For chemists and researchers involved in organic synthesis, understanding the fundamental chemistry of essential reagents is crucial. Cyclopropylboronic Acid (CAS 411235-57-9) is a prime example of such a compound, valued for its role in facilitating complex molecular constructions. This article provides an overview of its chemical properties and common synthesis pathways, guiding you on where to find this vital compound and what to look for when you buy.

Chemical Profile of Cyclopropylboronic Acid

Cyclopropylboronic Acid, with the molecular formula C3H7BO2 and a molecular weight of 85.9 g/mol, typically presents as a white to off-white crystalline powder. Its melting point is generally between 90-95°C. The compound's stability is noteworthy, though it can exhibit moisture sensitivity, necessitating appropriate storage conditions, often in a cool, dry environment. Its Lewis acidity, characteristic of boronic acids due to the vacant p orbital on boron, is key to its reactivity in various catalytic processes.

Key properties that make it attractive for synthesis include:

  • High Reactivity in Cross-Coupling: Primarily utilized in Suzuki-Miyaura coupling, it efficiently forms carbon-carbon bonds.
  • Introduction of Cyclopropyl Moiety: Enables the precise incorporation of the cyclopropane ring, which can enhance the bioisosteric properties of target molecules.
  • Versatility: While Suzuki coupling is prominent, it can also participate in other transformations like Chan-Lam coupling.

Synthesis of Cyclopropylboronic Acid

The synthesis of organoboronic acids, including Cyclopropylboronic Acid, often involves organometallic intermediates. A common route begins with a cyclopropyl Grignard reagent or cyclopropyllithium. This organometallic species is then reacted with a borate ester, such as trimethyl borate or triisopropyl borate. The reaction typically proceeds at low temperatures to control reactivity and prevent unwanted side reactions.

A generalized synthesis pathway might look like this:

  1. Formation of the organometallic reagent: For example, reacting cyclopropyl bromide with magnesium to form cyclopropylmagnesium bromide.
  2. Reaction with a borate ester: The cyclopropyl Grignard reagent is added to a cooled solution of trimethyl borate (B(OCH3)3) in an ethereal solvent like Tetrahydrofuran (THF). This forms a boronate ester intermediate.
  3. Hydrolysis: The boronate ester is then hydrolyzed, usually with an aqueous acid (like HCl), to yield the final Cyclopropylboronic Acid.
  4. Purification: The crude product is typically purified through recrystallization or chromatography to achieve the desired purity.

The efficiency and yield of this process are dependent on careful control of reaction parameters, including temperature, reagent stoichiometry, and solvent choice. Developing optimized synthesis routes is a key focus for chemical manufacturers aiming to reduce costs and increase output.

Where to Buy and What to Look For

When you need to buy Cyclopropylboronic Acid for your laboratory or industrial needs, seeking out a reliable manufacturer and supplier is essential. Key factors to consider include:

  • Purity Levels: Ensure the product meets your required specifications, typically ≥98.0% for demanding applications.
  • Technical Data: Request COAs and MSDS to verify quality and safety information.
  • Pricing: Obtain competitive quotes, especially when purchasing in larger volumes. The price can vary significantly based on purity and quantity.
  • Supplier Reputation: Choose suppliers with a proven track record in delivering quality chemicals consistently.

NINGBO INNO PHARMCHEM CO.,LTD., as a dedicated manufacturer and supplier in China, offers high-quality Cyclopropylboronic Acid. Our commitment to rigorous quality control and efficient production processes ensures you receive a reliable product for your synthesis needs.

Conclusion

Understanding the chemistry and synthesis of Cyclopropylboronic Acid empowers researchers and procurement specialists. Its critical role in modern organic synthesis, particularly in pharmaceutical development, underscores the importance of sourcing it from trusted providers. We are proud to be a leading supplier, enabling your scientific endeavors.