产品名称
9-氮杂双环[3.3.1]壬烷N-氧基, 95%
Quality Level
assay
95%
form
solid
reaction suitability
reagent type: ligand
greener alternative product characteristics
Catalysis
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sustainability
Greener Alternative Product
mp
65-70 °C
greener alternative category
, Aligned
storage temp.
2-8°C
SMILES string
C[C@@]12CCC[C@@](C)(CCC1)N2[O]
InChI
1S/C10H18NO/c1-9-5-3-7-10(2,11(9)12)8-4-6-9/h3-8H2,1-2H3/t9-,10+
InChI key
GGWCZKZSILYISB-AOOOYVTPSA-N
General description
9-氮杂双环[3.3.1]壬烷N-氧基(ABNO)属于无位阻的稳定氮氧自由基。可高效催化醇类氧化成为对应的羰基化合物。ABNO可与(MeObpy)CuI(OTf) (MeObpy =4,4′-二甲氧基-2,2′-联吡啶)共同组成催化体系，用于所有醇类的需氧氧化作用。
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Application
9-氮杂双环 [3.3.1] 壬烷 N -氧代 (ABNO) 可用于醇类的有氧氧化。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
商品
TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。
相关内容
he Stahl Lab focuses on the development of catalysts and catalytic reactions for selective oxidation of organic molecules, with particular emphasis on aerobic oxidation reactions.
Practical Aerobic Alcohol Oxidation with Cu/Nitroxyl and Nitroxyl/NOx Catalyst Systems.
Miles KC and Stahl SS.
Aldrichimica Acta, 48(1), 8-8 (2015)
Masatoshi Shibuya et al.
The Journal of organic chemistry, 74(12), 4619-4622 (2009-05-30)
A practical, three-step synthetic route to 9-azabicyclo[3.3.1]nonane N-oxyl (ABNO, 3), an unhindered, stable class of nitroxyl radical, has been developed. ABNO exhibits a highly active nature compared with TEMPO in the catalytic oxidation of alcohols to their corresponding carbonyl compounds.
Janelle E Steves et al.
Journal of the American Chemical Society, 135(42), 15742-15745 (2013-10-17)
Cu/TEMPO catalyst systems promote efficient aerobic oxidation of sterically unhindered primary alcohols and electronically activated substrates, but they show reduced reactivity with aliphatic and secondary alcohols. Here, we report a catalyst system, consisting of ((MeO)bpy)Cu(I)(OTf) and ABNO ((MeO)bpy = 4,4'-dimethoxy-2,2'-bipyridine;
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 763284-1G | 04061826646366 |
| 763284-250MG | 04061833230824 |
| 763284-50MG | 04061833230831 |