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5-Bromo-6-(trifluoromethyl)pyridin-3-ylboronic acid

CAS 2225155-69-9Formula C6H4BBrF3NO2MW 269.81PubChem 91882705

5-Bromo-6-(trifluoromethyl)pyridin-3-ylboronic acid is a pyridine-based boronic acid derivative, commonly employed as a versatile building block in organic synthesis. It is particularly useful in Suzuki-Miyaura cross-coupling reactions for constructing complex pyridine-containing molecules for research applications.

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

Chemical Identity

Molecular Formula

C6H4BBrF3NO2

Molecular Weight

269.81 g/mol

Exact Mass

268.94706

PubChem CID

91882705

IUPAC Name

[5-bromo-6-(trifluoromethyl)-3-pyridinyl]boronic acid

SMILES String

OB(O)c1cnc(C(F)(F)F)c(Br)c1

Names & Synonyms

(5-Bromo-6-(trifluoromethyl)pyridin-3-yl)boronic acid
External Identifiers
CS-34731

Catalog Overview

5-Bromo-6-(trifluoromethyl)pyridin-3-ylboronic acid, with CAS 2225155-69-9 and molecular formula C6H4BBrF3NO2, is a highly functionalized pyridine derivative. It features a bromine atom, a trifluoromethyl group, and a boronic acid moiety attached to the pyridine ring. This compound serves as a key intermediate in synthetic organic chemistry, primarily utilized in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. The boronic acid group allows for facile formation of new carbon-carbon bonds, while the bromine and trifluoromethyl substituents offer opportunities for further functionalization and...

Use Context

  • Research chemical sourcing
  • Custom synthesis and catalog availability review
  • COA, SDS, pricing, and fulfillment workflow
Read more catalog context

5-Bromo-6-(trifluoromethyl)pyridin-3-ylboronic acid, with CAS 2225155-69-9 and molecular formula C6H4BBrF3NO2, is a highly functionalized pyridine derivative. It features a bromine atom, a trifluoromethyl group, and a boronic acid moiety attached to the pyridine ring. This compound serves as a key intermediate in synthetic organic chemistry, primarily utilized in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling. The boronic acid group allows for facile formation of new carbon-carbon bonds, while the bromine and trifluoromethyl substituents offer opportunities for further functionalization and modification, making it valuable for the synthesis of novel compounds in medicinal chemistry and materials science research.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

185.0 °C

Boiling Point

350.0 °C

Density

1.75 g/cm³

Water Solubility

Slightly soluble

Flash Point

195.0 °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 5-Bromo-6-(trifluoromethyl)pyridin-3-ylboronic acid in a well-ventilated area or fume hood. Wear appropriate personal protective equipment, including safety goggles, gloves, and a lab coat. Avoid inhalation, ingestion, and skin contact. In case of contact, wash thoroughly with water. Consult the Safety Data Sheet (SDS) for detailed hazard information and emergency procedures before use.

Related Products / Graph Discovery

Related products, derivatives, keywords, and application cues for catalog discovery.

Similar products (text references)

2-Bromo-6-(trifluoromethyl)pyridine-4-boronic acidCAS 2225170-30-7
1688675-75-3CAS 1688675-75-3
5-Bromo-2-trifluoromethylpyridine-4-boronic acidCAS 1072951-57-5
2-Bromo-5-(trifluoromethyl)pyridine-3-boronic acidCAS 2377606-29-4
(6-Bromo-5-(trifluoromethyl)pyridin-3-yl)boronic acidCAS 2225176-89-4

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 293339GHS Pictograms: GHS07Shipment review: Shipment details require review before fulfillment.

Compliance cues are non-linked reference tags and require shipment review.