Methane, iodo-

• Formula: CH₃I
• Molecular weight: 141.9390
• IUPAC Standard InChI: InChI=1S/CH3I/c1-2/h1H3 Copy

  
• IUPAC Standard InChIKey: INQOMBQAUSQDDS-UHFFFAOYSA-N Copy
• CAS Registry Number: 74-88-4
• 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.
• Isotopologues:
  • iodo(2H3)methane
• Other names: Iodomethane; Methyl iodide; CH3I; Halon 10001; Iodometano; Iodure de methyle; Jod-methan; Joodmethaan; Methyljodid; Methyljodide; Metylu jodek; Monoioduro di metile; Rcra waste number U138; UN 2644; Methyl iodine; Monoiodomethane; NSC 9366
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Gas phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data
  • Mass spectrum (electron ionization)
  • References
  • Notes
• Other data available:
  • Condensed phase thermochemistry data
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
  • X-ray Photoelectron Spectroscopy Database, version 5.0
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Gas 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Enthalpy of vaporization

Antoine Equation Parameters

log₁₀(P) = A − (B / (T + C))
    P = vapor pressure (bar)
    T = temperature (K)

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Enthalpy of sublimation

Enthalpy of fusion

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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
MS - José A. Martinho Simões

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: I^- + CH₃I = (I^- • CH₃I)

C₆H₇N⁺ +  = (C₆H₇N⁺ • )

By formula: C₆H₇N⁺ + CH₃I = (C₆H₇N⁺ • CH₃I)

Free energy of reaction

 +  = ( • )

By formula: Cl^- + CH₃I = (Cl^- • CH₃I)

 +  =  + 

By formula: HI + CH₃I = CH₄ + I₂

C₁₂H₁₆Nb (cr) + 2 (cr) = C₁₀H₁₀I₂Nb (cr) + 2 (l)

By formula: C₁₂H₁₆Nb (cr) + 2I₂ (cr) = C₁₀H₁₀I₂Nb (cr) + 2CH₃I (l)

C₁₄H₂₂CoN₅O₄ (solution) +  (solution) = C₁₃H₁₉CoIN₅O₄ (solution) +  (solution)

By formula: C₁₄H₂₂CoN₅O₄ (solution) + I₂ (solution) = C₁₃H₁₉CoIN₅O₄ (solution) + CH₃I (solution)

CH₃I₂^- + 2 = C₂H₆I₃^-

By formula: CH₃I₂^- + 2CH₃I = C₂H₆I₃^-

 (cr) +  (solution) = CH₃IMg (solution)

By formula: Mg (cr) + CH₃I (solution) = CH₃IMg (solution)

CH₂I^- +  =

By formula: CH₂I^- + H⁺ = CH₃I

 (l) + 2 (cr) = 2 (l) +  (cr)

By formula: C₂H₆Hg (l) + 2I₂ (cr) = 2CH₃I (l) + HgI₂ (cr)

 (l) + 3 (cr) = GaI₃ (cr) + 3 (l)

By formula: C₃H₉Ga (l) + 3I₂ (cr) = GaI₃ (cr) + 3CH₃I (l)

 (l) + 2 (cr) = CH₃GaI₂ (cr) + 2 (l)

By formula: C₃H₉Ga (l) + 2I₂ (cr) = CH₃GaI₂ (cr) + 2CH₃I (l)

C₁₆H₃₄P₂Ru (solution) +  (solution) = C₁₆H₃₃IP₂Ru (solution) +  (solution)

By formula: C₁₆H₃₄P₂Ru (solution) + CH₃I (solution) = C₁₆H₃₃IP₂Ru (solution) + CH₄ (solution)

C₂₂H₃₆Zr (solution) + 2 (solution) = C₂₀H₃₀I₂Zr (solution) + 2 (solution)

By formula: C₂₂H₃₆Zr (solution) + 2I₂ (solution) = C₂₀H₃₀I₂Zr (solution) + 2CH₃I (solution)

C₈H₅MoNaO₃ (solution) +  (l) = C₉H₈MoO₃ (solution) +  (cr)

By formula: C₈H₅MoNaO₃ (solution) + CH₃I (l) = C₉H₈MoO₃ (solution) + INa (cr)

