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73970

Sigma-Aldrich

N-Methyl-N-nitroso-p-toluenesulfonamide

purum, ≥98.0% (HPLC)

Synonym(s):

p-Tolylsulfomethylnitrosamide, Diazald®, Diazomethane precursor, N-Methyl-N-(p-tolylsulfonyl)nitrosamide, N-Nitroso-p-toluenesulfomethylamide, N-Nitroso-N-methyl-p-toluenesulfonamide

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About This Item

Empirical Formula (Hill Notation):
C8H10N2O3S
CAS Number:
80-11-5
Molecular Weight:
214.24
Beilstein:
2214345
EC Number:
201-252-6
MDL number:
MFCD00002050
UNSPSC Code:
12352102
PubChem Substance ID:
329765373
NACRES:
NA.22

grade

purum

Quality Level

100

Assay

≥98.0% (HPLC)

form

crystals

reaction suitability

reaction type: C-C Bond Formation

mp

~58 °C

storage temp.

2-8°C

SMILES string

CN(N=O)S(=O)(=O)c1ccc(C)cc1

InChI

1S/C8H10N2O3S/c1-7-3-5-8(6-4-7)14(12,13)10(2)9-11/h3-6H,1-2H3

InChI key

FFKZOUIEAHOBHW-UHFFFAOYSA-N

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Storage and Stability

Warning: these products are subject to the Explosives Act and must be transported refrigerated - additional costs for transport will apply.

Other Notes

Preparation of diazomethane

Legal Information

Diazald is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H242,H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Self-react. C - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBB0771V
STBB0771
S44441
380013/1
348614/1

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M. Hudlicky
The Journal of Organic Chemistry, 45, 5377-5377 (1980)
Izabela Kania-Korwel et al.
Journal of chromatography. A, 1207(1-2), 146-154 (2008-09-02)
Several polychlorinated biphenyls (PCBs) and their hydroxylated metabolites display axial chirality. Here we describe an enantioselective, gas chromatographic separation of methylated derivatives of hydroxylated (OH-)PCB atropisomers (MeO-PCB) using a chemically bonded beta-cyclodextrin column (Chirasil-Dex). The atropisomers of several MeO-PCBs could
Th.J. De Boer et al.
Organic Syntheses, 4, 250-250 (1963)
Contact dermatitis from Diazald.
H S Young et al.
Contact dermatitis, 50(5), 315-316 (2004-06-24)
M Börzsönyi et al.
Neoplasma, 35(3), 257-262 (1988-01-01)
N-nitroso-N-methyl-p-toluenesulfonamide (NMTS, diazald, CAS 80-11-5) is a widely used compound for laboratory production of diazomethane. The present results showed that the noncarcinogenic NMTS reacts as a transnitrosating agent with amino nitrogen of secondary amines and amide both in vitro (human
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