Methane, iodo-
- Formula: CH3I
- Molecular weight: 141.9390
- IUPAC Standard InChIKey: INQOMBQAUSQDDS-UHFFFAOYSA-N
- 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:
- 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
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Condensed phase thermochemistry data
Go To: Top, Phase change data, Henry's Law data, Gas phase ion energetics 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 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 | -13.6 ± 0.5 | kJ/mol | Ccr | Carson, Laye, et al., 1993 | ALS |
ΔfH°liquid | -12. ± 1. | kJ/mol | Chyd | Carson, Carter, et al., 1961 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -808.6 ± 0.3 | kJ/mol | Ccr | Carson, Laye, et al., 1993 | ALS |
Constant pressure heat capacity of liquid
Cp,liquid (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
82.75 | 298.15 | Carson, Laye, et al., 1993 | DH |
82.0 | 298.15 | Shehatta, 1993 | DH |
82.76 | 298.2 | Low and Moelwyn-Hughes, 1962 | T = 293 to 308 K.; DH |
82.68 | 300. | Harrison and Moelwyn-Hughes, 1957 | T = 243 to 303 K.; DH |
148.1 | 298. | Kurbatov, 1948 | T = -56 to 35°C. Mean Cp five temperatures.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry data, Henry's Law data, Gas phase ion energetics 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 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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 315.7 ± 0.2 | K | AVG | N/A | Average of 7 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 206.7 | K | N/A | Timmermans, 1952 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 208.1 | K | N/A | Timmermans, 1911 | Uncertainty assigned by TRC = 0.4 K; TRC |
Enthalpy of vaporization
ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
30.4 | 243. | A | Stephenson and Malanowski, 1987 | Based on data from 228. to 337. K.; AC |
26.5 | 330. | A | Stephenson and Malanowski, 1987 | Based on data from 315. to 502. K.; AC |
31.1 | 217. | N/A | Wren and Vikis, 1982 | Based on data from 208. to 227. K.; AC |
29.2 | 274. | EB | Boublík and Aim, 1972 | Based on data from 259. to 314. K. See also Kudchadker, Kudchadker, et al., 1979.; AC |
30.4 | 233. | N/A | Stull, 1947 | Based on data from 218. to 315. K.; AC |
28.2 | 288. | N/A | Ewert, 1936 | Based on data from 273. to 307. K.; AC |
28.41 | 315.8 | V | Thompson and Linnett, 1936 | ALS |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
218. to 315.6 | 4.1554 | 1177.78 | -32.058 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
315.6 to 521. | 4.14897 | 1223.831 | -20.179 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
273.3 to 307.6 | 5.14281 | 1755.986 | 26.111 | Thompson and Linnett, 1936 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
40.2 ± 0.4 | 191. | VG | Wren and Vikis, 1982 | Based on data from 176. to 227. K.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.12 | 206.8 | Wren and Vikis, 1982 | AC |
Henry's Law data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics 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: Rolf Sander
Henry's Law constant (water solution)
kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)
k°H (mol/(kg*bar)) | d(ln(kH))/d(1/T) (K) | Method | Reference | Comment |
---|---|---|---|---|
0.14 | 4300. | M | N/A | |
0.35 | Q | N/A | missing citation give several references for the Henry's law constants but don't assign them to specific species. | |
0.19 | 3800. | M | N/A | |