C₁₂H₁₆Zr (solution) + 2 (solution) = C₁₀H₁₀I₂Zr (solution) + 2 (solution)

By formula: C₁₂H₁₆Zr (solution) + 2I₂ (solution) = C₁₀H₁₀I₂Zr (solution) + 2CH₃I (solution)

C₂₂H₃₆Hf (solution) + 2 (solution) = C₂₀H₃₀HfI₂ (solution) + 2 (solution)

By formula: C₂₂H₃₆Hf (solution) + 2I₂ (solution) = C₂₀H₃₀HfI₂ (solution) + 2CH₃I (solution)

 + 2 = 2 + 

By formula: H₂ + 2CH₃I = 2CH₄ + I₂

 +  = 2

By formula: CH₄ + CH₂I₂ = 2CH₃I

Mass spectrum (electron ionization)

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

Spectrum

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Additional Data

References

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, 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.

Golden, Walsh, et al., 1965
Golden, D.M.; Walsh, R.; Benson, S.W., The thermochemistry of the gas phase equilibrium I₂ + CH₄ «=» CH₃I + HI and the heat of formation of the methyl radical, J. Am. Chem. Soc., 1965, 87, 4053-4057. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Goy and Pritchard, 1965
Goy, C.A.; Pritchard, H.O., Kinetics and thermodynamics of the reaction between iodine and methane and the heat of formation of methyl iodide, J. Phys. Chem., 1965, 69, 3040-3041. [all data]

Carson, Carter, et al., 1961
Carson, A.S.; Carter, W.; Pedley, J.B., The thermochemistry of reductions caused by lithium aluminium hydride I. The C-I bond dissociation energy in CH₃I, Proc. Roy. Soc. London A, 1961, 260, 550-557. [all data]

Timmermans, 1952
Timmermans, J., Freezing points of organic compounds. VVI New determinations., Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]

Timmermans, 1911
Timmermans, J., Researches on the freezing point of organic liquid compounds, Bull. Soc. Chim. Belg., 1911, 25, 300. [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]

Wren and Vikis, 1982
Wren, D.J.; Vikis, A.C., Vapour pressure of CH3I in the temperature range 176 to 227 K, The Journal of Chemical Thermodynamics, 1982, 14, 5, 435-437, https://doi.org/10.1016/0021-9614(82)90135-5 . [all data]

Boublík and Aim, 1972
Boublík, T.; Aim, K., Heats of vaporization of simple non-spherical molecule compounds, Collect. Czech. Chem. Commun., 1972, 37, 11, 3513-3521, https://doi.org/10.1135/cccc19723513 . [all data]

Kudchadker, Kudchadker, et al., 1979
Kudchadker, A.P.; Kudchadker, S.A.; Shukla, R.P.; Patnaik, P.R., Vapor pressures and boiling points of selected halomethanes, J. Phys. Chem. Ref. Data, 1979, 8, 2, 499, https://doi.org/10.1063/1.555600 . [all data]

Stull, 1947
Stull, Daniel R., Vapor Pressure of Pure Substances. Organic and Inorganic Compounds, Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022 . [all data]

Ewert, 1936
Ewert, M., Bull. Soc. Chim. Belg., 1936, 45, 493. [all data]

Thompson and Linnett, 1936
Thompson, H.W.; Linnett, J.W., The vapour pressures and association of some metallic and non-metallic alkyls, Trans. Faraday Soc., 1936, 32, 681-685. [all data]

Van Duzor, Wei, et al., 2010
Van Duzor, M.; Wei, J.; Mbaiwa, F.; Mabbs, R., I-center dot CH3X (X=Cl, Br, I) photodetachment: The effect of electron-molecule interactions in cluster anion photodetachment spectra and angular distributions, J. Chem. Phys., 2010, 133, 14, 144303, https://doi.org/10.1063/1.3487739 . [all data]

Hiraoka, Fujita, et al., 1905
Hiraoka, K.; Fujita, K.; Ishida, M.; Ichikawa, T.; Okada, H.; Hiizumi, K.; Wada, A.; Takao, K.; Yamabe, S.; Tsuchida, N., Gas-phase Ion/Molecule Reactions in C5F8, J. Phys. Chem. A (2005), 1905, 109, 6, 1049-1056., https://doi.org/10.1021/jp040251k . [all data]

