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257990

Sigma-Aldrich

o-Toluenesulfonamide

99%

Synonym(s):

2-Methylbenzene-1-sulfonamide, 2-Methylbenzenesulfonamide, 2-Methylbenzenesulfonimidic acid, 2-Tolylsulfonamide, Toluene-2-sulfonamide, o-Methylbenzenesulfonamide, o-Toluenesulfamide

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About This Item

Linear Formula:
CH3C6H4SO2NH2
CAS Number:
88-19-7
Molecular Weight:
171.22
EC Number:
201-808-8
MDL number:
MFCD00007934
UNSPSC Code:
12352100
PubChem Substance ID:
24855621
NACRES:
NA.22

assay

99%

form

powder

mp

156-158 °C (lit.)

SMILES string

Cc1ccccc1S(N)(=O)=O

InChI

1S/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)

InChI key

YCMLQMDWSXFTIF-UHFFFAOYSA-N

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General description

o-Toluenesulfonamide is a major impurity in artificial sweetening substances containing saccharin. Determination of o-toluenesulfonamide in saccharin and saccharin sodium by reversed-phase HPLC method has been reported.

Application

  • Dynamic ligand reactivity in a rhodium pincer complex.: Discusses the role of o-toluenesulfonamide as a ligand in advanced chemical syntheses, demonstrating its utility in creating reactive intermediates for catalytic processes (Tang et al., 2015).
  • Reaction of arylium ions with the collision gas N2 in electrospray ionization mass spectrometry.: Highlights the use of o-toluenesulfonamide in mass spectrometry studies to understand ionization mechanisms, aiding in the identification of complex chemical structures (Liang et al., 2015).
  • Benzosulfonamides in wastewater: method development, occurrence and removal efficiencies.: Focuses on the development of methods to detect and remove o-toluenesulfonamide from wastewater, emphasizing its prevalence and the challenges associated with its elimination (Ajibola et al., 2015).

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H319,H351

Hazard Classifications

Carc. 2 - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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J L Kacprzak
Journal - Association of Official Analytical Chemists, 61(6), 1528-1532 (1978-11-01)
A gas-liquid chromatographic (GLC) procedure with p-toluenesulfonamide (p-TS) as an internal standard is used to determine o-toluenesulfonamide (o-TS), a major impurity in artificial sweetening substances containing saccharin. Although p-TS can itself occur as an impurity in samples, it is usually
Tom T Huang et al.
Langmuir : the ACS journal of surfaces and colloids, 22(14), 6429-6437 (2006-06-28)
Channel geometry combined with surface chemistry enables a stable liquid boundary flow to be attained along the surfaces of a 12 microm diameter hydrophilic glass fiber in a closed semi-elliptical channel. Surface free energies and triangular corners formed by PDMS/glass
Chris E Houlden et al.
Journal of the American Chemical Society, 130(31), 10066-10067 (2008-07-11)
A Pd-catalyzed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation, or preformation, of a palladium tosylate emerges as a key parameter in gaining
J Hooson et al.
British journal of cancer, 42(1), 129-147 (1980-07-01)
The importance of the contaminant OTS in the promoting activity of commercial saccharin on rat bladder neoplasia was investigated. OTS, OTS-free and OTS-contaminated saccharin were administered in the drinking water or diet for 2 years to groups of rats pretreated
K Eckhardt et al.
Toxicology letters, 7(1), 51-60 (1980-11-01)
Saccharin and contaminants of commercial Remsen-Fahlberg saccharin were studied for mutagenic potential with the use of the Salmonella/microsome test, Basc-test in Drosophila melanogaster and micronucleus test in mice. In none of these tests were mutagenic effects of saccharin observed. Likewise
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