2,4-Di-tert-butylphenol
- Formula: C14H22O
- Molecular weight: 206.3239
- IUPAC Standard InChI: InChI=1S/C14H22O/c1-13(2,3)10-7-8-12(15)11(9-10)14(4,5)6/h7-9,15H,1-6H3
- IUPAC Standard InChIKey: ICKWICRCANNIBI-UHFFFAOYSA-N
- CAS Registry Number: 96-76-4
- 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, 2,4-bis(1,1-dimethylethyl)-; Phenol, 2,4-di-tert-butyl-; 2,4-di-t-Butylphenol; 1-Hydroxy-2,4-di-tert-butylbenzene; Antioxidant No. 33; Prodox 146; Prodox 146A-85X; 2,4-Bis(1,1-dimethylethyl)phenol; 2,4-Bis(tert-butyl)phenol; NSC 174502; 2,4-tert-butylphenol; 2,4-bis(1,1'-dimethylethyl)phenol
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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
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 | 538.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 536.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 72.4 ± 0.5 | kJ/mol | N/A | Verevkin, 1999 | AC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 92.9 ± 2.8 | kJ/mol | C | Ribeiro da Silva, Matos, et al., 1999 | AC |
| ΔsubH° | 86.7 ± 0.3 | kJ/mol | N/A | Verevkin, 1999 | AC |
| ΔsubH° | 107.1 | kJ/mol | C | Bertholon, Giray, et al., 1971 | ALS |
| ΔsubH° | 110.0 | kJ/mol | N/A | Bertholon, Giray, et al., 1971 | DRB |
Reduced pressure boiling point
| Tboil (K) | Pressure (bar) | Reference | Comment |
|---|---|---|---|
| 419.2 | 0.027 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 69.2 ± 0.5 | 350. | GS | Verevkin, 1999 | Based on data from 333. - 368. K.; AC |
| 60.1 | 418. | A | Stephenson and Malanowski, 1987 | Based on data from 403. - 537. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (bar)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 357.7 - 533.9 | 5.49583 | 2821.466 | -20.563 | Stull, 1947 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 86.1 ± 0.3 | 308. | GS | Verevkin, 1999 | Based on data from 288. - 327. K.; AC |
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.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Verevkin, 1999
Verevkin, S.P.,
Thermochemistry of phenols: quantification of theortho-,para-, andmeta-interactions in tert-alkyl substituted phenols,
The Journal of Chemical Thermodynamics, 1999, 31, 5, 559-585, https://doi.org/10.1006/jcht.1998.0459
. [all data]
Ribeiro da Silva, Matos, et al., 1999
Ribeiro da Silva, M.A.V.; Matos, M.A.R.; Morais, V.M.F.; Miranda, M.S.,
Thermochemical and Theoretical Study of tert -Butyl and Di- tert -butylphenol Isomers,
J. Org. Chem., 1999, 64, 24, 8816-8820, https://doi.org/10.1021/jo990801o
. [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]
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]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions 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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