Skip to Content
MilliporeSigma
All Photos(1)

Documents

796557

Sigma-Aldrich

Stahl Aerobic Oxidation ABNO solution

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

UNSPSC Code:
12352000
NACRES:
NA.22

description

Freezing Point: 44.6°F

form

liquid

reaction suitability

reagent type: oxidant

refractive index

n/D 1.357

density

0.796 at 25 °C

storage temp.

2-8°C

Related Categories

General description

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

Application

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.

Other Notes

Technology Spotlight:
Aerobic Alcohol Oxidation Solutions

Stable TEMPO and ABNO Catalyst Solutions for User-Friendly (bpy)Cu/Nitroxyl- Catalyzed Aerobic Alcohol Oxidation

Practical Aerobic Alcohol Oxidation with Cu/Nitroxyl and Nitroxyl/NOx Catalyst Systems

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

43.5 °F

flash_point_c

6.38 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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
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;

Articles

Aerobic Alcohol Oxidation Solutions

Alcohol oxidation yields aldehydes and ketones, crucial intermediates in organic synthesis.

Related Content

Stahl Group – Professor Product Portal

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service