Chemical Properties of Dapsone (CAS 80-08-0)

InChI

InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2

InChI Key

MQJKPEGWNLWLTK-UHFFFAOYSA-N

Formula

C12H12N2O2S

SMILES

Nc1ccc(S(=O)(=O)c2ccc(N)cc2)cc1

Molecular Weight¹

248.30

CAS

80-08-0

Other Names

• 1,1'-Sulphonylbis(4-aminobenzene)
• 1,1'-sulfonylbis[4-aminobenzene]
• 1358F
• 4,4'-DDS
• 4,4'-Sulfonylbis[benzamine]
• 4,4'-Sulfonylbisbenzeneamine
• 4,4'-Sulfonyldiphenylamine
• 4,4'-Sulphonylbisbenzamine
• 4,4'-Sulphonylbisbenzenamine
• 4,4'-Sulphonyldianiline
• 4,4'-dapsone
• 4,4'-diaminodiphenyl sulfone
• 4,4'-diaminodiphenyl sulphone
• 4,4'-sulfonylbisaniline
• 4,4'-sulfonylbisbenzamine
• 4,4'-sulfonylbisbenzenamine
• 4,4'-sulfonyldianiline
• 4,4-Diaminodifenylsulfon
• 4-aminophenyl sulfone
• Araldite HT 976
• Avlosulfon
• Avlosulfone
• Avlosulphone
• Bis(4-aminophenyl)sulphone
• Bis(p-aminophenyl) sulfone
• Bis(p-aminophenyl)sulphone
• Croysulfone
• Croysulphone
• DADPS
• DDS
• DDS, diaphenylsulfone
• DDS, pharmaceutical
• DSS
• Dapson
• Dapsonum
• Di(4-aminophenyl)sulphone
• Di(p-aminophenyl) sulfone
• Di(p-aminophenyl)sulphone
• Diamino-4,4'-diphenyl sulfone
• Diamino-4,4'-diphenyl sulphone
• Diaminodifenilsulfona
• Diaminodiphenyl sulfone
• Dianiline, 4,4'-sulfonyl-
• Diaphenyl sulfone
• Diaphenylsulfon
• Diaphenylsulphon
• Diaphenylsulphone
• Dimitone
• Diphenasone
• Diphone
• Disulone
• Dubronax
• Dumitone
• Eporal
• F 1358
• HT 9664
• HT 976
• ICI
• Metabolite C
• N,N'-Diphenyl sulfondiamide
• NCI-C01718
• NSC 6091D
• NSC-6091
• Novophone
• Servidapson
• Sulfadione
• Sulfanona-mae
• Sulfon-mere
• Sulfona
• Sulfona-MAE
• Sulfone UCB
• Sulfonyldianiline
• Sulphadione
• Sulphon-Mere
• Sulphonyldianiline
• Sumicure S
• Tarimyl
• Udolac
• WR 448
• aniline, 4,4'-sulfonyldi-
• benzenamine, 4,4'-sulfonylbis-
• bis(4-aminophenyl) sulfone
• di(4-aminophenyl) sulfone
• diaphenylsulfone
• p,p'-diaminodiphenyl sulfone
• p,p'-sulfonyldianiline
• p,p-Diaminodiphenyl sulphone
• p,p-Sulfonylbisbenzamine
• p,p-Sulfonylbisbenzenamine
• p,p-Sulphonylbisbenzamine
• p,p-Sulphonylbisbenzenamine
• p,p-Sulphonyldianiline
• p-aminophenyl sulfone
• sulfone, 4-aminophenyl-

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_p,solid : Solid phase heat capacity (J/mol×K).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• I_np : Non-polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfH°gas	-129.82	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	35.91	kJ/mol	Joback Calculated Property
IE	[7.25; 7.25]	eV
IE	7.25 ± 0.05	eV	NIST
IE	7.25	eV	NIST
log10WS	[-3.09; -2.93]
log10WS	-2.93		Aq. Solubility Prediction
log10WS	-3.09		Estimated Solubility
log10WS	-3.09		Rytting (2005)
logPoct/wat	1.684		Crippen Calculated Property
McVol	180.470	ml/mol	McGowan Calculated Property
Inp	2880.00		NIST
Tboil	691.92	K	Relay (1.0) Calculated Property
Tfus	[449.03; 451.00]	K
Tfus	449.03	K	Aq. Solubility Prediction
Tfus	451.00	K	NIST
Tfus	451.00 ± 1.00	K	NIST

Cheméo can also estimate Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[237.40; 536.46]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			-1.01000e+00
Coefficient B			1.02439e+00
Coefficient C			-5.78520e-04
Coefficient D			9.16000e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	237.40	J/mol×K	273.00	Calculated Property
Cp,gas	293.05	J/mol×K	353.78	Calculated Property
Cp,gas	342.41	J/mol×K	434.56	Calculated Property
Cp,gas	385.79	J/mol×K	515.33	Calculated Property
Cp,gas	423.47	J/mol×K	596.11	Calculated Property
Cp,gas	455.73	J/mol×K	676.89	Calculated Property
Cp,gas	482.87	J/mol×K	757.67	Calculated Property
Cp,gas	505.18	J/mol×K	838.44	Calculated Property
Cp,gas	522.95	J/mol×K	919.22	Calculated Property
Cp,gas	536.46	J/mol×K	1000.00	Calculated Property

Similar Compounds

Find more compounds similar to Dapsone.

Mixtures

• 1-Propanol + Dapsone + Water
• Dapsone + 2-Propanol + Water
• Dapsone + 1,4-Dioxane + Water
• Dapsone + Water
• 1-Propanol + Dapsone
• Dapsone + 2-Propanol
• Dapsone + 1,4-Dioxane

Sources

• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Equilibrium solubility and preferential solvation of 1,1'-sulfonylbis(4-aminobenzene) in binary aqueous solutions of n-propanol, isopropanol and 1,4-dioxane
• Joback Method
• Aqueous Solubility Prediction Method
• Estimated Solubility Method
• Aqueous and cosolvent solubility data for drug-like organic compounds
• McGowan Method
• NIST Webbook

Note: Cheméo is only indexing the data, follow the source links to retrieve the latest data. The source is also providing more information like the publication year, authors and more. Take the time to validate and double check the source of the data.
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