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2-Bromo-6-(trifluoromethyl)pyridine-4-boronic acid

CAS 2225170-30-7Formula C6H4BBrF3NO2MW 269.81PubChem 72212867

This compound is a boronic acid derivative of a brominated and trifluoromethylated pyridine. It is primarily used as a versatile building block in organic synthesis, particularly for cross-coupling reactions like Suzuki-Miyaura coupling, to introduce complex pyridine scaffolds into target molecules.

Loading RDKit molecule structure...
InChIKey: MFJXNNZIXUYZKM-UHFFFAOYSA-NC6H4BBrF3NO2 | MW 269.81

Chemical Identity

Molecular Formula

C6H4BBrF3NO2

Molecular Weight

269.81 g/mol

Exact Mass

268.94706

PubChem CID

72212867

IUPAC Name

[2-bromo-6-(trifluoromethyl)-4-pyridinyl]boronic acid

SMILES String

OB(O)c1cc(Br)nc(C(F)(F)F)c1

Names & Synonyms

(2-Bromo-6-(trifluoromethyl)pyridin-4-yl)boronic acid
External Identifiers
AB71110CS-35429

Catalog Overview

2-Bromo-6-(trifluoromethyl)pyridine-4-boronic acid, with CAS number 2225170-30-7, is a highly functionalized pyridine derivative featuring a bromine atom, a trifluoromethyl group, and a boronic acid moiety. This unique combination of functional groups makes it a valuable intermediate in synthetic organic chemistry. The boronic acid group allows for facile participation in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The bromine atom provides another site for further functionalization, while the trifluoromethyl group can impart specific...

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Read more catalog context

2-Bromo-6-(trifluoromethyl)pyridine-4-boronic acid, with CAS number 2225170-30-7, is a highly functionalized pyridine derivative featuring a bromine atom, a trifluoromethyl group, and a boronic acid moiety. This unique combination of functional groups makes it a valuable intermediate in synthetic organic chemistry. The boronic acid group allows for facile participation in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The bromine atom provides another site for further functionalization, while the trifluoromethyl group can impart specific electronic and steric properties to the final molecule, often enhancing metabolic stability or lipophilicity. It is typically employed in the synthesis of pharmaceuticals, agrochemicals, and materials science research where complex pyridine structures are desired.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white solid

Physical State

Solid

Melting Point

165.0 °C

Boiling Point

320.0 °C

Density

1.8 g/cm³

Water Solubility

Slightly soluble

Flash Point

200.0 °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 (PPE), including gloves, eye protection, and a lab coat. Work in a well-ventilated area or under a fume hood to avoid inhalation of dust or vapors. 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. Refer to the Safety Data Sheet (SDS) for comprehensive safety information before handling. Dispose of chemical waste according to local regulations.

Related Products / Graph Discovery

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