Anisole

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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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
ΔfH°gas-16.24 ± 0.29kcal/molCcbFenwick, Harrop, et al., 1975Author was aware that data differs from previously reported values; ALS
ΔfH°gas-18.33 ± 0.22kcal/molCcbLebedeva and Katin, 1972Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -19.6 ± 0.3 kcal/mol; ALS
ΔfH°gas-16.9kcal/molCcbGray and Williams, 1959Private communication; ALS
ΔfH°gas-17.9kcal/molN/ABadoche, 1941Value computed using ΔfHliquid° value of -118.4 kj/mol from Badoche, 1941 and ΔvapH° value of 43.3 kj/mol from Lebedeva and Katin, 1972.; DRB

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
38.829388.15Hales J.L., 1967GT
40.349408.15
42.299433.15
43.750453.15
45.170473.15
46.831498.15

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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
ΔfH°liquid-27.43 ± 0.28kcal/molCcbFenwick, Harrop, et al., 1975Author was aware that data differs from previously reported values; ALS
ΔfH°liquid-28.7 ± 0.2kcal/molCcbLebedeva and Katin, 1972ALS
ΔfH°liquid-28.30kcal/molCcbBadoche, 1941Author's hf298_condensed=-31.02 kcal/mol; ALS
Quantity Value Units Method Reference Comment
ΔcH°liquid-904.187kcal/molCcbFenwick, Harrop, et al., 1975Author was aware that data differs from previously reported values; Corresponding ΔfHºliquid = -27.431 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
ΔcH°liquid-902.9 ± 0.2kcal/molCcbLebedeva and Katin, 1972Corresponding ΔfHºliquid = -28.7 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
ΔcH°liquid-903.32kcal/molCcbBadoche, 1941Author's hf298_condensed=-31.02 kcal/mol; Corresponding ΔfHºliquid = -28.30 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
47.56298.15Fenwick, Harrop, et al., 1975, 2DH
49.90304.8Phillip, 1939DH
45.70297.2de Kolossowsky and Udowenko, 1933DH

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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
RCD - Robert C. Dunbar

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

Bromine anion + Anisole = (Bromine anion • Anisole)

By formula: Br- + C7H8O = (Br- • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°11.8 ± 1.8kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B,M
Quantity Value Units Method Reference Comment
ΔrS°20.cal/mol*KN/APaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
ΔrG°3.3 ± 1.0kcal/molIMREPaul and Kebarle, 1991gas phase; ΔGaff measured at 303 K, corrected to 423 K, ΔSaff taken as that of PhNO2..Br-; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
3.3423.PHPMSPaul and Kebarle, 1991gas phase; Entropy change calculated or estimated; M

C7H7O- + Hydrogen cation = Anisole

By formula: C7H7O- + H+ = C7H8O

Quantity Value Units Method Reference Comment
ΔrH°401.3 ± 3.1kcal/molG+TSDahlke and Kass, 1992gas phase; Acid: anisole. Between o-methoxyphenide and Me2NH.; B
Quantity Value Units Method Reference Comment
ΔrG°394.0 ± 3.0kcal/molIMRBDahlke and Kass, 1992gas phase; Acid: anisole. Between o-methoxyphenide and Me2NH.; B

C7H7O- + Hydrogen cation = Anisole

By formula: C7H7O- + H+ = C7H8O

Quantity Value Units Method Reference Comment
ΔrH°398.3 ± 3.1kcal/molG+TSDahlke and Kass, 1992gas phase; Acid: anisole. Between HO- and m,p-methoxyphenide; B
Quantity Value Units Method Reference Comment
ΔrG°391.0 ± 3.0kcal/molIMRBDahlke and Kass, 1992gas phase; Acid: anisole. Between HO- and m,p-methoxyphenide; B

C7H7O- + Hydrogen cation = Anisole

By formula: C7H7O- + H+ = C7H8O

Quantity Value Units Method Reference Comment
ΔrH°401.7 ± 3.1kcal/molG+TSDahlke and Kass, 1992gas phase; Acid: anisole. Between o-OMe-phenide and Me2NH.; B
Quantity Value Units Method Reference Comment
ΔrG°394.0 ± 3.0kcal/molIMRBDahlke and Kass, 1992gas phase; Acid: anisole. Between o-OMe-phenide and Me2NH.; B

Chlorine anion + Anisole = (Chlorine anion • Anisole)

By formula: Cl- + C7H8O = (Cl- • C7H8O)

Quantity Value Units Method Reference Comment
ΔrG°7.30kcal/molTDEqFrench, Ikuta, et al., 1982gas phase; B

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
7.3300.PHPMSFrench, Ikuta, et al., 1982gas phase; M

Hydrogen iodide + p-Iodoanisole = Anisole + Iodine

By formula: HI + C7H7IO = C7H8O + I2

Quantity Value Units Method Reference Comment
ΔrH°-6.9 ± 1.2kcal/molCmBrennan and Ubbelohde, 1956gas phase; ALS

(Lithium ion (1+) • Anisole) + Anisole = (Lithium ion (1+) • 2Anisole)

By formula: (Li+ • C7H8O) + C7H8O = (Li+ • 2C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°29.0 ± 0.9kcal/molCIDTAmunugama and Rodgers, 2003RCD

(Sodium ion (1+) • Anisole) + Anisole = (Sodium ion (1+) • 2Anisole)

By formula: (Na+ • C7H8O) + C7H8O = (Na+ • 2C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°21.4 ± 0.6kcal/molCIDTAmunugama and Rodgers, 2003RCD

(Cesium ion (1+) • Anisole) + Anisole = (Cesium ion (1+) • 2Anisole)

