2-Tert-butylbenzoic acid
- Formula: C11H14O2
- Molecular weight: 178.2277
- IUPAC Standard InChIKey: ZDFKSZDMHJHQHS-UHFFFAOYSA-N
- CAS Registry Number: 1077-58-3
- Chemical structure:
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Phase change data
Go To: Top, Gas phase ion energetics 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 as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DRB - Donald R. Burgess, Jr.
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 341.7 | K | N/A | Crawford and Stewart, 1952 | Uncertainty assigned by TRC = 2. K; TRC |
Tfus | 353.7 | K | N/A | Serijan, Hipsher, et al., 1949 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 353.7 | K | N/A | Serijan, Wise, et al., 1949 | Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 100.1 | kJ/mol | N/A | Colomina, Jimenez, et al., 1979 | DRB |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
100.1 ± 0.8 | 314.6 | V | Colomina, Jimenez, et al., 1979 | ALS |
99.8 ± 0.4 | 315. | ME | Colomina, Jimenez, et al., 1979 | Based on data from 306. to 322. K.; AC |
Gas phase ion energetics data
Go To: Top, Phase change 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: John E. Bartmess
De-protonation reactions
C11H13O2- + =
By formula: C11H13O2- + H+ = C11H14O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 1407. ± 9.2 | kJ/mol | G+TS | Kulhanek, Decouzon, et al., 1999 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 1378. ± 8.4 | kJ/mol | IMRE | Kulhanek, Decouzon, et al., 1999 | gas phase |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Crawford and Stewart, 1952
Crawford, M.; Stewart, F.H.C.,
The Preparation of Some Alkyl-substituted Benzoic Acids,
J. Chem. Soc., 1952, 1952, 4443-7. [all data]
Serijan, Hipsher, et al., 1949
Serijan, K.T.; Hipsher, H.F.; Gibbons, L.C.,
O-, m- and p-t-butyltoluenes,
J. Am. Chem. Soc., 1949, 71, 873-5. [all data]
Serijan, Wise, et al., 1949
Serijan, K.T.; Wise, P.H.; Gibbons, L.C.,
The physical properties of five isomeric methyl-t-butylcyclohexanes,
J. Am. Chem. Soc., 1949, 71, 2265-6. [all data]
Colomina, Jimenez, et al., 1979
Colomina, M.; Jimenez, P.; Perez-Ossorio, R.; Turrion, C.,
Thermochemical properties of benzoic acid derivatives. VIII. Enthalpies of combustion and formation of o-, m-, and p-t-butylbenzoic acids,
J. Chem. Thermodyn., 1979, 11, 1179-1184. [all data]
Kulhanek, Decouzon, et al., 1999
Kulhanek, J.; Decouzon, M.; Gal, J.F.; Maria, P.C.; Fiedler, P.; Jimenez, P.; Roux, M.V.; Exner, O.,
Steric effects and steric hindrance to resonance in tert-butylbenzoic acids in the gas phase and in solution,
Eur. J. Org., 1999, Chem., 7, 1589-1594, https://doi.org/10.1002/(SICI)1099-0690(199907)1999:7<1589::AID-EJOC1589>3.0.CO;2-S
. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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