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Merck

763284

Sigma-Aldrich

9-氮杂双环[3.3.1]壬烷N-氧基

greener alternative

95%

别名:

9-氮杂双环[3.3.1]壬烷N-氧自由基, ABNO

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About This Item

经验公式(希尔记法):
C8H14NO
CAS号:
分子量:
140.20
Beilstein:
1681761
分類程式碼代碼:
12352300
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

solid

反應適用性

reagent type: ligand

環保替代產品特色

Catalysis
Learn more about the Principles of Green Chemistry.

mp

65-70 °C

環保替代類別

儲存溫度

2-8°C

SMILES 字串

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 密鑰

GGWCZKZSILYISB-AOOOYVTPSA-N

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一般說明

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。
我们致力于为您带来符合一项或多项绿色化学十二原则的环保替代产品。该产品为增强型,提高了催化效率。点击此处以获取更多信息。

應用

9-氮杂双环 [3.3.1] 壬烷 N -氧代 (ABNO) 可用于醇类的有氧氧化。
有氧条件下醇的铜催化绿色氧化的催化氧化剂。

铜(I)/ABNO催化的有氧醇氧化:减轻Cu/TEMPO催化剂系统的空间和电子约束

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Oral - Eye Dam. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析证书(COA)

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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;

商品

TEMPO (2,2,6,6-Tetramethylpiperidinyloxy or 2,2,6,6-Tetramethylpiperidine 1-oxyl) and its derivatives are stable nitroxy radicals used as catalysts in organic oxidation reactions. TEMPO was discovered by Lebedev and Kazarnovskii in 1960. The stable free radical nature of TEMPO is due to the presence of bulky substituent groups, which hinder the reaction of the free radical with other molecules.

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