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Hyperactive oxidation catalyst

AZADOL®



This is an oxidation catalyst, with improved stabilization by replacing nitroxyl radical of AZADO to N-hydroxy group.
Under conditions using catalytic amount of AZADOs and reoxidants, it converts alcohols into corresponding carbonyl compounds efficiently. Compared to TEMPO, it also works for bulky alcohols such as secondary alcohol. It also produces less degradation products owing to highly stable adamantane skeleton.




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INDEX

  1. Features
  2. Reaction Examples
  3. Product List
  4. Related Products

 

1. Features


2. Reaction Examples


Reaction Examples


Entry substrate catalyst NaOCl product yield
1 Structural formula AZADO (0.1 mol%) 1.3 eq. Structural formula 90%
2 AZADOL® (0.1 mol%) 1.3 eq. 90%
3 1-Me-AZADO (0.1 mol%) 1.3 eq. 95%
4 Structural formula AZADO (1 mol%) 1.5 eq. Structural formula 94%
5 AZADOL® (1 mol%) 1.5 eq. 92%
6 1-Me-AZADO (1 mol%) 1.5 eq. 95%
7 Structural formula AZADO (1 mol%) 1.5 eq. Structural formula 93%
8 AZADOL® (1 mol%) 1.5 eq. 91%
9 1-Me-AZADO (1 mol%) 1.5 eq. 94%

References:

  1. Shibuya, M., Sasano, Y., Tomizawa, M., Hamada, T., Kozawa, M., Nagahama, N. and Iwabuchi, Y.: Synthesis, 3418 (2011).
  2. Yoshiharu Iwabuchi: Wako Organic Square, 29, 2-4 (2009). (written in Japanese)



3. Product List

Product Name Grade Package Size Wako Catalog No. Storage Condition
  AZADOL® for Organic Synthesis 100 mg 010-24921 Keep at 2-10°C.
1 g 016-24923
5 g 014-24924
  1-Methyl-2-azaadamantane-N-oxyl   [1-Me-AZADO] for Organic Synthesis 100 mg 132-15261
500 mg 138-15263

AZADOL® is a registered trademark of Nissan Chemical Industries, Ltd.



4. Related Products

Product Name Grade Package Size Wako Catalog No. Storage Condition
  Sodium Hypochlorite Pentahydrate Wako 1st Grade 25 g 195-17212 Keep at 2-10°C
500 g 199-17215

This product expires 3 years after the manufactured date.

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