701718
2-Azaadamantane-N-oxyl
90%
Sinônimo(s):
AZADO
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About This Item
Fórmula empírica (Notação de Hill):
C9H14NO
Número CAS:
Peso molecular:
152.21
Número MDL:
Código UNSPSC:
12352000
ID de substância PubChem:
NACRES:
NA.22
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Nível de qualidade
Ensaio
90%
Formulário
powder
adequação da reação
reagent type: oxidant
pf
182-189 °C (D)
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
[O]N1[C@@H]2C[C@H]3C[C@@H](C2)C[C@@H]1C3
InChI
1S/C9H14NO/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2/t6-,7+,8-,9+
chave InChI
BCJCJALHNXSXKE-SPJNRGJMSA-N
Categorias relacionadas
Descrição geral
2-Azaadamantane-N-oxyl (AZADO), a stable nitroxyl radical, is widely employed as catalyst for the oxidation of alcohols.
Aplicação
2-Azaadamantane-N-oxyl (AZADO) may be employed in the following studies:
- As catalyst for the oxidation of wood cellulose.
- As catalyst in the total synthesis of Yaku′amide A, a potential cytotoxin obtained from sponge Ceratopsion sp.
- As oxidant for the oxidation of (S)-glycidol.
Palavra indicadora
Warning
Frases de perigo
Classificações de perigo
Acute Tox. 4 Oral
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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Takefumi Kuranaga et al.
Journal of the American Chemical Society, 135(14), 5467-5474 (2013-03-19)
Here we report the first total synthesis and the complete stereochemical assignment of yaku'amide A. Yaku'amide A (1) was isolated from a sponge Ceratopsion sp. as an extremely potent cytotoxin. Its structure was determined except for the C4-stereochemistry in the
Masatoshi Shibuya et al.
Journal of the American Chemical Society, 128(26), 8412-8413 (2006-06-29)
Development of a stable nitroxyl radical class of catalysts, 2-azaadamantane N-oxyl (AZADO) and 1-Me-AZADO, for highly efficient oxidation of alcohols is described. AZADO and 1-Me-AZADO exhibit superior catalytic proficiency to TEMPO, converting various sterically hindered alcohols to the corresponding carbonyl
Ming Zhang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(10), 3937-3941 (2015-01-22)
An increased supply of scarce or inaccessible natural products is essential for the development of more sophisticated pharmaceutical agents and biological tools, and thus the development of atom-economical, step-economical and scalable processes to access these natural products is in high
Takuya Isogai et al.
Biomacromolecules, 11(6), 1593-1599 (2010-05-18)
Curdlan, amylodextrin, and regenerated cellulose fiber were subjected to electromediated oxidation with a 4-acetamido-TEMPO catalyst in a buffer at pH 6.8 without NaClO or NaClO(2). More than 90% of the C6 primary hydroxyls of Curdlan and amylodextrin were converted to
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