0.18 | V | N/A | ||
0.17 | C | N/A |
Gas phase ion energetics data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, 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
L - Sharon G. Lias
Data compiled as indicated in comments:
B - John E. Bartmess
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 |
---|---|---|---|---|---|
IE (evaluated) | 9.54 ± 0.02 | eV | N/A | N/A | L |
Quantity | Value | Units | Method | Reference | Comment |
Proton affinity (review) | 691.7 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Quantity | Value | Units | Method | Reference | Comment |
Gas basicity | 665.5 | kJ/mol | N/A | Hunter and Lias, 1998 | HL |
Electron affinity determinations
EA (eV) | Method | Reference | Comment |
---|---|---|---|
0.110 ± 0.020 | LPES | Kim, Kelley, et al., 1999 | B |
0.30 ± 0.20 | NBIE | Moutinho, Aten, et al., 1974 | Stated electron affinity is the Vertical Detachment Energy; B |
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.54 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
9.54 | PE | Carlson, Gerard, et al., 1988 | LL |
10.86 | S | Baig, Connerade, et al., 1982 | LBLHLM |
9.54 | PE | Kimura, Katsumata, et al., 1981 | LLK |
9.538 | EQ | Lias and Ausloos, 1978 | LLK |
9.54 | PIPECO | Mintz and Baer, 1976 | LLK |
9.53 ± 0.01 | PI | Tsai, Baer, et al., 1975 | LLK |
9.538 | S | Hochmann, Templet, et al., 1975 | LLK |
9.54 | PE | Boschi and Salahub, 1974 | LLK |
9.48 ± 0.03 | EI | Johnstone and Mellon, 1972 | LLK |
9.538 | S | Boschi and Salahub, 1972 | LLK |
9.52 | PE | Brogli and Heilbronner, 1971 | LLK |
10.14 | PE | Brogli and Heilbronner, 1971 | LLK |
9.50 | PE | Ragle, Stenhouse, et al., 1970 | RDSH |
9.54 | PE | Potts, Lempka, et al., 1970 | RDSH |
9.534 ± 0.005 | TE | Baer, Peatman, et al., 1969 | RDSH |
9.538 ± 0.003 | S | Price, 1936 | RDSH |
9.53 | PE | Utsunomiya, Kobayashi, et al., 1980 | Vertical value; LLK |
9.9 | PE | Dromey and Peel, 1974 | Vertical value; LLK |
9.51 | PE | Uehara, Saito, et al., 1973 | Vertical value; LLK |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
CH+ | 21.2 ± 0.2 | ? | EI | Reed and Snedden, 1956 | RDSH |
CH2+ | 14.6 ± 0.2 | HI | EI | Tsuda and Hamill, 1964 | RDSH |
CH2I+ | 12.78 | H | EI | Holmes, Lossing, et al., 1988 | LL |
CH2I+ | 12.08 ± 0.09 | H | EI | Martin, Lampe, et al., 1966 | RDSH |
CH3+ | 12.18 | I | PI | Traeger and McLoughlin, 1981 | LLK |
CH3+ | 12.24 ± 0.01 | I | PIPECO | Mintz and Baer, 1976 | LLK |
CH3+ | 12.25 ± 0.03 | I | PI | Tsai, Baer, et al., 1975 | LLK |
CH3+ | 12.07 ± 0.07 | I | EI | Johnstone and Mellon, 1972 | LLK |
CH3+ | 12.260 ± 0.013 | I | PI | Nicholson, 1970 | RDSH |
CH3+ | 12.22 | I | EI | Lossing and Semeluk, 1970 | RDSH |
I+ | 12.9 ± 0.05 | CH3 | EI | Tsuda, Melton, et al., 1964 | RDSH |
De-protonation reactions
CH2I- + =
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1616. ± 21. | kJ/mol | G+TS | Ingemann and Nibbering, 1985 | gas phase; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1587. ± 20. | kJ/mol | IMRB | Ingemann and Nibbering, 1985 | gas phase; B |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Carson, Laye, et al., 1993
Carson, A.S.; Laye, P.G.; Pedley, J.B.; Welsby, A.M.,
The enthalpies of formation iodomethane, diiodomethane, triiodomethane, and tetraiodomethane by rotating combustion calorimetry,
J. Chem. Thermodyn., 1993, 25, 261-269. [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]
Shehatta, 1993
Shehatta, I.,
Heat capacity at constant pressure of some halogen compounds,
