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3-Chloro-5-(trifluoromethyl)pyridin-2-ylboronic acid

CAS 1208314-89-9Formula C6H4BClF3NO2MW 225.36PubChem 92042932

3-Chloro-5-(trifluoromethyl)pyridin-2-ylboronic acid is a pyridine-based boronic acid derivative, commonly employed as a versatile building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions for constructing complex molecules.

Loading RDKit molecule structure...
InChIKey: ZQHAMBYZJYAOFP-UHFFFAOYSA-NC6H4BClF3NO2 | MW 225.36

Chemical Identity

Molecular Formula

C6H4BClF3NO2

Molecular Weight

225.36 g/mol

Exact Mass

224.997571

PubChem CID

92042932

IUPAC Name

[3-chloro-5-(trifluoromethyl)-2-pyridinyl]boronic acid

SMILES String

OB(O)c1ncc(C(F)(F)F)cc1Cl

Names & Synonyms

[3-chloro-5-(trifluoromethyl)pyridin-2-yl]boronic acid3-Chloro-5-(trifluoromethyl)pyridin-2-boronic acid[3-chloro-5-(trifluoromethyl)-2-pyridyl]boronic acidB-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]boronic acid
External Identifiers
SCHEMBL29954225DB-415775EN300-147668

Catalog Overview

3-Chloro-5-(trifluoromethyl)pyridin-2-ylboronic acid, with CAS 1208314-89-9, is a highly functionalized pyridine derivative featuring a boronic acid group at the 2-position, a chlorine atom at the 3-position, and a trifluoromethyl group at the 5-position. This compound serves as a key intermediate in synthetic organic chemistry, leveraging the reactivity of the boronic acid moiety for carbon-carbon bond formation. The presence of both electron-withdrawing chlorine and trifluoromethyl groups on the pyridine ring influences its electronic properties, making it a valuable reagent for regioselective and stereoselective synthesis of...

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Read more catalog context

3-Chloro-5-(trifluoromethyl)pyridin-2-ylboronic acid, with CAS 1208314-89-9, is a highly functionalized pyridine derivative featuring a boronic acid group at the 2-position, a chlorine atom at the 3-position, and a trifluoromethyl group at the 5-position. This compound serves as a key intermediate in synthetic organic chemistry, leveraging the reactivity of the boronic acid moiety for carbon-carbon bond formation. The presence of both electron-withdrawing chlorine and trifluoromethyl groups on the pyridine ring influences its electronic properties, making it a valuable reagent for regioselective and stereoselective synthesis of pharmaceuticals, agrochemicals, and advanced materials. Its unique substitution pattern allows for the introduction of a trifluoromethylated pyridine scaffold into target molecules, which can impart enhanced metabolic stability, lipophilicity, and biological activity.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

130.0 °C

Boiling Point

300.0 °C

Density

1.5 g/cm³

Water Solubility

Slightly soluble

Flash Point

180.0 °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 3-Chloro-5-(trifluoromethyl)pyridin-2-ylboronic acid in a well-ventilated area or fume hood. Wear appropriate personal protective equipment, including safety goggles, gloves, and a lab coat, to prevent skin and eye contact. Avoid inhalation of dust or vapors. In case of contact, rinse thoroughly with water. Consult the Safety Data Sheet (SDS) for detailed hazard information and emergency procedures. Store in a cool, dry place, away from incompatible materials.

Related Products / Graph Discovery

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

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