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Specifications
| Appearance: | brown to light yellow liquid |
| Tetrahydrofuran: | 86% to 87.5% |
| Tert-Butylmagnesium chloride: | 11.0–12.5% |
| Other impurities: | 1.5% max |
Transport Information
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Parameter |
Specification |
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UN Number |
3399 |
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Class |
3; 4 |
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Packing Group |
I |
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H.S. Code |
2931900090307 |
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Stability & Reactivity |
The product is chemically stable under standard ambient conditions. |
|
Storage |
Close the door. Stay away from heat sources and fire sources. |
|
Condition to Avoid |
Exposed to the air. Heating. Humidity. |
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Package |
Manufacturing Information
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Applications
1. Grignard Reactions
Functions as a carbon nucleophile, reacting with electrophiles such as carbonyl compounds (aldehydes, ketones, esters) to form tertiary alcohols after hydrolysis.
Used to build complex carbon skeletons in pharmaceuticals, agrochemicals, and materials chemistry.
2. Metalation and Halogen–Magnesium Exchange
tert-Butylmagnesium chloride is used in halogen–magnesium exchange reactions, especially with aryl or heteroaryl halides, to generate arylmagnesium reagents for further functionalization.
Often applied in directed ortho-metalation for functionalizing aromatic compounds.
3. Synthesis of Organoboron, Organosilicon, and Organophosphorus Compounds
Used in the preparation of boronic acids, silanes, and phosphines through metal–halogen exchange or addition to electrophilic centers.
4. Deprotonation Reactions
Acts as a strong, non-nucleophilic base for deprotonating weakly acidic substrates, such as heterocycles, enolizable ketones, or active methylene compounds.
5. Initiator in Polymerization
Sometimes used in anionic polymerization of certain monomers due to its strong basicity and reactivity.
Benefits
1. High Reactivity
The tert-butyl group provides steric hindrance, making the reagent less nucleophilic but an excellent base for selective deprotonation or exchange reactions.
2. Selective Reactivity
Due to its bulky nature, tert-butylmagnesium chloride can be more chemoselective than other Grignard reagents, enabling cleaner reactions with fewer side products.
3. Versatility
Compatible with a wide range of electrophiles and synthetic methods, including transition-metal-catalyzed cross-coupling reactions.
4. Scalability
Suitable for lab-scale and industrial-scale synthesis, especially in fine chemical and pharmaceutical production.
Conclusion
tert-Butylmagnesium chloride (CAS 677-22-5) is a powerful Grignard reagent widely used in carbon–carbon bond formation, metalation, and base-mediated transformations. Its bulky tert-butyl group imparts unique reactivity and selectivity, making it ideal for use in complex organic synthesis, especially where regioselectivity and steric control are important. Its role as a non-nucleophilic base and halogen–magnesium exchange reagent makes it indispensable in the toolkit of synthetic organic chemists.
