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Benzene, 1-iodo-4-methyl-

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, 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: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Deltafgas29.1 ± 1.4kcal/molCcbSmith, 1956Heat 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
Deltafliquid16.1 ± 1.0kcal/molCcbSmith, 1956Heat of formation derived by Cox and Pilcher, 1970
Quantity Value Units Method Reference Comment
Deltacliquid-913.6 ± 1.0kcal/molCcbSmith, 1956Reanalyzed by Cox and Pilcher, 1970, Original value = -912.70 kcal/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
Tboil484.7KN/AAldrich Chemical Company Inc., 1990BS
Tboil487.65KN/ALecat, 1947Uncertainty assigned by TRC = 0.6 K; TRC
Tboil487.65KN/ALecat, 1943Uncertainty assigned by TRC = 0.4 K; TRC
Tboil486.KN/ALecat, 1926Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Tfus307.KN/ATimmermans, 1935Uncertainty assigned by TRC = 1.5 K; TRC
Tfus307.15KN/ASugden, 1924Uncertainty assigned by TRC = 1.5 K; TRC
Tfus308.15KN/ACauwood and Turner, 1915Uncertainty assigned by TRC = 0.6 K; TRC
Tfus310.KN/ATammann, 1913Uncertainty assigned by TRC = 1. K; TRC
Quantity Value Units Method Reference Comment
Deltavap13.0 ± 1.0kcal/molVSmith, 1956Heat of formation derived by Cox and Pilcher, 1970; ALS

Enthalpy of fusion

DeltafusH (kcal/mol) Temperature (K) Reference Comment
3.576306.7van Miltenburg, Alvarez-Larena, et al., 1996AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


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- + Hydrogen cation = Benzene, 1-iodo-4-methyl-

By formula: C7H6I- + H+ = C7H7I

Quantity Value Units Method Reference Comment
Deltar372.3 ± 3.1kcal/molG+TSWenthold, Wierschke, et al., 1994gas phase; Between MeCN and FCH2CH2OH
Quantity Value Units Method Reference Comment
Deltar365.0 ± 3.0kcal/molIMRBWenthold, Wierschke, et al., 1994gas 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
8.08PEBaidin, Misharev, et al., 1985LBLHLM
8.38PEBehan, Johnstone, et al., 1976LLK
8.6 ± 0.1EITajima and Tsuchiya, 1972LLK
8.50 ± 0.01PIWatanabe, Nakayama, et al., 1962RDSH
8.50PEBaidin, Misharev, et al., 1985Vertical value; LBLHLM

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C5H5+14.7 ± 0.2C2H2+IEITajima and Tsuchiya, 1973LLK
C5H5+14.66 ± 0.15?EITajima and Tsuchiya, 1972LLK
C7H7+11.2 ± 0.1?EITajima and Tsuchiya, 1972LLK
C7H7+11.3IEIYeo and Williams, 1970RDSH

De-protonation reactions

C7H6I- + Hydrogen cation = Benzene, 1-iodo-4-methyl-

By formula: C7H6I- + H+ = C7H7I

Quantity Value Units Method Reference Comment
Deltar372.3 ± 3.1kcal/molG+TSWenthold, Wierschke, et al., 1994gas phase; Between MeCN and FCH2CH2OH; B
Quantity Value Units Method Reference Comment
Deltar365.0 ± 3.0kcal/molIMRBWenthold, Wierschke, et al., 1994gas phase; Between MeCN and FCH2CH2OH; B

IR Spectrum

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Data compiled by: Coblentz Society, Inc.

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


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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Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin NIST Mass Spectrometry Data Center, 1990.
NIST MS number 118807

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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, 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.

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, Mass spectrum (electron ionization), References