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p-Toluenesulfonamide

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Name

p-Toluenesulfonamide

EINECS 200-741-1
CAS No. 70-55-3 Density 1.271 g/cm3
PSA 68.54000 LogP 2.42350
Solubility 0.32 g/100ml (25 °C) in water Melting Point 134-137 °C(lit.)
Formula C7H9NO2S Boiling Point 322.2 °C at 760 mmHg
Molecular Weight 171.22 Flash Point 148.6 °C
Transport Information N/A Appearance White crystalline powder
Safety 26-36 Risk Codes 36-20/21/22
Molecular Structure Molecular Structure of 70-55-3 (p-Toluenesulfonamide) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

p-Toluenesulfonamide(8CI);4-Methylbenzenesulfonamide;4-Methylphenylsulfonamide;4-Tolylsulfonamide;Benzenesulfonamide,4-methyl-;Plasticizer 15;Toluene-4-sulfonamide;Tolylsulfonamide;Topcizer 1S;Tosylamide;Uniplex 173;p-Methylbenzenesulfonamide;p-Tolylsulfonamide;p-Tosylamide;

Article Data 465

p-Toluenesulfonamide Synthetic route

941-55-9

4-toluenesulfonyl azide

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With C36H55N2*Pd(2+)*C7H7NO2S(2-); hydrogen In benzene-d6 at 75℃; for 12h; Temperature; Time;100%
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 1.5h; Inert atmosphere;99%
With D-glucose; potassium hydroxide In water at 85℃; for 0.0833333h; Green chemistry; chemoselective reaction;99%
78727-83-0

N-(p-tolylsulfonyl)diphenyltellurimide

88-89-1

2,4,6-Trinitrophenol

A

70-55-3

toluene-4-sulfonamide

B

107590-68-1

bis oxide

Conditions
ConditionsYield
In diethyl ether; dichloromethane for 0.5h;A 78%
B 100%

N-(2,3-dimethylbut-2-enyl)-4-methylbenzenesulfonamide

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane at 20℃; for 1h;100%
With triethylsilane; trifluoroacetic acid In dichloromethane for 1h;100%
603-35-0

triphenylphosphine

A

70-55-3

toluene-4-sulfonamide

B

1058-14-6

N-p-tolylsulfonylphosphine imide

Conditions
ConditionsYield
With [(tris[2-{N-tetramethylguanidyl}ethyl]amine)CoII-[N-(p-toluenesulfonyl)imino](2-tert-butylsulfonyl)phenyliodinane](OTf)2 In acetone at -40℃; Kinetics; Reagent/catalyst; Time; Inert atmosphere;A n/a
B 100%
55962-05-5

[N-(p-tolylsulfonyl)imino]phenyliodinane

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With 1,3-dihydroisobenzofuran; manganese(ll) chloride In acetonitrile at 20℃; for 12h; Reagent/catalyst; Inert atmosphere;100%
With iodine; benzene In dichloromethane at 20℃; for 24h; Mechanism; Inert atmosphere;99%
319-89-1

tetrahydroxy-1,4-quinone

A

1202-36-4

diphenyl telluride

B

527-31-1

hexaketocyclohexane

C

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With N-(p-tolylsulfonyl)diphenyltellurimide In methanol for 0.5h; Ambient temperature;A 97%
B 88%
C 99%
32294-60-3

diphenyl ditelluride

62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

A

4456-34-2

bis(4-methoxyphenyl)telluride

B

70-55-3

toluene-4-sulfonamide

C

116161-54-7

N,N-bis(phenyltelluro)-p-toluenesulfonamide

Conditions
ConditionsYield
In chloroform for 5h; Ambient temperature;A 97%
B 98%
C 99%
62486-35-5

Te,Te-di(p-methoxyphenyl)-N-(p-tolylsulfonyl)tellurimide

A

4456-34-2

bis(4-methoxyphenyl)telluride

B

70-55-3

toluene-4-sulfonamide

C

116161-54-7

N,N-bis(phenyltelluro)-p-toluenesulfonamide

Conditions
ConditionsYield
With diphenyl ditelluride In chloroform Ambient temperature;A 97%
B 98%
C 99%
52867-19-3

diphenyl-N-(p-toluenesulfonyl)selenimide

108-98-5

thiophenol

A

1132-39-4

diphenylselenide

B

70-55-3

toluene-4-sulfonamide

C

882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In chloroform for 0.25h; Product distribution; Ambient temperature;A 96%
B 99%
C 97%
55986-20-4

N-(p-tolylsulfonyl)dibenzylselenimide

108-98-5

thiophenol

A

1842-38-2

dibenzyl selenide

B

70-55-3

toluene-4-sulfonamide

C

882-33-7

diphenyldisulfane

Conditions
ConditionsYield
In chloroform for 0.166667h; Product distribution; Ambient temperature;A 98%
B 99%
C 97%

p-Toluenesulfonamide Chemical Properties


IUPAC Name: 4-Methylbenzenesulfonamide 
Molecular Formula: C7H9NO2S
Molecular Weight: 171.21 g/mol
SMILES: O=S(=O)(c1ccc(cc1)C)N Copy 
InChI: InChI=1/C7H9NO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
EINECS: 200-741-1
Classification Code: Drug / Therapeutic Agent; Mutation data
Product Categories: SULFONAMIDE; FINE Chemical & INTERMEDIATES; Organic Building Blocks; Sulfonamides / Sulfinamides; Sulfur Compounds
Melting Point: 134-137 °C(lit.)
Water Solubility: 0.32 g/100 mL (25 °C)
Index of Refraction: 1.564 
Molar Refractivity: 43.81 cm
Molar Volume: 134.6 cm3
Surface Tension: 46.3 dyne/cm 
Density: 1.271 g/cm
Flash Point: 148.6 °C 
Enthalpy of Vaporization: 56.4 kJ/mol 
Boiling Point: 322.2 °C at 760 mmHg 
Vapour Pressure of p-Toluenesulfonamide (CAS NO.70-55-3): 0.000285 mmHg at 25 °C

p-Toluenesulfonamide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 75mg/kg (75mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
guinea pig LDLo subcutaneous 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 14, Pg. 259, 1920.
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   National Technical Information Service. Vol. AD691-490,

p-Toluenesulfonamide Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

p-Toluenesulfonamide Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. Used as a fungicide. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Hazard Codes: IrritantXi,HarmfulXn
Risk Statements: 36-20/21/22 
R36:Irritating to eyes. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 1
RTECS: XT5075000
PackingGroup of p-Toluenesulfonamide (CAS NO.70-55-3): III

p-Toluenesulfonamide Specification

  p-Toluenesulfonamide (CAS NO.70-55-3), its Synonyms are 4-Toluenesulfonamide ; 4-Methylbenzenesulfonamide ; 4-Toluenesulfonic acid, amide ; Benzenesulfonamide, 4-methyl- ; Toluene-4-sulfonamide ; Toluene-p-sulphonamide ; Tolylsulfonamide ; para-Toluenesulfonamide . It is white crystalline powder.

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