2,3,5,6-Tetramethylbenzoic acid
- Formula: C11H14O2
- Molecular weight: 178.2277
- IUPAC Standard InChIKey: STIDRZRESMTQBD-UHFFFAOYSA-N
- CAS Registry Number: 2604-45-7
- 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, 2,3,5,6-tetramethyl-
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Gas phase thermochemistry 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -95.63 ± 0.53 | kcal/mol | Cm | Colomina, Jimenez, et al., 1988 | see Colomina, Perez-Ossorio, et al., 1964; see 60COL/PER; ALS |
ΔfH°gas | -95.60 | kcal/mol | N/A | Colomina, Perez-Ossorio, et al., 1960 | Value computed using ΔfHsolid° value of -506.1±1.0 kj/mol from Colomina, Perez-Ossorio, et al., 1960 and ΔsubH° value of 106.1 kj/mol from Colomina, Jimenez, et al., 1988.; DRB |
Condensed phase thermochemistry 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -121.0 ± 0.48 | kcal/mol | Cm | Colomina, Jimenez, et al., 1988 | see Colomina, Perez-Ossorio, et al., 1964; see 60COL/PER; ALS |
ΔfH°solid | -120.95 ± 0.25 | kcal/mol | Ccb | Colomina, Perez-Ossorio, et al., 1960 | crystal phase; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1391.84 ± 0.25 | kcal/mol | Ccb | Colomina, Perez-Ossorio, et al., 1960 | crystal phase; Corresponding ΔfHºsolid = -120.93 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
55.38 | 298.15 | Colomina, Jimenez, et al., 1988 | DH |
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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔsubH° | 25.4 ± 0.2 | kcal/mol | V | Colomina, Jimenez, et al., 1988 | see Colomina, Perez-Ossorio, et al., 1964; see 60COL/PER; ALS |
ΔsubH° | 25.36 | kcal/mol | N/A | Colomina, Jimenez, et al., 1988 | DRB |
ΔsubH° | 25.4 ± 0.2 | kcal/mol | ME | Colomina, Jimenez, et al., 1988 | Based on data from 330. to 351. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
25.0 ± 0.2 | 341. | ME | Colomina, Jimenez, et al., 1988 | Based on data from 330. to 351. K.; AC |
Reaction thermochemistry 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 by: John E. Bartmess
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
C11H13O2- + =
By formula: C11H13O2- + H+ = C11H14O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 338.6 ± 2.1 | kcal/mol | G+TS | Decouzon, Ertl, et al., 1993 | gas phase; relative to benzoate at 333.0 kcal/mol |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 331.6 ± 2.0 | kcal/mol | IMRE | Decouzon, Ertl, et al., 1993 | gas phase; relative to benzoate at 333.0 kcal/mol |
IR Spectrum
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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Gas Phase Spectrum
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Additional Data
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Owner | SRD/NIST Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | EPA-IR VAPOR PHASE LIBRARY |
State | gas |
Mass spectrum (electron ionization)
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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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
NIST MS number | 343076 |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Colomina, Jimenez, et al., 1988
Colomina, M.; Jimenez, P.; Perez-Ossorio, R.; Roux, M.V.; Turrion, C.,
Thermochemical properties of benzoic acid derivatives. XVI. Vapour pressures and enthalpies of sublimation and formation of the three tetramethylbenzoic acids and of pentamenthylbenzoic acid,
J. Chem. Thermodyn., 1988, 20, 575-580. [all data]
Colomina, Perez-Ossorio, et al., 1964
Colomina, M.; Perez-Ossorio, R.; Turrion, C.; Boned, M.L.; Pedraja, B.,
Investigaciones termoquimicas sobre los acidos alquilbenzoicos,
Anal. Fisc. Quim. B, 1964, 60, 627-638. [all data]
Colomina, Perez-Ossorio, et al., 1960
Colomina, M.; Perez-Ossorio, R.; Boned, M.L.; Panea, M.; Turrion, C.,
Thermochemical investigations on methylsubstituted benzoic acid, Rpt. for the US. Dept. of the Army, European Research Office contract no. DA-91-591-EUC-1364-OI-4291-60 by Instituto de Quimica Fisica Madrid, Spain, 1960, 1-38. [all data]
Decouzon, Ertl, et al., 1993
Decouzon, M.; Ertl, P.; Exner, O.; Gal, J.F.; Maria, P.C.,
Concepts of Sterically Hindered Resonance and Buttressing Effect - Gas-Phase Acidities of Methyl-Substituted Benzoic Acids and Basicities of,
J. Am. Chem. Soc., 1993, 115, 25, 12071, https://doi.org/10.1021/ja00078a052
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, IR Spectrum, Mass spectrum (electron ionization), References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions 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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