Phenol, 2-(1-methylethyl)-
- Formula: C9H12O
- Molecular weight: 136.1910
- IUPAC Standard InChI: InChI=1S/C9H12O/c1-7(2)8-5-3-4-6-9(8)10/h3-7,10H,1-2H3
- IUPAC Standard InChIKey: CRBJBYGJVIBWIY-UHFFFAOYSA-N
- CAS Registry Number: 88-69-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: Phenol, o-isopropyl-; o-Isopropylphenol; 2-Isopropylphenol; 2-(1-Methylethyl)phenol; o-Cumenol; Isopropylphenol, ortho; 1-Hydroxy-2-isopropylbenzene; Prodox 131; o-Hydroxycumene; NSC 5103
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Reaction thermochemistry data
Go To: Top, 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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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Individual Reactions
C9H11O- + =
By formula: C9H11O- + H+ = C9H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1454. ± 9.2 | kJ/mol | G+TS | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1423. ± 8.4 | kJ/mol | IMRE | Fujio, McIver, et al., 1981 | gas phase; value altered from reference due to change in acidity scale; B |
+
=
+
By formula: C6H6O + C12H18O = C9H12O + C9H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -0.7 ± 1.0 | kJ/mol | Eqk | Nesterova, Pimerzin, et al., 1989 | liquid phase; Isomerization; ALS |
| ΔrH° | -0.7 ± 1.0 | kJ/mol | Eqk | Nesterova, Pilyshchikov, et al., 1983 | liquid phase; GC; ALS |
+
=
+
By formula: C15H24O + C9H12O = C12H18O + C12H18O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 0.0 ± 0.84 | kJ/mol | Eqk | Nesterova, Pilyshchikov, et al., 1983 | liquid phase; CG; ALS |
=
By formula: C9H12O = C9H12O
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -7.95 ± 0.21 | kJ/mol | Eqk | Nesterova, Pilyshchikov, et al., 1983 | liquid phase; GC; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Fujio, McIver, et al., 1981
Fujio, M.; McIver, R.T., Jr.; Taft, R.W.,
Effects on the acidities of phenols from specific substituent-solvent interactions. Inherent substituent parameters from gas phase acidities,
J. Am. Chem. Soc., 1981, 103, 4017. [all data]
Nesterova, Pimerzin, et al., 1989
Nesterova, T.N.; Pimerzin, A.A.; Rozhnov, A.M.; Karlina, T.N.,
Equilibria for the isomerization of (secondary-alkyl)phenols and cyclohexylphenols,
J. Chem. Thermodyn., 1989, 21, 385-395. [all data]
Nesterova, Pilyshchikov, et al., 1983
Nesterova, T.N.; Pilyshchikov, V.A.; Rozhnov, A.M.,
Chemical Equilibrium in the system isopropylphenols-phenol,
J. Appl. Chem. USSR, 1983, 56, 1257-1261. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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