Tetramethylazodicarboxamide

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Structural formula
Structural formula of tetramethyl azodicarboxamide
General
Surname Tetramethylazodicarboxamide
other names
  • TMAD
  • Diamid
  • N , N , N ', N ' -tetramethyl azoformamide
  • 3- ( N , N -dimethylcarbamoylimide) -1,1-dimethylurea
  • 1,1′-azobis ( N , N -dimethylformamide)
Molecular formula C 6 H 12 N 4 O 2
Brief description

yellow powder

External identifiers / databases
CAS number 10465-78-8
EC number 233-951-7
ECHA InfoCard 100.030.852
PubChem 4278
Wikidata Q4381023
properties
Molar mass 172.19 g mol −1
Physical state

firmly

Melting point

112 ° C

solubility
  • soluble in water
  • soluble in methanol
safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 264-302 + 352-304 + 340-305 + 351 + 338-332 + 313-337 + 313
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetramethylazodicarboxamide is a chemical compound used in biochemistry to oxidize thiols to disulfide bridges in proteins. It was also used instead of diethyl azodicarboxylate (DEAD) in the Mitsunobu reaction .

Individual evidence

  1. ↑ a b c Tetsuto Tsunoda, Hiroto Kaku: N, N, N′N′-Tetramethylazodicarboxamide . In: Encyclopedia of Reagents for Organic Synthesis . John Wiley & Sons, 2003, doi: 10.1002 / 047084289X.rn00274 .
  2. ↑ a b Entry on 1,1′-Azobis (N, N-dimethylformamide) at TCI Europe, accessed on April 15, 2013.
  3. ↑ a b data sheet 1,1′-Azobis (N, N-dimethylformamide) from fluorochem, accessed on May 11, 2018.
  4. ↑ Current Medicinal Chemistry . August 1996, p. 296 ( limited preview in Google Book search).