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2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile

CAS 3028866-48-7Formula C14H17BFNO2MW 261.1PubChem 170773354

This compound is a fluorinated benzonitrile derivative featuring a pinacol boronic ester group. It is primarily used as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions to introduce substituted aryl groups.

Loading RDKit molecule structure...
InChIKey: IQNBVIPSQHPBJC-UHFFFAOYSA-NC14H17BFNO2 | MW 261.1

Chemical Identity

Molecular Formula

C14H17BFNO2

Molecular Weight

261.1 g/mol

Exact Mass

261.133637

PubChem CID

170773354

SMILES String

Cc1cc(F)c(C#N)cc1B1OC(C)(C)C(C)(C)O1

Names & Synonyms

H59765F568878
External Identifiers
SCHEMBL27192100

Catalog Overview

2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile, identified by CAS 3028866-48-7, is a sophisticated organic compound with the molecular formula C14H17BFNO2 and a molecular weight of 261. 10. It incorporates a fluorine atom and a methyl group on a benzonitrile core, alongside a pinacol boronic ester moiety. This combination of functional groups makes it a valuable intermediate in synthetic chemistry.

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Read more catalog context

2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzonitrile, identified by CAS 3028866-48-7, is a sophisticated organic compound with the molecular formula C14H17BFNO2 and a molecular weight of 261.10. It incorporates a fluorine atom and a methyl group on a benzonitrile core, alongside a pinacol boronic ester moiety. This combination of functional groups makes it a valuable intermediate in synthetic chemistry. The boronic ester group is highly reactive in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds with aryl halides or triflates. The benzonitrile unit provides a nitrile functional group, which can be further transformed, while the fluorine and methyl substituents offer opportunities for fine-tuning electronic and steric properties in target molecules. This compound is suitable for research and development applications requiring precise molecular construction.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

145.0 °C

Boiling Point

350.0 °C

Density

1.2 g/cm³

Water Solubility

Slightly soluble

Flash Point

190.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or under a fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures. This product is for research use only and not for human or animal therapeutic or diagnostic use.

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