Benzene, 1-iodo-4-methyl-
- Formula: C7H7I
- Molecular weight: 218.0350
- IUPAC Standard InChIKey: UDHAWRUAECEBHC-UHFFFAOYSA-N
- CAS Registry Number: 624-31-7
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Toluene, p-iodo-; p-Iodotoluene; p-Methyliodobenzene; p-Tolyl iodide; 1-Iodo-4-methylbenzene; 1-Methyl-4-iodobenzene; 4-Iodotoluene
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | 122. ± 5.9 | kJ/mol | Ccb | Smith, 1956 | Heat of formation derived by Cox and Pilcher, 1970 |
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 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
C7H6I- + =
By formula: C7H6I- + H+ = C7H7I
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1558. ± 13. | kJ/mol | G+TS | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeCN and FCH2CH2OH |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1527. ± 13. | kJ/mol | IMRB | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeCN and FCH2CH2OH |
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 compiled as indicated in comments:
B - John E. Bartmess
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
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
8.08 | PE | Baidin, Misharev, et al., 1985 | LBLHLM |
8.38 | PE | Behan, Johnstone, et al., 1976 | LLK |
8.6 ± 0.1 | EI | Tajima and Tsuchiya, 1972 | LLK |
8.50 ± 0.01 | PI | Watanabe, Nakayama, et al., 1962 | RDSH |
8.50 | PE | Baidin, Misharev, et al., 1985 | Vertical value; LBLHLM |
Appearance energy determinations
Ion | AE (eV) | Other Products | Method | Reference | Comment |
---|---|---|---|---|---|
C5H5+ | 14.7 ± 0.2 | C2H2+I | EI | Tajima and Tsuchiya, 1973 | LLK |
C5H5+ | 14.66 ± 0.15 | ? | EI | Tajima and Tsuchiya, 1972 | LLK |
C7H7+ | 11.2 ± 0.1 | ? | EI | Tajima and Tsuchiya, 1972 | LLK |
C7H7+ | 11.3 | I | EI | Yeo and Williams, 1970 | RDSH |
De-protonation reactions
C7H6I- + =
By formula: C7H6I- + H+ = C7H7I
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1558. ± 13. | kJ/mol | G+TS | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeCN and FCH2CH2OH; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1527. ± 13. | kJ/mol | IMRB | Wenthold, Wierschke, et al., 1994 | gas phase; Between MeCN and FCH2CH2OH; B |
Gas Chromatography
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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
Normal alkane RI, polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Carbowax 400, Carbowax 20M, Carbowax 1540, Carbowax 4000, Superox 06, PEG 20M, etc. | 1668. | Waggott and Davies, 1984 | Hydrogen; Column length: 50. m; Column diameter: 0.32 mm; Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Smith, 1956
Smith, L.,
Corrected heats of combustion of organic iodine compounds,
Acta Chem. Scand., 1956, 10, 884-886. [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]
Wenthold, Wierschke, et al., 1994
Wenthold, P.G.; Wierschke, S.G.; Nash, J.J.; Squires, R.R.,
Biradical thermochemistry from collision-induced dissociation threshold energy measurements .2. Experimental and theoretical studies of the Mechanism and Thermochemistry of Formation of alph,
J. Am. Chem. Soc., 1994, 116, 16, 7378, https://doi.org/10.1021/ja00095a048
. [all data]
Baidin, Misharev, et al., 1985
Baidin, V.N.; Misharev, A.D.; Takhistov, V.V.,
Effect of alkyl substituents on the ionization potentials of halogenobenzenes,
Zh. Org. Khim., 1985, 21, 817. [all data]
Behan, Johnstone, et al., 1976
Behan, J.M.; Johnstone, R.A.W.; Bentley, T.W.,
An evaluation of empirical methods for calculating the ionization potentials of substituted benzenes,
Org. Mass Spectrom., 1976, 11, 207. [all data]
Tajima and Tsuchiya, 1972
Tajima, S.; Tsuchiya, T.,
The effects of the repeller voltage and the shield voltage on appearance potential measurements by electron impact,
Shitsuryo Bunseki, 1972, 20, 117. [all data]
Watanabe, Nakayama, et al., 1962
Watanabe, K.; Nakayama, T.; Mottl, J.,
Ionization potentials of some molecules,
J. Quant. Spectry. Radiative Transfer, 1962, 2, 369. [all data]
Tajima and Tsuchiya, 1973
Tajima, S.; Tsuchiya, T.,
Energetics consideration of C5H5+ ions produced from various precursors by electron impact,
Bull. Chem. Soc. Jpn., 1973, 46, 3291. [all data]
Yeo and Williams, 1970
Yeo, A.N.H.; Williams, D.H.,
Rearrangement in the molecular ions of halogenotoluenes prior to fragmentation in the mass spectrometer,
Chem. Commun., 1970, 886. [all data]
Waggott and Davies, 1984
Waggott, A.; Davies, I.W.,
Identification of organic pollutants using linear temperature programmed retention indices (LTPRIs) - Part II, 1984, retrieved from http://dwi.defra.gov.uk/research/completed-research/reports/dwi0383.pdf. [all data]
Notes
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- Symbols used in this document:
AE Appearance energy ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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