Thermochim. Acta, 1993, 213, 1-10. [all data]
Low and Moelwyn-Hughes, 1962
Low, D.I.R.; Moelwyn-Hughes, E.A.,
The heat capacities of acetone, methyl iodide and mixtures thereof in the liquid state,
Proc. Roy. Soc. (London), 1962, A267, 384-394. [all data]
Harrison and Moelwyn-Hughes, 1957
Harrison, D.; Moelwyn-Hughes, E.A.,
The heat capacities of certain liquids,
Proc. Roy. Soc. (London), 1957, A239, 230-246. [all data]
Kurbatov, 1948
Kurbatov, V.Ya.,
Heat capacity of liquids. 2. Heat capacity and the temperature dependence of heat capacity from halogen derivatives of acylic hydrocarbons,
Zh. Obshch. Kim., 1948, 18, 372-389. [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]
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]
Kim, Kelley, et al., 1999
Kim, J.; Kelley, J.A.; Ayotte, P.; Nielsen, S.B.; Weddle, G.H.; Johnson, M.A.,
Preparation and photoelectron spectrum of the CH3I- anion: Rare gas cluster mediated synthesis of an ion-radical complex,
J. Am. Soc. Mass Spectrom., 1999, 10, 9, 810-814, https://doi.org/10.1016/S1044-0305(99)00057-4
. [all data]
Moutinho, Aten, et al., 1974
Moutinho, A.M.C.; Aten, J.A.; Los, J.,
Chemi-ionization in alkali-methylhalogen collisions,
Chem. Phys., 1974, 5, 84. [all data]
Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P.,
Ionization energies of homologous organic compounds and correlation with molecular size,
Org. Mass Spectrom., 1991, 26, 537. [all data]
Carlson, Gerard, et al., 1988
Carlson, T.A.; Gerard, P.; Pullen, B.P.; Grimm, F.A.,
Autoionization from the ione-pair orbitals of molecules containing iodine,
J. Chem. Phys., 1988, 89, 1464. [all data]
Baig, Connerade, et al., 1982
Baig, M.A.; Connerade, J.P.; Hormes, J.,
Autoionisation resonances in the 4p(Π) spectrum of methyl bromide,
J. Phys. B:, 1982, 15, 5. [all data]
Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S.,
Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules
in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]
Lias and Ausloos, 1978
Lias, S.G.; Ausloos, P.J.,
eIonization energies of organic compounds by equilibrium measurements,
J. Am. Chem. Soc., 1978, 100, 6027. [all data]
Mintz and Baer, 1976
Mintz, D.M.; Baer, T.,
Kinetic energy release distributions for the dissociation of internal energy selected CH3I+ and CD3I+ ions,
J. Chem. Phys., 1976, 65, 2407. [all data]
Tsai, Baer, et al., 1975
Tsai, B.P.; Baer, T.; Werner, A.S.; Lin, S.F.,
A photoelectron-photoion coincidence study of the ionization and fragment appearance potentials of bromo- and iodomethanes,
J. Phys. Chem., 1975, 79, 570. [all data]
Hochmann, Templet, et al., 1975
Hochmann, P.; Templet, P.H.; Wang, H.-t.; McGlynn, S.P.,
Molecular Rydberg transitions. I. Low-energy Rydberg transitions in methyl halides,
J. Chem. Phys., 1975, 62, 2588. [all data]
Boschi and Salahub, 1974
Boschi, R.A.A.; Salahub, D.R.,
The high resolution photoelectron spectra of some iodoalkanes, iodocycloalkanes, iodoalkenes, and fluoroiodohydrocarbons,
Can. J. Chem., 1974, 52, 1217. [all data]
Johnstone and Mellon, 1972
Johnstone, R.A.W.; Mellon, F.A.,
Electron-impact ionization and appearance potentials,
J. Chem. Soc. Faraday Trans. 2, 1972, 68, 1209. [all data]
Boschi and Salahub, 1972
Boschi, R.A.; Salahub, D.R.,
The far ultra-violet spectra of some 1-iodoalkanes,
Mol. Phys., 1972, 24, 289. [all data]
Brogli and Heilbronner, 1971
Brogli, F.; Heilbronner, E.,