Arnold, Neumark, et al., 1995
Arnold, C.C.; Neumark, D.M.; Cyr, D.M.; Johnson, M.A., Negative ion zero electron kinetic energy spectroscopy of I-center dot CH3I, J. Phys. Chem., 1995, 99, 6, 1633, https://doi.org/10.1021/j100006a002 . [all data]

Cyr, Bishea, et al., 1992
Cyr, D.M.; Bishea, G.A.; Scarton, M.G.; Johnson, M.A., Observation of Charge-Transfer Excited States in the I-.CH3I, I-.CH3Br, and I-.CH2Br2 S(N)2 Reaction Intermediates Using Photofragmentation, J. Chem. Phys., 1992, 97, 8, 5911, https://doi.org/10.1063/1.463752 . [all data]

Dougherty and Roberts, 1974
Dougherty, R.C.; Roberts, J.D., SN₂ reactions in the gas phase. Nucleophilicity effects, Org. Mass Spectrom., 1974, 8, 81. [all data]

Meot-Ner (Mautner) and El-Shall, 1986
Meot-Ner (Mautner), M.; El-Shall, M.S., Ionic Charge Transfer Complexes. 1. Cationic Complexes with Delocalized and Partially Localized pi Systems, J. Am. Chem. Soc., 1986, 108, 15, 4386, https://doi.org/10.1021/ja00275a026 . [all data]

Nichol and Ubbelohde, 1952
Nichol, R.J.; Ubbelohde, A.R., A thermochemical evaluation of bond strengths in some carbon compounds. part II. Bond strengths based on the reaction CH₃I + HI = CH₄ + I₂, J. Am. Chem. Soc., 1952, 415-421. [all data]

Diogo, Simoni, et al., 1993
Diogo, H.P.; Simoni, J.A.; Minas da Piedade, M.E.; Dias, A.R.; Martinho Simões, J.A., J. Am. Chem. Soc., 1993, 115, 2764. [all data]

Toscano, Seligson, et al., 1989
Toscano, P.J.; Seligson, A.L.; Curran, M.T.; Skrobutt, A.T.; Sonnenberger, D.C., Inorg. Chem., 1989, 28, 166; ibid. 1989. [all data]

Carson and Skinner, 1950
Carson, A.S.; Skinner, H.A., Nature, 1950, 165, 484. [all data]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas-phase acidity of CH₃X [X = P(CH₃)₂, SCH₃, F, Cl, Br, I] compounds, J. Chem. Soc. Perkin Trans. 2, 1985, 837. [all data]

Hartley, Pritchard, et al., 1950
Hartley, K.; Pritchard, H.O.; Skinner, H.A., Thermochemistry of metallic alkyls. III.?mercury dimethyl and mercury methyl halides, Trans. Faraday Soc., 1950, 46, 1019, https://doi.org/10.1039/tf9504601019 . [all data]

Pedley and Rylance, 1977
Pedley, J.B.; Rylance, J., Computer Analysed Thermochemical Data: Organic and Organometallic Compounds, University of Sussex, Brigton, 1977. [all data]

Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds in Academic Press, New York, 1970. [all data]

Fowell and Mortimer, 1958
Fowell, P.A.; Mortimer, C.T., J. Chem. Soc., 1958, 3734.. [all data]

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Luo, L.; Li, C.; Cucullu, M.E.; Nolan, S.P., Organometallics, 1995, 14, 1333. [all data]

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Nolan, S.P.; López de la Vega, R.; Hoff, C.D., J. Organometal. Chem., 1986, 315, 187. [all data]

Furuyama, Golden, et al., 1968
Furuyama, S.; Golden, D.M.; Benson, S.W., The thermochemistry of the gas-phase equilibrium 2CH₃I = CH₄ + CH₂i₂. The heat of formation of CH₂I₂, J. Phys. Chem., 1968, 72, 4713-4715. [all data]

Notes

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

• Symbols used in this document:
  

  T	Temperature
  Tboil	Boiling point
  Tfus	Fusion (melting) point
  ΔfH°gas	Enthalpy of formation of gas at standard conditions
  ΔfusH	Enthalpy of fusion
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions
  ΔsubH	Enthalpy of sublimation
  ΔvapH	Enthalpy of vaporization

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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