Diethylzinc (CAS 557-20-0): Your Go-To Reagent for Cyclopropanation
For organic chemists focused on creating cyclic structures, Diethylzinc (DEZ), identified by CAS number 557-20-0, is an indispensable reagent, primarily for its role in the highly effective Simmons-Smith cyclopropanation reaction. As a leading manufacturer and supplier, we understand the critical importance of this compound and are dedicated to providing high-quality DEZ for your synthetic needs.
The Simmons-Smith Reaction Explained
The Simmons-Smith reaction is a cornerstone method for the stereospecific conversion of alkenes into cyclopropanes. It involves the reaction of an alkene with a carbenoid species, typically generated from diiodomethane (CH₂I₂) and a zinc reagent. Diethylzinc is a preferred zinc source for generating this active species. The reaction proceeds via a concerted syn addition of the zinc carbenoid to the double bond, preserving the stereochemistry of the alkene. This makes it invaluable for synthesizing complex cyclopropane-containing molecules, which are common in natural products and pharmaceuticals.
The generalized mechanism involves the formation of iodomethylzinc iodide (ICH₂ZnI) from DEZ and CH₂I₂. This intermediate then reacts with the alkene. The presence of DEZ not only provides the zinc but also plays a role in stabilizing the carbenoid intermediate, contributing to the reaction's efficiency and selectivity.
Why Choose Diethylzinc for Cyclopropanation?
Several factors make Diethylzinc the reagent of choice for many cyclopropanation protocols:
- Controlled Reactivity: Compared to more reactive organometallics, DEZ offers a more manageable reactivity profile, allowing for precise control over the reaction and reducing side products.
- Stereospecificity: The reaction is known for its syn addition, meaning the cyclopropane ring is formed on the same face of the alkene as the incoming carbenoid, preserving important stereochemical information.
- Functional Group Tolerance: The Simmons-Smith reaction, when performed with DEZ, often tolerates a wide range of functional groups present in the substrate, making it applicable to complex molecules.
- Availability and Purity: As a leading manufacturer, we offer Diethylzinc in various grades and concentrations, ensuring you can buy a product that meets your specific research requirements for purity and solvent.
Procuring Diethylzinc for Your Lab
When you are ready to buy Diethylzinc for your cyclopropanation experiments, it is crucial to source from a reliable supplier. NINGBO INNO PHARMCHEM CO.,LTD. provides high-purity Diethylzinc that is essential for achieving optimal results in the Simmons-Smith reaction. We understand the demands of organic synthesis and are committed to delivering a consistent and high-quality product. Inquire with us to discuss pricing, availability, and the best Diethylzinc solutions for your laboratory's needs.
Perspectives & Insights
Bio Analyst 88
“This makes it invaluable for synthesizing complex cyclopropane-containing molecules, which are common in natural products and pharmaceuticals.”
Nano Seeker Pro
“The generalized mechanism involves the formation of iodomethylzinc iodide (ICH₂ZnI) from DEZ and CH₂I₂.”
Data Reader 7
“The presence of DEZ not only provides the zinc but also plays a role in stabilizing the carbenoid intermediate, contributing to the reaction's efficiency and selectivity.”