Phenol, 2-methyl-

Formula: C₇H₈O
Molecular weight: 108.1378
IUPAC Standard InChI: InChI=1S/C7H8O/c1-6-4-2-3-5-7(6)8/h2-5,8H,1H3
IUPAC Standard InChIKey: QWVGKYWNOKOFNN-UHFFFAOYSA-N
CAS Registry Number: 95-48-7
Chemical structure:
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Other names: o-Cresol; o-Hydroxytoluene; o-Methylphenol; o-Methylphenylol; o-Oxytoluene; 1-Hydroxy-2-methylbenzene; 2-Cresol; 2-Hydroxytoluene; 2-Methylphenol; Orthocresol; o-Kresol; Rcra waste number U052; o-Cresylic acid; 1-Methyl-2-hydroxybenzene; NSC 23076; o-Toluol
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- Gas Phase Kinetics Database
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Gas phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-128.3 ± 0.88	kJ/mol	Ccb	Cox, 1961	ALS
Δ_fH°_gas	-128.6 ± 0.92	kJ/mol	Ccb	Andon, Biddiscombe, et al., 1960	ALS

Constant pressure heat capacity of gas

C_p,gas (J/mol*K)	Temperature (K)	Reference	Comment
38.22	50.	Kudchadker S.A., 1978	Selected entropy values at 298.15 and 400 K are lower than the experimental ones by 2.2 and 2.1 J/molK, respectively. The discrepancy is close to the experimental uncertainty. The same entropy values calculated by [ Green J.H.S., 1962] are greater than the observed by 2.8 and 3.9 J/molK.; GT
59.18	100.
75.09	150.
91.26	200.
117.84	273.15
127.30	298.15
128.00	300.
164.31	400.
195.29	500.
220.43	600.
240.85	700.
257.68	800.
271.77	900.
283.70	1000.
293.87	1100.
302.60	1200.
310.11	1300.
316.61	1400.
322.25	1500.

Ion clustering data

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Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias

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Clustering reactions

+ Phenol, 2-methyl- = ( • )

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

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	86.2 ± 7.5	kJ/mol	IMRE	Paul and Kebarle, 1990	gas phase; ΔGaff at 423 K; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	96.	J/mol*K	N/A	Paul and Kebarle, 1990	gas phase; Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	45.6 ± 4.2	kJ/mol	IMRE	Paul and Kebarle, 1990	gas phase; ΔGaff at 423 K; B

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
45.6	423.	PHPMS	Paul and Kebarle, 1990	gas phase; Entropy change calculated or estimated; M

References

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Cox, 1961
Cox, J.D., The heats of combustion of phenol and the three cresols, Pure Appl. Chem., 1961, 2, 125-128. [all data]

Andon, Biddiscombe, et al., 1960
Andon, R.J.L.; Biddiscombe, D.P.; Cox, J.D.; Handley, R.; Harrop, D.; Herington, E.F.G.; Martin, J.F., Thermodynamic properties of organic oxygen compounds. Part I. Preparation and physical properties of pure phenol, cresols, and xylenols, J. Chem. Soc., 1960, 5246-5254. [all data]

Kudchadker S.A., 1978
Kudchadker S.A., Ideal gas thermodynamic properties of phenol and cresols, J. Phys. Chem. Ref. Data, 1978, 7, 417-423. [all data]

Green J.H.S., 1962
Green J.H.S., Normal frequencies, thermodynamic properties and equilibrium of the cresols, Chem. Ind. (London), 1962, 1575-1576. [all data]

Paul and Kebarle, 1990
Paul, G.J.C.; Kebarle, P., Stabilities in the Gas Phase of the Hydrogen Bonded Complexes, YC6H4OH-X-, of Substituted Phenols, YC6H4OH, with the Halide Anions X-(Cl-, Br-), Can. J. Chem., 1990, 68, 11, 2070, https://doi.org/10.1139/v90-316 . [all data]

Notes

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Symbols used in this document:

C_p,gas	Constant pressure heat capacity of gas
T	Temperature
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions
Δ_rS°	Entropy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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