By formula: (Cs+ • C7H8O) + C7H8O = (Cs+ • 2C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°14.7 ± 0.9kcal/molCIDTAmunugama and Rodgers, 2003RCD

(Rubidium ion (1+) • Anisole) + Anisole = (Rubidium ion (1+) • 2Anisole)

By formula: (Rb+ • C7H8O) + C7H8O = (Rb+ • 2C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°15.2 ± 0.8kcal/molCIDTAmunugama and Rodgers, 2003RCD

(Potassium ion (1+) • Anisole) + Anisole = (Potassium ion (1+) • 2Anisole)

By formula: (K+ • C7H8O) + C7H8O = (K+ • 2C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°16.7 ± 0.6kcal/molCIDTAmunugama and Rodgers, 2003RCD

Lithium ion (1+) + Anisole = (Lithium ion (1+) • Anisole)

By formula: Li+ + C7H8O = (Li+ • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°44.1 ± 4.5kcal/molCIDTAmunugama and Rodgers, 2003RCD

Sodium ion (1+) + Anisole = (Sodium ion (1+) • Anisole)

By formula: Na+ + C7H8O = (Na+ • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°27.1 ± 2.0kcal/molCIDTAmunugama and Rodgers, 2003RCD

Cesium ion (1+) + Anisole = (Cesium ion (1+) • Anisole)

By formula: Cs+ + C7H8O = (Cs+ • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°15.9 ± 1.2kcal/molCIDTAmunugama and Rodgers, 2003RCD

Rubidium ion (1+) + Anisole = (Rubidium ion (1+) • Anisole)

By formula: Rb+ + C7H8O = (Rb+ • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°17.3 ± 1.0kcal/molCIDTAmunugama and Rodgers, 2003RCD

Potassium ion (1+) + Anisole = (Potassium ion (1+) • Anisole)

By formula: K+ + C7H8O = (K+ • C7H8O)

Quantity Value Units Method Reference Comment
ΔrH°18.9 ± 0.7kcal/molCIDTAmunugama and Rodgers, 2003RCD

Henry's Law data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, 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: Rolf Sander

Henry's Law constant (water solution)

kH(T) = k°H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
k°H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

k°H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference
0.24 VN/A
0.24 RN/A

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Notes

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

Fenwick, Harrop, et al., 1975
Fenwick, J.O.; Harrop, D.; Head, A.J., Thermodynamic properties of organic oxygen compounds. 41. Enthalpies of formation of eight ethers, J. Chem. Thermodyn., 1975, 7, 943-954. [all data]

Lebedeva and Katin, 1972
Lebedeva, N.D.; Katin, Yu.A., Heats of combustion of certain monosubstituted benzenes, Russ. J. Phys. Chem. (Engl. Transl.), 1972, 46, 1088. [all data]

Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P., Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]

Gray and Williams, 1959
Gray, P.; Williams, A., Chemistry of free radicals containing oxygen. Part 3.- Thermochemistry and reactivity of the higher alkoxyl radicals RO·, Trans. Faraday Soc., 1959, 55, 760-777. [all data]

Badoche, 1941
Badoche, M., No 19. - Chaleurs de combustion du phenol, du-m-cresol et del leurs ethers; par M. Marius BADOCHE., Bull. Soc. Chim. Fr., 1941, 8, 212-220. [all data]

Hales J.L., 1967
Hales J.L., Thermodynamic properties of organic oxygen compounds. Part 18. Vapor heat capacities and heats of vaporization of ethyl ketone, ethyl propyl ketone, methyl isopropyl ketone, and methyl phenyl ether, Trans. Faraday Soc., 1967, 63, 1876-1879. [all data]

Fenwick, Harrop, et al., 1975, 2
Fenwick, J.O.; Harrop, D.; Head, A.J., Thermodynamic properties of organic oxygen compounds. 41. Enthalpies of formation of eight ethers, J. Chem. Thermodynam., 1975, 7, 944-954. [all data]

Phillip, 1939
Phillip, N.M., Adiabatic and isothermal compressibilities of liquids, Proc. Indian Acad. Sci., 1939, A9, 109-120. [all data]

de Kolossowsky and Udowenko, 1933
de Kolossowsky, N.A.; Udowenko, W.W., Mesure des chaleurs specifique moleculaires de quelques liquides, Compt. rend., 1933, 197, 519-520. [all data]

Paul and Kebarle, 1991
Paul, G.J.C.; Kebarle, P., Stabilities of Complexes of Br- with Substituted Benzenes (SB) Based on Determinations of the Gas-Phase Equilibria Br- + SB = (BrSB)-, J. Am. Chem. Soc., 1991, 113, 4, 1148, https://doi.org/10.1021/ja00004a014 . [all data]

Dahlke and Kass, 1992
Dahlke, G.D.; Kass, S.R., The Ortho-dehydrophenoxy Anion, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 633, https://doi.org/10.1016/0168-1176(92)80117-J . [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]

Brennan and Ubbelohde, 1956
Brennan, D.; Ubbelohde, A.R., A thermochemical evaluation of bond strengths in some carbon compounds. Part IV. Bond-strength differences based on the reaction: RI + HI = RH + I2, where R = p-methoxyphenyl and cyclohexyl, J. Chem. Soc., 1956, 3011-3016. [all data]

Amunugama and Rodgers, 2003
Amunugama, R.; Rodgers, M.T., Influence of substituents on cation-pi interactions - 5. Absolute binding energies of alkali metal cation-anisole complexes determined by threshold collision-induced dissociation and theoretical studies, Int. J. Mass Spectrom., 2003, 222, 1-3, 431, https://doi.org/10.1016/S1387-3806(02)00945-4 . [all data]

Notes

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