Benzene, Iodo- - The NIST WebBook

Benzene, iodo-

• Formula: C6H5I
• Molecular weight: 204.0084
• IUPAC Standard InChI: InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H Copy
• IUPAC Standard InChIKey: SNHMUERNLJLMHN-UHFFFAOYSA-N Copy
• CAS Registry Number: 591-50-4
• Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file View 3d structure (requires JavaScript / HTML 5)
• Other names: Benzene iodide; Iodobenzene; Phenyl iodide
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• Information on this page:
  • Reaction thermochemistry data
  • References
  • Notes
• Other data available:
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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 as indicated in comments: M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias B - John E. Bartmess ALS - 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

C6H7N+ + = (C6H7N+ • )

By formula: C6H7N+ + C6H5I = (C6H7N+ • C6H5I)

Bond type: Charge transfer bond (positive ion)

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	55.6	kJ/mol	PHPMS	Meot-Ner (Mautner) and El-Shall, 1986	gas phase; Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
ΔrS°	110.	J/mol*K	N/A	Meot-Ner (Mautner) and El-Shall, 1986	gas phase; Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kJ/mol)	T (K)	Method	Reference	Comment
20.	324.	PHPMS	Meot-Ner (Mautner) and El-Shall, 1986	gas phase; Entropy change calculated or estimated; M

+ = ( • )

By formula: Cl- + C6H5I = (Cl- • C6H5I)

Quantity	Value	Units	Method	Reference	Comment
ΔrG°	30.1	kJ/mol	TDEq	French, Ikuta, et al., 1982	gas phase; B

Free energy of reaction

ΔrG° (kJ/mol)	T (K)	Method	Reference	Comment
30.	300.	PHPMS	French, Ikuta, et al., 1982	gas phase; M

+ = +

By formula: HI + C6H5I = C6H6 + I2

Quantity	Value	Units	Method	Reference	Comment
ΔrH°	-22. ± 5.9	kJ/mol	Cm	Graham, Nichol, et al., 1955	gas phase; ALS

References

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

Meot-Ner (Mautner) and El-Shall, 1986 Meot-Ner (Mautner), M.; El-Shall, M.S., Ionic Charge Transfer Complexes. 1. Cationic Complexes with Delocalized and Partially Localized pi Systems, J. Am. Chem. Soc., 1986, 108, 15, 4386, https://doi.org/10.1021/ja00275a026 . [all data]

French, Ikuta, et al., 1982 French, M.A.; Ikuta, S.; Kebarle, P., Hydrogen bonding of O-H and C-H hydrogen donors to Cl-. Results from mass spectrometric measurement of the ion-molecule equilibria RH + Cl- = RHCl-, Can. J. Chem., 1982, 60, 1907. [all data]

Graham, Nichol, et al., 1955 Graham, W.S.; Nichol, R.J.; Ubbelohde, A.R., A thermochemical evaluation of bond strengths in some carbon compounds. Part III. Bond strengths based on the reactions: (a) Ph·CH2I + HI=Ph·CH3 + I2 and (b) PhI + HI=PhH + I2, J. Chem. Soc., 1955, 115-121. [all data]

Notes

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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