Diazald

Diazald
Names
IUPAC name
N-Methyl-N-nitroso-p-toluenesulfonamide
Other names
Diazald, N-methyl-N-nitroso-4-methylbenzenesulphonamide
Identifiers
80-11-5
3D model (Jmol) Interactive image
ChemSpider 6376
ECHA InfoCard 100.001.139
EC Number 201-252-6
MeSH C418734
PubChem 6628
Properties
C8H10N2O3S
Molar mass 214.24 g mol−1
Appearance light yellow solid
Melting point 61–62 °C (142–144 °F; 334–335 K)
Hazards
Main hazards skin sensitiser, irritant, explosive[1]
Safety data sheet External MSDS
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g., fluorine Special hazards (white): no codeNFPA 704 four-colored diamond
0
2
3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

N-Methyl-N-nitroso-p-toluenesulfonamide, known commercially as Diazald, is used as a relatively safe and easily handled precursor to diazomethane, which is toxic and unstable.[2]

Upon the addition of a base such as sodium hydroxide or potassium hydroxide, an elimination reaction occurs to produce diazomethane as well as p-toluenesulfonic acid as a side product, according to the following mechanism:

References

  1. ↑ External MSDS, Sigma Aldrich
  2. ↑ Diazald in Chemical Synthesis, Sigma Aldrich
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