The competition between spin orbit coupling and conjugation in alkyl halides and its repercussion on their photoelectron spectra,
Helv. Chim. Acta, 1971, 54, 1423. [all data]
Ragle, Stenhouse, et al., 1970
Ragle, J.L.; Stenhouse, I.A.; Frost, D.C.; McDowell, C.A.,
Valence-shell ionization potentials of halomethanes by photoelectron spectroscopy. I. CH3Cl, CH3Br, CH3I. Vibrational frequencies and vibronic interaction in CH3Br+ and CH3Cl+,
J. Chem. Phys., 1970, 53, 178. [all data]
Potts, Lempka, et al., 1970
Potts, A.W.; Lempka, H.J.; Streets, D.G.; Price, W.C.,
Photoelectron spectra of the halides of elements in groups III, IV, V and VI,
Phil. Trans. Roy. Soc. (London), 1970, A268, 59. [all data]
Baer, Peatman, et al., 1969
Baer, T.; Peatman, W.B.; Schlag, E.W.,
Photoionization resonance studies with a steradiancy analyzer. II.The photoionization of CH3I,
Chem. Phys. Lett., 1969, 4, 243. [all data]
Price, 1936
Price, W.C.,
The far ultraviolet absorption spectra and ionization potentials of the alkyl halides. Part I,
J. Chem. Phys., 1936, 4, 539. [all data]
Utsunomiya, Kobayashi, et al., 1980
Utsunomiya, C.; Kobayashi, T.; Nagakura, S.,
Photoelectron angular distribution measurements for some aliphatic alcohols, amines, halides,
Bull. Chem. Soc. Jpn., 1980, 53, 1216. [all data]
Dromey and Peel, 1974
Dromey, R.G.; Peel, J.B.,
Photoelectron spectroscopic correlation of the molecular orbitals of the alkanes and alkyl iodides,
J. Mol. Struct., 1974, 23, 53. [all data]
Uehara, Saito, et al., 1973
Uehara, Y.; Saito, N.; Yonezawa, T.,
Ionization potentials of trifluoromethyl and methyl halides by photoelectron spectroscopy and calculations by extended Hucket and CNDO/2 methods,
Chem. Lett., 1973, 495. [all data]
Reed and Snedden, 1956
Reed, R.I.; Snedden, W.,
Studies in electron impact methods. Part 6.-The formation of the methine and carbon ions,
J. Chem. Soc. Faraday Trans., 1956, 55, 876. [all data]
Tsuda and Hamill, 1964
Tsuda, S.; Hamill, W.H.,
Structure in ionization efficiency curves near threshold from alkanes and alkyl halides,
J. Chem. Phys., 1964, 41, 2713. [all data]
Holmes, Lossing, et al., 1988
Holmes, J.L.; Lossing, F.P.; McFarlane, R.A.,
Stabilization energy and positional effects in halogen-substituted alkyl ions.,
Int. J. Mass Spectrom. Ion Phys., 1988, 86, 209. [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]
Traeger and McLoughlin, 1981
Traeger, J.C.; McLoughlin, R.G.,
Absolute heats of formation for gas phase cations,
J. Am. Chem. Soc., 1981, 103, 3647. [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]
Lossing and Semeluk, 1970
Lossing, F.P.; Semeluk, G.P.,
Free radicals by mass spectrometry. XLII.Ionization potentials and ionic heats of formation for C1-C4 alkyl radicals,
Can. J. Chem., 1970, 48, 955. [all data]
Tsuda, Melton, et al., 1964
Tsuda, S.; Melton, C.E.; Hamill, W.H.,
Ionization- efficiency curves for molecular and fragment ions from methane and the methyl halides,
J. Chem. Phys., 1964, 41, 689. [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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy Cp,liquid Constant pressure heat capacity of liquid EA Electron affinity IE (evaluated) Recommended ionization energy Tboil Boiling point Tfus Fusion (melting) point d(ln(kH))/d(1/T) Temperature dependence parameter for Henry's Law constant k°H Henry's Law constant at 298.15K ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy 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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