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Key Documents

Safety Information

802298

Sigma-Aldrich

Buchwald-Hartwig Amination in a Box

greener alternative
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About This Item

UNSPSC Code:
12352300
NACRES:
NA.22

greener alternative product characteristics

Waste Prevention
Safer Solvents and Auxiliaries
Design for Energy Efficiency
Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

Aligned,

storage temp.

2-8°C

Application

This second-generation kit contains the reagents, catalyst, and solvent required to perform a Buchwald-Hartwig reaction in TPGS-750-M, a surfactant developed by the Lipshutz group as a greener alternative to organic solvents. This technology allows common metal-catalyzed reactions to be run under aqueous conditions, considerably reducing solvent waste. The components are pre-weighed in the appropriate amounts for a 0.5mmol scale reaction.

Please refer to the attached Protocol for details.

Other Notes

Technology Spotlight: Second-Generation, Designer-Surfactant Kits: Solvent-Free, Aqueous Reactions in a Box
Transition-Metal-Catalyzed Cross-Couplings Going Green: in Water at Room Temperature
"Designer"-Surfactant-Enabled Cross-Couplings in Water at Room Temperature
Green Chemistry in the Introductory Organic Laboratory

related product

Product No.
Description
Pricing

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H252,H314

Hazard Classifications

Eye Dam. 1 - Self-heat. 2 - Skin Corr. 1A

Supplementary Hazards

EUH014

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

Regulatory Information

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    Bruce H Lipshutz et al.
    The Journal of organic chemistry, 76(11), 4379-4391 (2011-05-10)
    An environmentally benign surfactant (TPGS-750-M), a diester composed of racemic α-tocopherol, MPEG-750, and succinic acid, has been designed and readily prepared as an effective nanomicelle-forming species for general use in metal-catalyzed cross-coupling reactions in water. Several "name" reactions, including Heck
    Bruce H Lipshutz et al.
    Angewandte Chemie (International ed. in English), 52(42), 10952-10958 (2013-09-14)
    Transition-metal-catalyzed carbon-carbon and carbon-heteroatom bond formations are among the most heavily used types of reactions in both academic and industrial settings. As important as these are to the synthetic community, such cross-couplings come with a heavy price to our environment

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    Designer surfactants enable diverse transformations like Suzuki-Miyaura, Olefin Metathesis, and 1,4-Addition to Enones in water by Prof. Bruce Lipshutz.

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