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Cyclopropylmagnesium bromide

CAS 23719-80-4

Molecular structure of Cyclopropylmagnesium bromide

CAS · 23719-80-4

01

Product Overview

Cyclopropylmagnesium bromide is a high-purity grignard-reagent supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.

02

Product Specifications

Appearance: Gray-black liquid
Content: 0.5 mol in THF
03

Applications

1. Nucleophilic Cyclopropylation

Reacts with electrophiles such as aldehydes, ketones, esters, and acid chlorides to form cyclopropyl-substituted alcohols, ketones, and carboxylic acid derivatives.

Used to introduce cyclopropyl groups, which increase structural rigidity and modify biological activity in drug molecules.

2. Synthesis of Pharmaceuticals and Fine Chemicals

Cyclopropyl groups are often found in CNS-active drugs, antivirals, and enzyme inhibitors. This reagent enables direct introduction of the cyclopropyl moiety into complex molecules.

Employed in the synthesis of cyclopropyl-containing APIs (active pharmaceutical ingredients) such as Efavirenz, Rupatadine, and Vigabatrin intermediates.

3. Cross-Coupling Reactions

Participates in Kumada-type cross-coupling reactions with aryl or vinyl halides under palladium or nickel catalysis to generate aryl-cyclopropyl compounds, which are often biologically active.

4. Organometallic Synthesis

Used to form organometallic intermediates for further functionalization or ring expansion strategies.

Can serve as a starting point for ring-opening reactions under controlled conditions.

04

Benefits

1. Strained Ring Reactivity

The cyclopropyl ring is highly strained, which can confer unique reactivity patterns useful in complex synthesis and transformation pathways.

2. Efficient C–C Bond Formation

Enables the rapid and selective formation of carbon–carbon bonds with a wide range of electrophiles.

3. Biologically Relevant Functional Group

The cyclopropyl group imparts metabolic stability, lipophilicity, and conformational rigidity, improving drug-like properties of molecules.

4. Compatibility with Modern Catalysis

Well-suited for transition-metal-catalyzed cross-coupling reactions, expanding synthetic flexibility in medicinal chemistry.

5. Modular Building Block

Offers a compact and versatile scaffold that can be functionalized at the ring or appended positions for further chemical elaboration.

05

Conclusion

Cyclopropylmagnesium bromide (CAS 23719-80-4) is a valuable Grignard reagent for introducing the cyclopropyl group into organic molecules through nucleophilic addition and cross-coupling reactions. It plays a key role in the synthesis of pharmaceutical intermediates, agrochemicals, and specialty materials, offering a balance of chemical reactivity, structural rigidity, and biological relevance. Its use enhances access to complex and functionalized cyclopropyl-containing compounds in modern organic synthesis.

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Vinylmagnesium Bromide丨CAS 1826-67-1

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Bromopropylmagnesium丨CAS 927-77-5