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 |
Condensed 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°liquid | 67.4 ± 4.2 | kJ/mol | Ccb | Smith, 1956 | Heat of formation derived by Cox and Pilcher, 1970 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3822.5 ± 4.2 | kJ/mol | Ccb | Smith, 1956 | Reanalyzed by Cox and Pilcher, 1970, Original value = -3818.7 kJ/mol |
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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
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 |
---|---|---|---|---|---|
Tboil | 484.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 487.65 | K | N/A | Lecat, 1947 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tboil | 487.65 | K | N/A | Lecat, 1943 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tboil | 486. | K | N/A | Lecat, 1926 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 307. | K | N/A | Timmermans, 1935 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 307.15 | K | N/A | Sugden, 1924 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 308.15 | K | N/A | Cauwood and Turner, 1915 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tfus | 310. | K | N/A | Tammann, 1913 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 54.4 ± 4.2 | kJ/mol | V | Smith, 1956 | Heat of formation derived by Cox and Pilcher, 1970; ALS |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
14.96 | 306.7 | van Miltenburg, Alvarez-Larena, et al., 1996 | AC |
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 |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, 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]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Lecat, 1947
Lecat, M.,
Some azeotropes of which one constituant is heterocyclic nitrogen,
Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [all data]
Lecat, 1943
Lecat, M.,
Azeotropes of Ethyl Urethane and other Azeotropes,
C. R. Hebd. Seances Acad. Sci., 1943, 217, 273. [all data]
Lecat, 1926
Lecat, M.,
New binary azeotropes: 3rd list,
Ann. Soc. Sci. Bruxelles, Ser. B, 1926, 45, 284-94. [all data]
Timmermans, 1935
Timmermans, J.,
Researches in Stoichiometry. I. The Heat of Fusion of Organic Compounds.,
Bull. Soc. Chim. Belg., 1935, 44, 17-40. [all data]
Sugden, 1924
Sugden, S.,
CXLI. The Influence of the Orientation of Surface Molecules on the Surface Tension of Pure Liquids.,
J. Chem. Soc., 1924, 125, 1167. [all data]
Cauwood and Turner, 1915
Cauwood, J.D.; Turner, W.E.S.,
XXXI. The Dielectric Constants of Some Organic Solvents at their Melting or Boiling Points,
J. Chem. Soc., Trans., 1915, 107, 276. [all data]
Tammann, 1913
Tammann, G.,
Nachr. Ges. Wiss. Goettingen, Math.-Phys. Kl., 1913, 1913, 335. [all data]
van Miltenburg, Alvarez-Larena, et al., 1996
van Miltenburg, J.C.; Alvarez-Larena, A.; Labrador, M.; Palacios, L.; Rodriguez-Romero, J.; Tauler, E.; Estop, E.,
The thermal properties of three (Cl-, Br-, I-) para-halotoluenes. Formation of glassy crystals,
Thermochimica Acta, 1996, 273, 31-42, https://doi.org/10.1016/0040-6031(95)02596-0
. [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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, References
- Symbols used in this document:
AE Appearance energy Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas 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 ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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