Dimethyl phosphite

• Formula: C₂H₇O₃P
• Molecular weight: 110.0489
• IUPAC Standard InChI: InChI=1S/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3 Copy

  
• IUPAC Standard InChIKey: HZCDANOFLILNSA-UHFFFAOYSA-N Copy
• CAS Registry Number: 868-85-9
• 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.
• Species with the same structure:
  • Dimethyl phosphonate
• Isotopologues:
  • Deuterophosphonic acid, dimethyl ester
• Other names: Phosphonic acid, dimethyl ester; Dimethoxyphosphine oxide; Dimethyl acid phosphite; Dimethyl hydrogen phosphite; Dimethyl phosphonate; Hydrogen dimethyl phosphite; Methyl phosphonate ((MeO)2HPO); O,O-Dimethyl phosphonate; (CH3O)2PHO; Phosphorous acid dimethyl ester; Dimethylester kyseliny fosforite; Dimethylfosfit; Dimethylfosfonat; NCI-C54773; Dimethyl ester of phosphonic acid; Dimethyl hydrogen phosphonate
• Information on this page:
  • Phase change data
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Options:
  • Switch to calorie-based units

Data at NIST subscription sites:

• 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.

Phase change data

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics 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: William E. Acree, Jr., James S. Chickos

Enthalpy of vaporization

Reaction thermochemistry data

Go To: Top, Phase change data, Gas phase ion energetics 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: John E. Bartmess

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

C₂H₆O₃P^- +  =

By formula: C₂H₆O₃P^- + H⁺ = C₂H₇O₃P

Gas phase ion energetics data

Go To: Top, Phase change 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 evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C₂H₇O₃P⁺ (ion structure unspecified)

Ionization energy determinations

Appearance energy determinations

De-protonation reactions

C₂H₆O₃P^- +  =

By formula: C₂H₆O₃P^- + H⁺ = C₂H₇O₃P

IR Spectrum

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References, Notes

Data compiled by: Coblentz Society, Inc.

• Not specified, most likely a prism, grating, or hybrid spectrometer.; (NO SPECTRUM, ONLY SCANNED IMAGE IS AVAILABLE)
• Not specified, most likely a prism, grating, or hybrid spectrometer.; DIGITIZED BY NIST FROM HARD COPY; 4 cm^-1 resolution
• LIQUID (NEAT); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution
• SOLUTION (10% CCl4 FOR 3800-1330, 10% CS2 FOR 1330-400 CM^-1); DOW KBr FOREPRISM-GRATING; DIGITIZED BY COBLENTZ SOCIETY (BATCH I) FROM HARD COPY; 2 cm^-1 resolution

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

• gas

Mass spectrum (electron ionization)

Go To: Top, Phase change 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.

For Zoom

1.) Enter the desired X axis range (e.g., 100, 200)

2.) Check here for automatic Y scaling

3.) Press here to zoom

Additional Data

References

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Butrow, Buchanan, et al., 2009
Butrow, Ann B.; Buchanan, James H.; Tevault, David E., Vapor Pressure of Organophosphorus Nerve Agent Simulant Compounds, J. Chem. Eng. Data, 2009, 54, 6, 1876-1883, https://doi.org/10.1021/je8010024 . [all data]

Fan and Wang, 2010
Fan, Chuan-Lei; Wang, Li-Sheng, Vapor Pressure of Dimethyl Phosphite and Dimethyl Methylphosphonate, J. Chem. Eng. Data, 2010, 55, 1, 479-481, https://doi.org/10.1021/je900258f . [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]

McDonald, Chowdhury, et al., 1987
McDonald, R.M.; Chowdhury, A.K.; Gung, W.Y.; DeWitt, K.D., Nucleophilic Reactivity in Anionic Ion-Molecule Reactions in Nucleophilicity, Harris, J.M, McManus, S.P. Eds., Amer. Chem. Soc, 1987. [all data]

Anderson, DePuy, et al., 1984
Anderson, D.R.; DePuy, C.H.; Filley, J.; Bierbaum, V.M., Gas Phase Chemistry of Trimethyl Phosphite, J. Am. Chem. Soc., 1984, 106, 22, 6513, https://doi.org/10.1021/ja00334a009 . [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]

Zverev and Villem, 1980
Zverev, V.V.; Villem, Y.Y., Ionizationp potentials of phosphoryl compounds, J. Struct. Chem., 1980, 21, 22, In original 30. [all data]

Zverev, Villem, et al., 1979
Zverev, V.V.; Villem, Ya.Ya.; Bel'skii, V.E.; Kitaev, Yu.P., The photoelectronic spectra of phosphoryl compounds, Izv. Akad. Nauk SSSR, Ser. Khim., 1979, 1, 84. [all data]

Fischler and Halmann, 1964
Fischler, J.; Halmann, M., Electron-impact studies of phosphorus compounds, J. Chem. Soc., 1964, 31. [all data]

Notes

Go To: Top, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References

• Symbols used in this document:
  

  AE	Appearance energy
  ΔrG°	Free energy of reaction 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
• 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.