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796557

Sigma-Aldrich

Stahl Aerobic Oxidation ABNO solution

0.04M ABNO in Acetonitrile, Solution for Oxidation of Primary and Secondary Alcohols

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About This Item

分類程式碼代碼:
12352000
NACRES:
NA.22

描述

Freezing Point: 44.6°F

形狀

liquid

反應適用性

reagent type: oxidant

折射率

n/D 1.357

密度

0.796 at 25 °C

儲存溫度

2-8°C

一般說明

Stahl Aerobic Oxidation ABNO solution contains 1-methylimidazole (NMI), 2,2′-bipyridyl (bpy), and ABNO for the oxidation of primary and secondary alcohols.

應用

This convenience solution can be used in tandem with tetrakisacetonitrile copper(I) triflate (685038) for the oxidation of primary alcohols through aerobic conditions developed by the Stahl Research Group.

訊號詞

Danger

危險分類

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

43.5 °F

閃點(°C)

6.38 °C


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Efficient Aerobic Oxidation of Secondary Alcohols at Ambient Temperature with an ABNO/NOx Catalyst System
Lauber, MB, and Stahl, SS.
ACS Catalysis, 3 (11), 2612?2616-2612?2616 (2013)
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;
Janelle E Steves et al.
The Journal of organic chemistry, 80(21), 11184-11188 (2015-10-13)
Two solutions, one consisting of bpy/TEMPO/NMI and the other bpy/ABNO/NMI (bpy =2,2'-bipyridyl; TEMPO = 2,2,6,6-tetramethylpiperidine N-oxyl, ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl; NMI = N-methylimidazole), in acetonitrile are shown to have good long-term stability (≥1 year) under air at 5 °C. The

文章

Alcohol oxidation is one of the most frequently performed oxidation reactions in organic chemistry. The aldehyde and ketone products of alcohol oxidation are useful intermediates en route to complex molecules.

Alcohol oxidation is one of the most frequently performed oxidation reactions in organic chemistry. The aldehyde and ketone products of alcohol oxidation are useful intermediates en route to complex molecules.

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