Benzenesulfonamide
- Formula: C6H7NO2S
- Molecular weight: 157.190
- IUPAC Standard InChIKey: KHBQMWCZKVMBLN-UHFFFAOYSA-N
- CAS Registry Number: 98-10-2
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Benzenesulphonamide; Benzosulfonamide; BSA
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Condensed phase thermochemistry data
Go To: Top, Phase change data, 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:
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 | -134.3 | kcal/mol | Ccb | Pushkareva and Kokoshko, 1946 | Author's hf298_condensed=-85.0 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -813. | kcal/mol | Ccb | Pushkareva and Kokoshko, 1946 | Author's hf298_condensed=-85.0 kcal/mol; ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
46.20 | 323. | Satoh and Sogabe, 1941 | T = 0 to 100°C. Mean value.; 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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 429.65 | K | N/A | Kumler and Halverstadt, 1941 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 27.56 ± 0.41 | kcal/mol | C | Matos, Miranda, et al., 2005 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
6.016 | 425.8 | Matos, Miranda, et al., 2005 | AC |
Gas phase ion energetics 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
De-protonation reactions
C6H6NO2S- + =
By formula: C6H6NO2S- + H+ = C6H7NO2S
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrG° | 333.2 ± 2.0 | kcal/mol | IMRE | Koppel, Taft, et al., 1994 | gas phase; ΔHf(PhSO2NH2) is probably about -63 kcal/mol |
References
Go To: Top, Condensed phase thermochemistry data, 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.
Pushkareva and Kokoshko, 1946
Pushkareva, Z.V.; Kokoshko, Z.U.,
On the question of the relation between the structure and bacteriostatic activity of sulphanilamide compounds. I. The resonance energy of some sulphanilamide compounds,
Zh. Obshch. Kim., 1946, 16, 1269-1278. [all data]
Satoh and Sogabe, 1941
Satoh, S.; Sogabe, T.,
The heat capacities of some organic compounds containing nitrogen and the atomic heat of nitrogen. (2), Sci.,
Pap. Inst. Phys. Chem. Res. (Tokyo), 1941, 38, 231-237. [all data]
Kumler and Halverstadt, 1941
Kumler, W.D.; Halverstadt, I.F.,
The Dipole Moment of Sulfanilamide and Related Compounds,
J. Am. Chem. Soc., 1941, 63, 2182. [all data]
Matos, Miranda, et al., 2005
Matos, R.; Miranda, Margarida S.; Morais, Victor M.F.; Liebman *, Joel F.,
Saccharin: a combined experimental and computational thermochemical investigation of a sweetener and sulfonamide,
Molecular Physics, 2005, 103, 2-3, 221-228, https://doi.org/10.1080/00268970512331316175
. [all data]
Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M.,
The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids,
J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔrG° Free energy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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