p -toluenesulfonamide

Structural formula
General
Surname	p -toluenesulfonamide
other names	Toluene-4-sulfonamide; p -Toluenesulfonic acid amide; 4-methylbenzenesulfonamide;
Molecular formula	C 7 H 9 NO 2 S
Brief description	colorless, almost odorless solid
External identifiers / databases
EC number	200-741-1
ECHA InfoCard	100,000,674
PubChem	6269
Wikidata	Q23013959
properties
Molar mass	171.22 g mol −1
Physical state	firmly
Melting point	136-138 ° C
boiling point	220-222 ° C
solubility	sparingly soluble in water (3200 mg l −1 at 25 ° C); soluble in ethanol;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319
	P: 305 + 351 + 338
Toxicological data	> 2000 mg kg −1 ( LD 50 , rat , oral ) ; 400 mg kg −1 ( LD 50 , mouse , oral ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

p -toluenesulfonamide , also p -toluenesulfonamide, is a chemical compound from the group of sulfonamides .

Extraction and presentation

p -toluenesulfonamide can be obtained by amination of p -toluenesulfonyl chloride with ammonia :

Worldwide production was around 1000 tons in 1991.

properties

p -Toluenesulfonamide is a flammable, crystalline, colorless, almost odorless solid that is sparingly soluble in water.

use

p -Toluenesulfonamide is used as an intermediate in organic syntheses, for example as a nucleophile during vinyl aziridine opening reactions and as a reagent in the selective aziridination of olefins . It is also used as a plasticizer for hot melt glue (as a mixture with the o -isomer), fluorescent pigments, for dyes and pigments. It is also used as a binder in the production of resins belonging to the aminoplast group.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h record with p-toluenesulfonamide in the GESTIS database of IFA , accessed on March 7, 2016(JavaScript required) .
↑ ^a ^b ^c Entry on P-Toluenesulfonamide in the Hazardous Substances Data Bank , accessed March 7, 2016.
↑ ^a ^b ^c OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for p-Toluenesulfonamide , accessed on March 7, 2016.
↑ data sheet p-toluenesulfonamide, ≥99% from Sigma-Aldrich , accessed on March 7, 2016 ( PDF ).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h record with p-toluenesulfonamide in the GESTIS database of IFA , accessed on March 7, 2016(JavaScript required) .

[HSDB-2] Entry on P-Toluenesulfonamide in the Hazardous Substances Data Bank , accessed March 7, 2016.

[inchem-3] OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for p-Toluenesulfonamide , accessed on March 7, 2016.

[Sigma-4] ta sheet p-toluenesulfonamide, ≥99% from Sigma-Aldrich , accessed on March 7, 2016 ( PDF ).