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Specifications
| Appearance: | Brown liquid |
| Assay: | 12.5% to 15.0% |
| Concentration: | 0.95M–1.10M |
Transport Information
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Parameter |
Specification |
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UN Number |
3399 |
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Class |
4.3 (3) |
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Packing Group |
II |
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H.S. Code |
2931900090999 |
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Stability & Reactivity |
The product is chemically stable under standard ambient conditions. |
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Storage |
Tightly closed. Keep away from heat and sources of ignition. Never allow product to get in contact with water during storage. Handle and store under inert gas. Dry residue is explosive. Test for peroxide formation periodically and before distillation. |
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Condition to Avoid |
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Package |
Manufacturing Information
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Parameter |
Specification |
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Capacity |
1MT/month |
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Frequency |
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Main Export Countries |
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Capacity/Batch |
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Experience |
Production since 2006 |
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Stock |
Applications
1. Nucleophilic Addition to Carbonyl Compounds
Reacts readily with aldehydes and ketones to form allylic alcohols after acidic workup.
Example: CH₂=CHMgBr + RCHO → RCH(OH)CH=CH₂
Useful for constructing unsaturated alcohols found in natural products and intermediates.
2. Synthesis of Pharmaceuticals and Natural Products
Vinyl groups are common in bioactive molecules and API intermediates. Vinylmagnesium bromide enables selective vinylation of complex structures.
Applied in the synthesis of hormone analogs, enzyme inhibitors, and antitumor agents.
3. Transition-Metal-Catalyzed Cross-Coupling Reactions
Functions as a coupling partner in Kumada-type reactions (with aryl/vinyl halides), forming substituted alkenes.
Useful in C–C bond formation strategies in synthetic organic chemistry.
4. Formation of Unsaturated Esters and Acids
Can react with acid chlorides to form α,β-unsaturated ketones or esters, important intermediates in total synthesis and materials science.
5. Building Functional Vinyl Intermediates
Used to prepare vinyl-substituted heterocycles, polymers, and ligands for coordination chemistry.
Benefits
1. Efficient Vinylation Reagent
Directly introduces a vinyl group, enabling formation of allylic or unsaturated structures under mild conditions.
2. High Reactivity and Selectivity
The reagent reacts cleanly with electrophiles, minimizing byproducts and improving yield and purity of final products.
3. Versatility in Synthesis
Suitable for a wide range of transformations in pharmaceutical, agrochemical, and fine chemical production.
4. Compatibility with Catalysis
Works with various metal-catalyzed reactions, such as nickel- or palladium-catalyzed cross-couplings, expanding its synthetic utility.
5. Readily Available and Scalable
Commercially available and suitable for both small-scale and large-scale production, facilitating its use in research and industry.
Conclusion
Vinylmagnesium bromide (CAS 1826-67-1) is a powerful and widely used Grignard reagent for installing vinyl groups into organic molecules. Its applications span nucleophilic additions, cross-coupling reactions, and pharmaceutical intermediate synthesis, making it a go-to reagent for allylic alcohol and alkene formation. With its strong nucleophilicity, synthetic versatility, and compatibility with catalytic systems, it remains essential in modern organic and organometallic chemistry.
