p-Toluenesulfonamide

Synonym(s):p-Toluenesulfonamide;4-Toluenesulfonamide;PTSA

CAS NO.：70-55-3
Empirical Formula: C7H9NO2S
Molecular Weight: 171.22
MDL number: MFCD00011692
EINECS: 200-741-1
SAFETY DATA SHEET (SDS)
Update Date: 2025-03-04 21:26:23

What is p-Toluenesulfonamide ?

Chemical properties

White leaflets. Soluble in alcohol; very slightly soluble inwater.Combustible.

The Uses of p-Toluenesulfonamide

p-Toluenesulfonamide was used to prepare the precursor required for synthesis of ethyl 6-phenyl-1-tosyl-1,2,5,6-tetrahydropyridine-3-carboxylate.

The Uses of p-Toluenesulfonamide

4-Tolylsulfonamide is a carbonic anhydrase inhibitor used the synthesis of antiglaucoma and anticancer drugs.

The Uses of p-Toluenesulfonamide

Used in the manufacture of plasticizer, disinfectant, fungicide, fungicides, wood brightener. Also can be used in the production of synthetic resin, the coating, the fluorescent dye, pharmaceutical, etc.

Definition

ChEBI: A sulfonamide that is benzenesulfonamide bearing a methyl group at position 4.

Synthesis Reference(s)

The Journal of Organic Chemistry, 47, p. 4327, 1982 DOI: 10.1021/jo00143a031
Synthetic Communications, 20, p. 293, 1990 DOI: 10.1080/00397919008052297
Synthesis, p. 1031, 1986 DOI: 10.1055/s-1986-31862

General Description

p-Toluenesulfonamide undergoes FeCl₃-catalyzed direct substitution reaction with benzylic and allylic alcohols.It is employed as nucleophile in tetrabutylammonium fluoride (TBAF) catalyzed vinyl aziridine opening reaction.

Purification Methods

Crystallise the amide from hot water, then from EtOH or Et2O/pet ether. [Beilstein 11 H 104, 11 IV 376.]

Properties of p-Toluenesulfonamide

Melting point:	134-137 °C (lit.)
Boiling point:	221 °C (10 mmHg)
Density	1.2495 (rough estimate)
vapor density	5.9 (vs air)
refractive index	1.6100 (estimate)
Flash point:	202 °C
storage temp.	Store below +30°C.
solubility	DMSO: soluble
form	Crystalline Powder
pka	10.20±0.10(Predicted)
color	White
Odor	Odorless
Water Solubility	0.32 g/100 mL (25 º C)
BRN	472689
CAS DataBase Reference	70-55-3(CAS DataBase Reference)
NIST Chemistry Reference	4-Methylbenzenesulfonamide(70-55-3)
EPA Substance Registry System	p-Toluenesulfonamide (70-55-3)

Safety information for p-Toluenesulfonamide

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.