Methyl nitrite
- Formula: CH3NO2
- Molecular weight: 61.0400
- IUPAC Standard InChIKey: BLLFVUPNHCTMSV-UHFFFAOYSA-N
- CAS Registry Number: 624-91-9
- 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: Nitrous acid, methyl ester; CH3ONO; Methylester kyseliny dusite; Methyl ester of nitrous acid
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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 | -15.64 ± 0.20 | kcal/mol | Eqk | Ray and Gershon, 1962 | |
ΔfH°gas | -16.8 ± 0.8 | kcal/mol | Ccb | Geiseler and Thierfelder, 1961 | |
ΔfH°gas | -14.93 ± 0.26 | kcal/mol | Cm | Gray and Pratt, 1958 | Measured by Baldrey, Lotzgesell and Style |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°gas | -179.7 ± 0.8 | kcal/mol | Ccb | Geiseler and Thierfelder, 1961 |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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°liquid | -16.05 ± 0.20 | kcal/mol | Eqk | Silverwood and Thomas, 1967 | |
ΔfH°liquid | -20.33 ± 0.25 | kcal/mol | Cm | Gray and Pratt, 1958 | Measured by Baldrey, Lotzgesell and Style |
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:
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° | 5.40 ± 0.04 | kcal/mol | V | Gray and Pratt, 1958 | Measured by Baldrey, Lotzgesell and Style; ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.28 | 258. | A | Stephenson and Malanowski, 1987 | Based on data from 218. to 273. K.; AC |
6.26 | 190. | N/A | Rook, 1982 | Based on data from 154. to 225. K.; AC |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, 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
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: 0.76NO2 + 0.62N2O4 + CH3NO3 = N2O5 + CH3NO2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 8.662 | kcal/mol | Cm | Ray and Ogg, 1959 | liquid phase |
By formula: CH3NO2 + HCl = ClNO + CH4O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 2.14 ± 0.20 | kcal/mol | Eqk | Ray and Gershon, 1962 | gas phase |
By formula: CH3NO2 + HNO3 = 2NO2 + CH4O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 15.89 | kcal/mol | Eqk | Silverwood and Thomas, 1967 | gas phase |
Gas phase ion energetics 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Proton affinity (review) | 190.9 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 183.2 | kcal/mol | N/A | Hunter and Lias, 1998 | HL |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
10.44 | DER | Schroder, Sulzle, et al., 1994 | LL |
10.3 | PE | Ogden, Shaw, et al., 1983 | LBLHLM |
10.38 ± 0.03 | PIPECO | Gilman, Hsieh, et al., 1983 | LBLHLM |
10.38 | PIPECO | Gilman, Hsieh, et al., 1983, 2 | LBLHLM |
10.38 ± 0.03 | PI | Meisels, Hsieh, et al., 1980 | LLK |
11.0 | PE | Bergmann and Bock, 1975 | LLK |
10.475 ± 0.007 | PI | Nicholson, 1970 | RDSH |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH3O+ | 10.82 ± 0.05 | NO | EI | Burgers and Holmes, 1984 | LBLHLM |
CH3O+ | 11.0 ± 0.2 | NO | EI | Burgers and Holmes, 1984 | LBLHLM |
CH3O+ | 10.69 ± 0.03 | NO | PIPECO | Gilman, Hsieh, et al., 1983 | LBLHLM |
CH3O+ | 10.69 | NO | PIPECO | Gilman, Hsieh, et al., 1983, 2 | LBLHLM |
CH3O+ | 10.96 | NO | EI | Haney and Franklin, 1969 | RDSH |
NO+ | 10.83 ± 0.04 | CH3O | PIPECO | Gilman, Hsieh, et al., 1983 | LBLHLM |
NO+ | 10.83 | CH3O | PIPECO | Gilman, Hsieh, et al., 1983, 2 | LBLHLM |
NO+ | 10.83 ± 0.04 | CH3O | PE | Meisels, Hsieh, et al., 1980 | LLK |
NO+ | 10.917 ± 0.008 | CH3O | PI | Nicholson, 1970 | RDSH |
NO+ | 11.15 | CH3O | EI | Haney and Franklin, 1969 | RDSH |
NO+ | 11.07 ± 0.06 | CH3O | EI | Martin, Lampe, et al., 1966 | RDSH |
Mass spectrum (electron ionization)
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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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 | A.E.WILLIAMS ICI DYESTUFFS DIVISION, BLACKLEY, MANCHESTER, UK |
NIST MS number | 19008 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Normal alkane RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | OV-101 | 268. | Zenkevich, 2005 | 25. m/0.20 mm/0.10 μm, N2/He, 6. K/min; Tstart: 50. C; Tend: 250. C |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, 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.
