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88-19-7

Basic Information
CAS No.: 88-19-7
Name: 2-Methylbenzene-1-sulfonamide
Article Data: 37
Cas Database
Molecular Structure:
Molecular Structure of 88-19-7 (2-Methylbenzene-1-sulfonamide)
Formula: C7H9NO2S
Molecular Weight: 171.22
Synonyms: o-Toluenesulfonamide(7CI,8CI);2-Methylbenzenesulfonamide;2-Methylphenyl sulfonamide;2-Tolylsulfonamide;NSC 2185;Toluene-2-sulfonamide;o-Methylbenzenesulfonamide;o-Toluenesulfamide;p-Toluene-2-sulfonamide;Benzenesulfonamide,2-methyl-;
EINECS: 201-808-8
Density: 1.271 g/cm3
Melting Point: 155 °C
Boiling Point: 330.2 °C at 760 mmHg
Flash Point: 153.5 °C
Solubility: Soluble in water (1.6 g/L at 25°C).
Appearance: white to light yellow crystal powder
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 36-40
Safety: 26-36/37
Transport Information: N/A
PSA: 68.54000
LogP: 2.42350
Synthetic route

2-methyl-2-(toluene-2-ylsulfonylamino)propionic acid

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With oxygen; copper(II) oxide In dimethyl sulfoxide at 100℃; for 8h;93%
137-06-4

2-thiocresol

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium hydroxide; iodine In water; acetonitrile at 100℃; for 16h;87%
With ammonium hydroxide; manganese(IV) oxide; oxygen In water; N,N-dimethyl-formamide at 90℃; under 7500.75 Torr; for 40h; Autoclave;83%
With [bis(acetoxy)iodo]benzene; ammonium carbamate In methanol at 25℃; for 24h; Inert atmosphere; chemoselective reaction;78%
16666-79-8, 19493-12-0

hexylidenetriphenylphosphoran

14674-28-3

N-benzylidene-2-methylbenzenesulfonamide

A

88-19-7

methyl 2-(aminosulfonyl)benzoate

B

98511-61-6

(18)O-triphenylphosphine oxide

Conditions
ConditionsYield
Stage #1: hexylidenetriphenylphosphoran; N-benzylidene-2-methylbenzenesulfonamide In tetrahydrofuran; hexane at -78 - 20℃; for 12h; Inert atmosphere;
Stage #2: With 18O-labeled water In tetrahydrofuran; hexane at 20℃; for 4h; stereoselective reaction;
A 72%
B 82%
2093-46-1

2-methylphenyl diazonium tetrafluoroborate

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere;70%
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere; Schlenk technique;70%

N-Ethyl(o-methyl)benzenesulfonamide

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 30 - 40℃; for 3h; Dealkylation; Irradiation;69%
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 30 - 40℃; for 3h; ultrasonic irradiation;69%

triisopropyl(o-tolylthio)silane

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Stage #1: triisopropyl(o-tolylthio)silane With sulfuryl dichloride; potassium nitrate In acetonitrile at 0℃;
Stage #2: With ammonium hydroxide In acetonitrile
67%
932-31-0

ortho-tolylmagnesium bromide

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With N-sulfinyl-O-(tert-butyl)hydroxylamine In tetrahydrofuran at -78 - 20℃; for 18h; Inert atmosphere;64%
(i) SO2Cl2, (ii) aq. NH3; Multistep reaction;
27444-83-3

sodium (o-tolylsulfonyl)amide

74-88-4

methyl iodide

A

88-19-7

methyl 2-(aminosulfonyl)benzoate

B

13440-22-7

N-methyl(o-methyl)benzenesulfonamide

C

67448-06-0

N,N,2-trimethylbenzenesulfonamide

Conditions
ConditionsYield
In methanol for 16h; Inert atmosphere; Schlenk technique;A 15%
B n/a
C 27%
13165-77-0

toluenesulfinic acid

88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With ethanol; ammonia; chlorine at 35 - 40℃;
108-88-3

toluene

A

88-19-7

methyl 2-(aminosulfonyl)benzoate

B

70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With aluminium trichloride; sulphamoyl chloride
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Chemistry

The Molecular Structure of 2-Methylbenzene-1-sulfonamide (CAS NO.88-19-7):

Empirical Formula: C7H9NO2S
Molecular Weight: 171.2169 
IUPAC Name: 2-methylbenzenesulfonamide   
Appearance: white to light yellow crystal powder
Nominal Mass: 171 Da
Average Mass: 171.2169 Da
Monoisotopic Mass: 171.035399 Da 
Index of Refraction: 1.564
Molar Refractivity: 43.81 cm3
Molar Volume: 134.6 cm3
Surface Tension: 46.3 dyne/cm
Density: 1.271 g/cm3
Flash Point: 153.5 °C
Enthalpy of Vaporization: 57.28 kJ/mol
Boiling Point: 330.2 °C at 760 mmHg
Vapour Pressure: 0.000169 mmHg at 25°C 
Product Categories: SULFONAMIDE;Intermediates;Organics;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds 
Synonyms: 4-Toluenesulfonic acid amide ; 2-Toluenesulfonamide ; Toluene-4-sulfonamide ; Toluene-4-sulphonamide ; Toluene-2-sulfonamide ; 2-Methyl-benzenesulfonamid     

Uses

 2-Methylbenzene-1-sulfonamide (CAS NO.88-19-7) can be used in the manufacture of saccharin, plasticizers, adhesives, pesticides, pharmaceuticals and other products.

Toxicity Data With Reference

1.    

eye-rbt 100 mg/24H MOD

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,199.
2.    

mma-sat 70 µmol/plate

    45OHAA    Short-Term Test Systems for Detecting Carcinogens Norpoth, K.H., andR.G. Garner, eds.,Berlin, Germany.: Springer-Verlag,1980,170.
3.    

sln-dmg-par 5 mmol/L

    MUREAV    Mutation Research. 56 (1977),163.
4.    

sln-dmg-orl 2500 µmol/L

    45OHAA    Short-Term Test Systems for Detecting Carcinogens Norpoth, K.H., andR.G. Garner, eds.,Berlin, Germany.: Springer-Verlag,1980,170.
5.    

orl-rat LD50:4870 mg/kg

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,199.

Consensus Reports

IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 334.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 22 ,1980,p. 111.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Suspected carcinogen with experimental tumorigenic data. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. An eye irritant. When heated to decomposition it emits very toxic fumes of NOx and SOx. Used as a chemical intermediate in the production of saccharin.                                                                                                    
Hazard Codes: HarmfulXnHarmfulXi
Risk Statements: 36-40 
R36: Irritating to eyes
R40: Limited evidence of a carcinogenic effect
Safety Statements: 26-36/37 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37: Wear suitable protective clothing and gloves
WGK Germany: 1
RTECS: XT5075000

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