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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

Signal Word

Warning

Hazard Statements

H319,H351

Hazard Classifications

Carc. 2 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
High-performance liquid chromatographic determination of toluenesulfonamides and polar impurities in saccharin and saccharin sodium.
Mooser AE.
Journal of Chromatography A, 287, 113-119 (1984)
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
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
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
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