Ray and Gershon, 1962
Ray, J.D.; Gershon, A.A.,
The heat of formation of gaseous methyl nitrite,
J. Phys. Chem., 1962, 66, 1750-1752. [all data]
Geiseler and Thierfelder, 1961
Geiseler, G.; Thierfelder, W.,
Bestimmung der bildungswarme des gasformigen methylnitrits,
Z. Phys. Chem. (Neue Folge), 1961, 29, 248-257. [all data]
Gray and Pratt, 1958
Gray, P.; Pratt, M.W.T.,
687. The thermodynamic functions of methyl nitrite and the potential barrier to free rotation.,
J. Chem. Soc., 1958, 3403-3412. [all data]
Silverwood and Thomas, 1967
Silverwood, R.; Thomas, J.H.,
Reaction between methanol and nitrogen dioxide. Part 1.-Low-temperature reaction and the thermodynamic constants of methyl nitrite,
J. Chem. Soc. Faraday Trans., 1967, 63, 2476-2479. [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]
Rook, 1982
Rook, Frederick L.,
Preparation, vapor pressure, and infrared spectrum of methyl nitrite,
J. Chem. Eng. Data, 1982, 27, 1, 72-73, https://doi.org/10.1021/je00027a022
. [all data]
Ray and Ogg, 1959
Ray, J.D.; Ogg, R.A., Jr.,
The heat of formation of methyl nitrate,
J. Phys. Chem., 1959, 63, 1522-1523. [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]
Schroder, Sulzle, et al., 1994
Schroder, D.; Sulzle, D.; Dutuit, O.; Baer, T.; Schwarz, H.,
Further insight in the surprisingly complex unimolecular fragmentations of the methyl nitrite radical cation,
J. Am. Chem. Soc., 1994, 116, 6395. [all data]
Ogden, Shaw, et al., 1983
Ogden, I.K.; Shaw, N.; Danby, C.J.; Powis, I.,
Competing dissociation channels of nitromethane and methyl nitrite ions and the role of electronic and internal modes of excitation,
Int. J. Mass Spectrom. Ion Processes, 1983, 54, 41. [all data]
Gilman, Hsieh, et al., 1983
Gilman, J.P.; Hsieh, T.; Meisels, G.G.,
The unimolecular decomposition rates of energy selected methylnitrite and deuterated methylnitrite ions,
J. Chem. Phys., 1983, 78, 3767. [all data]
Gilman, Hsieh, et al., 1983, 2
Gilman, J.P.; Hsieh, T.; Meisels, G.G.,
Competition between isomerization and fragmentation of gaseous ions. II. Nitromethane and methylnitrite ions,
J. Chem. Phys., 1983, 78, 1174. [all data]
Meisels, Hsieh, et al., 1980
Meisels, G.G.; Hsieh, T.; Gilman, J.P.,
Ion fragmentation from noninterconverting electronic states,
J. Chem. Phys., 1980, 73, 4126. [all data]
Bergmann and Bock, 1975
Bergmann, H.; Bock, H.,
Photoelectron spectra molecular properties, XLVI nitroso compounds - electron-rich molecules,
Z. Naturforsch. B:, 1975, 30, 629. [all data]
Nicholson, 1970
Nicholson, A.J.C.,
Determination of bond dissociation energies from photoionization efficiency curves
in Recent Developments in Mass Spectrometroscopy, ed. K Ogata and T. Hayakawa, Univ. Park Press, Baltimore, MD, 1970, 745. [all data]
Burgers and Holmes, 1984
Burgers, P.C.; Holmes, J.L.,
The generation of triplet methoxy cations,
Org. Mass Spectrom., 1984, 19, 452. [all data]
Haney and Franklin, 1969
Haney, M.A.; Franklin, J.L.,
Excess energies in mass spectra of some oxygen-containing organic compounds,
J. Chem. Soc. Faraday Trans., 1969, 65, 1794. [all data]
Martin, Lampe, et al., 1966
Martin, R.H.; Lampe, F.W.; Taft, R.W.,
An electron-impact study of ionization and dissociation in methoxy- and halogen- substituted methanes,
J. Am. Chem. Soc., 1966, 88, 1353. [all data]
Zenkevich, 2005
Zenkevich, I.G.,
Experimentally measured retention indices., 2005. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
AE Appearance energy ΔcH°gas Enthalpy of combustion of gas 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 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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