Phenol, 2-methyl-5-(1-methylethyl)-
- Formula: C10H14O
- Molecular weight: 150.2176
- IUPAC Standard InChI: InChI=1S/C10H14O/c1-7(2)9-5-4-8(3)10(11)6-9/h4-7,11H,1-3H3
- IUPAC Standard InChIKey: RECUKUPTGUEGMW-UHFFFAOYSA-N
- CAS Registry Number: 499-75-2
- 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: Carvacrol; p-Cymen-2-ol; Antioxine; Isothymol; Karvakrol; 2-Hydroxy-p-cymene; 2-Methyl-5-isopropylphenol; 5-Isopropyl-2-methylphenol; 2-Methyl-5-(1-methylethyl)phenol; o-Cresol, 5-isopropyl-; o-Thymol; p-Cymene, 2-hydroxy-; Isopropyl-o-cresol; Phenol, 5-isopropyl-2-methyl-; 1-Hydroxy-2-methyl-5-isopropylbenzene; 2-p-Cymenol; 5-Isopropyl-o-cresol; 3-Isopropyl-6-methylphenol; Phenol, 3-isopropyl-6-methyl-; Oxycymol; 6-methyl-3-isopropylphenol; NSC 6188
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Phase change 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:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 510. ± 1. | K | AVG | N/A | Average of 8 values; Individual data points |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 276.65 | K | N/A | Karr, 1957 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 276.65 | K | N/A | Carpenter and Easter, 1955 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 273.65 | K | N/A | Gardner, Procofief, et al., 1935 | Uncertainty assigned by TRC = 3. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 68.2 | kJ/mol | GC | van Roon, Parsons, et al., 2002 | AC |
| ΔvapH° | 77.74 | kJ/mol | C | Bertholon, Giray, et al., 1971 | see Lamartine and Perrin, 1969; ALS |
| ΔvapH° | 75.8 | kJ/mol | N/A | Bertholon, Giray, et al., 1971 | DRB |
| ΔvapH° | 59. ± 3. | kJ/mol | V | Lamartine and Perrin, 1969 | ALS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 56.5 | 358. | A | Stephenson and Malanowski, 1987 | Based on data from 343. - 510. K. See also Stull, 1947.; AC |
| 59.4 | 402. | EB | Lamartine and Perrin, 1969, 2 | Based on data from 387. - 512. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 343. - 510. | 5.34179 | 2549.857 | -32.705 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Karr, 1957
Karr, C.,
, U. S. Bur. Mines, Inform. Circ. IC 7802, 1957. [all data]
Carpenter and Easter, 1955
Carpenter; Easter,
J. Org. Chem., 1955, 20, 401. [all data]
Gardner, Procofief, et al., 1935
Gardner; Procofief; Jusov; Casselli,
C. R. Hebd. Seances Acad. Sci., 1935, 200, 1114. [all data]
van Roon, Parsons, et al., 2002
van Roon, André; Parsons, John R.; Govers, Harrie A.J.,
Gas chromatographic determination of vapour pressure and related thermodynamic properties of monoterpenes and biogenically related compounds,
Journal of Chromatography A, 2002, 955, 1, 105-115, https://doi.org/10.1016/S0021-9673(02)00200-5
. [all data]
Bertholon, Giray, et al., 1971
Bertholon, G.; Giray, M.; Perrin, R.; Vincent-Falquet-Berny, M.F.,
No. 532. - Etude physicochimique des phenols. OX. - Ethanlpies de combustion et energies de resonance des alcoyl et aryphenols,
Bull. Soc. Chim. France, 1971, 3180-3187. [all data]
Lamartine and Perrin, 1969
Lamartine, R.; Perrin, R.,
Etude physiocochimique des phenols. VIII. Caracterisation physicochimique des methyl-2 isopropylphenols ou carvacrols,
Bull. Soc. Chim. France, 1969, 10, 443-445. [all data]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Stull, 1947
Stull, Daniel R.,
Vapor Pressure of Pure Substances. Organic and Inorganic Compounds,
Ind. Eng. Chem., 1947, 39, 4, 517-540, https://doi.org/10.1021/ie50448a022
. [all data]
Lamartine and Perrin, 1969, 2
Lamartine, R.; Perrin, R.,
Bull. Soc. Chim. Fr., 1969, 2, 443. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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