Skip to Content
Merck
All Photos(5)

Key Documents

802328

Sigma-Aldrich

Heck Coupling

greener alternative
Sign Into View Organizational & Contract Pricing
All Photos(5)

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.

greener alternative category

Aligned

storage temp.

2-8°C

Application

This second-generation kit contains the reagents, catalyst, and solvent required to perform a Heck 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

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3 Inhalation

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-14.99 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

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

Visit the Document Library

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
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

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