Sulfanilamide
- Formula: C6H8N2O2S
- Molecular weight: 172.205
- IUPAC Standard InChIKey: FDDDEECHVMSUSB-UHFFFAOYSA-N
- CAS Registry Number: 63-74-1
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: Benzenesulfonamide, 4-amino-; Bacteramid; Ergaseptine; Dipron; p-Aminobenzenesulfamide; p-Aminobenzenesulfonamide; p-Aminobenzenesulfonylamide; p-Aminophenylsulfonamide; p-Anilinesulfonamide; p-Sulfamidoaniline; p-Sulfamoylaniline; A-349; Albexan; Albosal; Ambeside; Aniline-p-sulfonic amide; antiStrept; Astreptine; Astrocid; Bactesid; Collomide; Colsulanyde; Copticide; Deseptyl; Erysipan; Estreptocida; Exoseptoplix; F 1162; Fourneau 1162; Gerison; Gombardol; Infepan; Lusil; Lysococcine; Neococcyl; Orgaseptine; Prontalbin; Prontosil album; Prontosil I; Prontosil white; Prontylin; Pronzin album; Proseptal; Proseptine; Proseptol; Pysococcine; PABS; Rubiazol A; Sanamid; Septamide album; Septanilam; Septinal; Septolix; Septoplex; Septoplix; Stopton album; Stramid; Strepamide; Strepsan; Streptagol; Streptamid; Streptasol; Streptocid; Streptocid album; Streptocide; Streptocide white; Streptoclase; Streptocom; Streptol; Strepton; Streptopan; Streptosil; Streptozol; Streptozone; Streptrocide; Sulfamidyl; Sulfamine; Sulfana; Sulfanalone; Sulfanidyl; Sulfanil; Sulfanilimidic acid; Sulfocidine; Sulfonamide; Sulfonamide P; Sulfonylamide; Sulphanilamide; Sulphonamide; Therapol; Tolder; White streptocide; 1162 F; 4-Aminobenzenesulfonamide; 4-Aminophenylsulfonamide; 4-Sulfamoylaniline; Benzenesulfonamide, p-amino-; Streptamin; Sulfocidin; Sulfanilamide Vaginal Cream; 4-(Aminosulfonyl)aniline; p-Aminobenzensulfonamide; (4-(Aminosulfonyl)phenyl)amine
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Condensed phase thermochemistry 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 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 | -109.5 ± 0.38 | kcal/mol | Ccb | Ciocazanu and Meltzer, 1996 | Hfusion=24.0 kJ/mol; ALS |
ΔfH°solid | -141.5 | kcal/mol | Ccb | Pushkareva and Kokoshko, 1946 | Author's hf298_condensed=-92.2 kcal/mol; ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -666.47 ± 0.38 | kcal/mol | Ccb | Ciocazanu and Meltzer, 1996 | Hfusion=24.0 kJ/mol; ALS |
ΔcH°solid | -840. | kcal/mol | Ccb | Pushkareva and Kokoshko, 1946 | Author's hf298_condensed=-92.2 kcal/mol; ALS |
Constant pressure heat capacity of solid
Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
52.80 | 323. | Satoh and Sogabe, 1941 | T = 0 to 100°C. Mean value.; DH |
Phase change data
Go To: Top, Condensed phase thermochemistry 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
AC - William E. Acree, Jr., James S. Chickos
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 438.65 | K | N/A | Kumler and Halverstadt, 1941 | Uncertainty assigned by TRC = 0.6 K; TRC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
5.57 | 435.4 | MartÍnez and GÓmez, 2002 | AC |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Ciocazanu and Meltzer, 1996
Ciocazanu, I.; Meltzer, V.,
Etude thermodynamique de certains medicaments,
J. Therm. Anal., 1996, 47, 1755-1758. [all data]
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]
MartÍnez and GÓmez, 2002
MartÍnez, Fleming; GÓmez, Alfredo,
Estimation of the Solubility of Sulfonamides in Aqueous Media from Partition Coefficients and Entropies of Fusion,
Physics and Chemistry of Liquids, 2002, 40, 4, 411-420, https://doi.org/10.1080/0031910021000017735
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change 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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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