Benzoic acid, p-tert-butyl-
- Formula: C11H14O2
- Molecular weight: 178.2277
- IUPAC Standard InChI: InChI=1S/C11H14O2/c1-11(2,3)9-6-4-8(5-7-9)10(12)13/h4-7H,1-3H3,(H,12,13)
- IUPAC Standard InChIKey: KDVYCTOWXSLNNI-UHFFFAOYSA-N
- CAS Registry Number: 98-73-7
- 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: Benzoic acid, 4-(1,1-dimethylethyl)-; p-tert-Butylbenzoic acid; 4-tert-Butylbenzoic acid; 4-t-Butylbenzoic acid; p-t-Butylbenzoic acid; TBBA; Kyselina p-terc.butylbenzoova; NSC 4802; 4-(1,1-Dimethylethyl)benzoic acid
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Phase change data
Go To: Top, Gas Chromatography, 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 | 436.7 | K | N/A | Chickos, Braton, et al., 1991 | Uncertainty assigned by TRC = 0.001 K; TRC |
| Tfus | 438.5 | K | N/A | Serijan, Hipsher, et al., 1949 | Uncertainty assigned by TRC = 1. K; TRC |
| Tfus | 438.45 | K | N/A | Serijan, Wise, et al., 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔsubH° | 24.95 | kcal/mol | N/A | Colomina, Jimenez, et al., 1979 | DRB |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 24.95 ± 0.24 | 334.1 | V | Colomina, Jimenez, et al., 1979 | ALS |
| 24.81 ± 0.1 | 334. | ME | Colomina, Jimenez, et al., 1979 | Based on data from 325. to 343. K.; AC |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 4.281 | 440. | DSC | Acree, 1993 | AC |
Gas Chromatography
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Packed | SE-30 | 1486. | Peng, Ding, et al., 1988 | He, Supelcoport and Chromosorb, 40. C @ 4. min, 10. K/min, 250. C @ 60. min; Column length: 3.05 m |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 1472. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
References
Go To: Top, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Chickos, Braton, et al., 1991
Chickos, J.S.; Braton, C.M.; Hesse, D.G.; Liebman, J.F.,
Estimating entropies and enthalpies of fusion of organic compounds,
J. Org. Chem., 1991, 56, 3, 927, https://doi.org/10.1021/jo00003a007
. [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]
Acree, 1993
Acree, William E.,
Thermodynamic properties of organic compounds,
Thermochimica Acta, 1993, 219, 97-104, https://doi.org/10.1016/0040-6031(93)80486-T
. [all data]
Peng, Ding, et al., 1988
Peng, C.T.; Ding, S.F.; Hua, R.L.; Yang, Z.C.,
Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar Columns,
J. Chromatogr., 1988, 436, 137-172, https://doi.org/10.1016/S0021-9673(00)94575-8
. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Notes
Go To: Top, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔfusH Enthalpy of fusion 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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