Benzoyl iodide

Data at NIST subscription sites:

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.


Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, NIST Free Links, 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
Δfgas11. ± 4.2kJ/molEqkSolly and Benson, 1971 
Δfgas10. ± 6.3kJ/molCmCarson, Pritchard, et al., 1950Heat of formation derived by Cox and Pilcher, 1970

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, NIST Free Links, 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
Δfliquid-51.51 ± 0.42kJ/molCmCarson, Pritchard, et al., 1950Reanalyzed by Cox and Pilcher, 1970, Original value = -52.51 kJ/mol; Heat of hydrolysis

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, IR Spectrum, NIST Free Links, 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:
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

Quantity Value Units Method Reference Comment
Tfus276.KN/ABuckingham and Donaghy, 1982BS
Tfus276.KN/AKizhner, 1909Uncertainty assigned by TRC = 2. K; TRC
Quantity Value Units Method Reference Comment
Δvap61.9 ± 6.3kJ/molECarson, Pritchard, et al., 1950Heat of formation derived by Cox and Pilcher, 1970; ALS

Reduced pressure boiling point

Tboil (K) Pressure (bar) Reference Comment
401.0.027Buckingham and Donaghy, 1982BS

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

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, IR Spectrum, NIST Free Links, 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

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

Benzenamine, 4-methoxy- + Benzoyl iodide = Hydrogen iodide + p-Benzanisidide

By formula: C7H9NO + C7H5IO = HI + C14H13NO2

Quantity Value Units Method Reference Comment
Δr-185. ± 2.kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene

p-Aminotoluene + Benzoyl iodide = Hydrogen iodide + Benzamide, N-(4-methylphenyl)-

By formula: C7H9N + C7H5IO = HI + C14H13NO

Quantity Value Units Method Reference Comment
Δr-168. ± 2.kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene

Benzoyl iodide + Aniline = Hydrogen iodide + Benzamide, N-phenyl-

By formula: C7H5IO + C6H7N = HI + C13H11NO

Quantity Value Units Method Reference Comment
Δr-166. ± 2.kJ/molCacKiselev, Khuzyasheva, et al., 1979liquid phase; solvent: Benzene

Benzoyl iodide + Water = Hydrogen iodide + Benzoic acid

By formula: C7H5IO + H2O = HI + C7H6O2

Quantity Value Units Method Reference Comment
Δr-102.4kJ/molCmCarson, Pritchard, et al., 1950liquid phase; Heat of hydrolysis

Hydrogen iodide + Benzoyl iodide = Benzaldehyde + Iodine

By formula: HI + C7H5IO = C7H6O + I2

Quantity Value Units Method Reference Comment
Δr-13. ± 4.2kJ/molEqkSolly and Benson, 1971gas phase

Benzaldehyde + Iodine = Hydrogen iodide + Benzoyl iodide

By formula: C7H6O + I2 = HI + C7H5IO

Quantity Value Units Method Reference Comment
Δr13. ± 4.2kJ/molEqkSolly and Benson, 1971gas phase

IR Spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, NIST Free Links, References, Notes

Data compiled by: Coblentz Society, Inc.


References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, NIST Free Links, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Solly and Benson, 1971
Solly, R.K.; Benson, S.W., Thermochemistry of the reaction of benzaldehyde with iodine. The enthalpy of formation of benzaldehyde and benzoyl iodide, J. Chem. Thermodyn., 1971, 3, 203-209. [all data]

Carson, Pritchard, et al., 1950
Carson, A.S.; Pritchard, H.O.; Skinner, H.A., The heats of hydrolysis of the benzoyl halides, J. Chem. Soc., 1950, 656-659. [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]

Buckingham and Donaghy, 1982
Buckingham, J.; Donaghy, S.M., Dictionary of Organic Compounds: Fifth Edition, Chapman and Hall, New York, 1982, 1. [all data]

Kizhner, 1909
Kizhner, N. (see kishner n), Benzoyl Iodide and its Relation to Ether, Zh. Russ. Fiz.-Khim. O-va., Chast Khim., 1909, 41, 651. [all data]

Kiselev, Khuzyasheva, et al., 1979
Kiselev, V.D.; Khuzyasheva, d.G.; Konovalov, A.I., Thermochemical study of the acylation of para-substituted anilines, J. Gen. Chem. USSR, 1979, 49, 2273-2276. [all data]


Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, NIST Free Links, References