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Highly Reactive Organocatalysts for Alcohol Oxidation 1), 2), 3)
nor-AZADO


9-Azanoradamantane N-oxyl (nor-AZADO) is a stable nitroxyl radical, which serves in oxidations as catalyst. It forms a less hindered class of nitroxyl radicals and exhibit an enhanced reactivity compared with TEMPO.

nor-AZADO




1. Features



  • Highly reactive organocatalysts for Alcohol Oxidation.
  • Applicable to oxidation of secondary alcohols.
    Effect of steric hindrance of near-reaction point
  • Applicable to aerobic oxidation of alcohols.


2. Reaction examples



Suzuki-Miyaura coupling reaction



3. Comparison of Catalytic Activities under Aerobic Oxidation



Comparison of catalyc activities under Aerobic Oxidation




TEMPO 1-Me-AZADO AZADO nor-AZADO
0 % 46 % 92 % 100 %
(24 hr) (24 hr) (9.5 hr) (9.5 hr)




4. Comparison of Loading Catalysts Amount



Comparison of Loading Catalysts Amount




Loading AmountTEMPO 1-Me-AZADO AZADO nor-AZADO
1 mol%89 % 91 % 91 % 92 %
0.01 mol%19 % 89 % 88 % 89 %
0.003 mol%n.d. 79 % 82 % 82 %




5. References



  1. Iwabuchi, Y., et al.: Chem. Pharm. Bull., 59, 1570 (2011).
  2. Iwabuchi. Y., et al.: Synthesis, 3418 (2011).
  3. Iwabuchi, Y.,: Chem. Pharm. Bull., 61, 1197 (2013).


6. Product List

Product Name Package Size Wako Catalog No. Grade Storage Condition
  nor-AZADO 
100 mg
for Organic Synthesis
Keep at 2-10°C.
500 mg
1 g
5 g
  1-Methyl-2-azaadamantane-N-oxyl
  [1-Me-AZADO]
100 mg
500 mg
  TEMPO  
  [2,2,6,6-Tetramethyl-1-piperidinyloxy, Radical]
5 g
25 g
100 g


7. Related Products

Co-oxidants

Product Name Package Size Wako Catalog No. Grade Storage Condition
 Sodium Hypochlorite Pentahydrate  
25 g
Wako 1st Grade
Keep at 2-10°C.
500 g
 (Diacetoxyiodo)benzene
5 g
for Organic Synthesis
Keep at Room Temperature.
25 g
250 g


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