccb | Fairbrother, Skinner, et al., 1957 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°liquid | 247.2 | J/mol*K | N/A | Gray and Smith, 1954 | DH |
Constant pressure heat capacity of liquid
| Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 170.3 | 298. | Gray and Smith, 1954 | T = 21 to 293 K.; DH |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
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° | 87.4 | kJ/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° | 148. | J/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° | 31. | kJ/mol | HPMS | Wlodek, Luczynski, et al., 1983, 2 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 43.5 | J/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° | 31. | kJ/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 59.0 | J/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° | 36. | kJ/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 53.6 | J/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° | 30. | kJ/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 36. | J/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° | 72.0 | kJ/mol | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; M |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrS° | 135. | J/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; M |
+
=
+
By formula: C2H6O + HNO3 = C2H5NO3 + H2O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -25.1 | kJ/mol | Eqk | Rubtsov, 1986 | liquid phase; ALS |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
- GAS (30 mmHg DILUTED TO A TOTAL PRESSURE OF 600 mmHg WITH N2); DOW KBr FOREPRISM; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 4 cm-1 resolution
- GAS (30 mmHg, N2 ADDED, TOTAL PRESSURE 600 mmHg); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH II) FROM HARD COPY; 2 cm-1 resolution
- SOLUTION (10% IN CCl4 FOR 3800-1340, 10% IN CS2 FOR 1340-450 CM-1) VS. SOLVENT; DOW KBr FOREPRISM-GRATING; DIGITIZED BY NIST FROM HARD COPY (FROM TWO SEGMENTS); 2 cm-1 resolution
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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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. |
|---|---|
| Origin | Japan AIST/NIMC Database- Spectrum MS-IW-1349 |
| NIST MS number | 233251 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: 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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Gray, Pratt, et al., 1956
Gray, P.; Pratt, M.W.T.; Larkin, M.J.,
39. The latent heat of vaporization and the thermochemistry of ethyl nitrate,
J. Chem. Soc., 1956, 210-212. [all data]
Gray and Smith, 1954
Gray, P.; Smith, P.L.,
Low-temperature calorimetry and the thermodynamic properties of ethyl nitrate,
J. Chem. Soc., 1954, 769-773. [all data]
Fairbrother, Skinner, et al., 1957
Fairbrother, D.M.; Skinner, H.A.; Evans, F.W.,
The heats of combustion of organic compounds of nitrogen,
Trans. Faraday Soc., 1957, 53, 779-783. [all data]
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]
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, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid 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
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