Nitric acid, ethyl ester
- Formula: C2H5NO3
- Molecular weight: 91.0660
- 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, Phase change data, Reaction thermochemistry data, Ion clustering 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -37.0 ± 0.8 | kcal/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 | -45.51 ± 0.25 | kcal/mol | Ccb | Fairbrother, Skinner, et al., 1957 | ALS |
ΔfH°liquid | -45.7 ± 0.8 | kcal/mol | Eqk | Gray, Pratt, et al., 1956 | See Gray and Smith, 1954; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -313.39 ± 0.23 | kcal/mol | Ccb | Fairbrother, Skinner, et al., 1957 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 59.08 | cal/mol*K | N/A | Gray and Smith, 1954 | DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
40.70 | 298. | Gray and Smith, 1954 | T = 21 to 293 K.; DH |
Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 360.4 | K | N/A | Weast and Grasselli, 1989 | BS |
Tboil | 360.9 | K | N/A | Lecat, 1947 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 361.9 | K | N/A | Lecat, 1927 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tboil | 361.85 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tboil | 360.75 | K | N/A | Perkin, 1889 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 171.15 | K | N/A | Timmermans and Mattaar, 1921 | Uncertainty assigned by TRC = 0.6 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 178.6 | K | N/A | Gray and Smith, 1954, 2 | Uncertainty assigned by TRC = 0.2 K; adiabatic calorimeter; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 8.670 | kcal/mol | V | Gray and Pratt, 1957 | ALS |
ΔvapH° | 8.7 | kcal/mol | V | Gray, Pratt, et al., 1956 | See Gray and Smith, 1954; ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.8 | 288. | A | Stephenson and Malanowski, 1987 | Based on data from 273. to 361. K. See also Dykyj, 1970.; AC |
8.91 | 288. | N/A | Gray and Pratt, 1957, 2 | Based on data from 273. to 343. K.; AC |
8.8 | 288. | N/A | Gray, Pratt, et al., 1956, 2 | Based on data from 273. to 333. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
273. to 333. | 4.27952 | 1337.035 | -48.37 | Gray, Pratt, et al., 1956 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.038 | 178.6 | Gray and Smith, 1954 | DH |
2.04 | 178.6 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
11.41 | 178.6 | Gray and Smith, 1954 | 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° | 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 |
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 |
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 |
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 |
Ion clustering data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, 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 by: 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
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 |
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 |
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 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 12.8 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable |
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 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 14.1 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable |
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 |
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 |
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 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 32.2 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase |
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 |
Quantity | Value | Units | Method | Reference | Comment |
ΔrS° | 8.7 | cal/mol*K | HPMS | Wlodek, Luczynski, et al., 1983 | gas phase; Entropy change is questionable |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry 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
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, Phase change data, Reaction thermochemistry data, Ion clustering data, 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]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Lecat, 1947
Lecat, M.,
Orthobaric Azeotropes of Sulfides,
Bull. Cl. Sci., Acad. R. Belg., 1947, 33, 160-82. [all data]
Lecat, 1927
Lecat, M.,
New binary azeotropes: 6th list,
Ann. Soc. Sci. Bruxelles, Ser. B, 1927, 47, 63-71. [all data]
Timmermans and Mattaar, 1921
Timmermans, J.; Mattaar, J.F.,
Freezing points of orgainic substances VI. New experimental determinations.,
Bull. Soc. Chim. Belg., 1921, 30, 213. [all data]
Perkin, 1889
Perkin, W.H.,
The Magneto Rotatory Power of Nitrogne Compounds. also of Hydrochloric Hydrobromic and Hydroioidic Acids and of some of the Salts of Ammonia and the Compound Ammonias,
J. Chem. Soc., 1889, 55, 680. [all data]
Gray and Smith, 1954, 2
Gray, P.; Smith, P.L.,
Low-temperature calorimetry and the thermodynamic properties of ethyl nitrate,
J. Chem. Soc., 1954, 1954, 769-73. [all data]
Gray and Pratt, 1957
Gray, P.; Pratt, M.W.T.,
The latent heats of vaporization of the alkyl nitrates,
J. Chem. Soc., 1957, 2163-21. [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]
Gray and Pratt, 1957, 2
Gray, Peter; Pratt, M.W.T.,
414. The latent heats of vaporization of the alkyl nitrates,
J. Chem. Soc., 1957, 2163, https://doi.org/10.1039/jr9570002163
. [all data]
Gray, Pratt, et al., 1956, 2
Gray, Peter; Pratt, M.W.T.; Larkin, M.J.,
39. The latent heat of vaporization and the thermochemistry of ethyl nitrate,
J. Chem. Soc., 1956, 210, https://doi.org/10.1039/jr9560000210
. [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,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [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, Phase change data, Reaction thermochemistry data, Ion clustering data, Gas Chromatography, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature 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 ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion 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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