Active Chemical RecordCatalog PreviewCatalog ready

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine

CAS 741709-67-1Formula C12H14BClF3NO2MW 307.5PubChem 70700256

This compound is a functionalized pyridine derivative featuring a chloropyridine core, a trifluoromethyl group, and a pinacol boronate ester. It is primarily used as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions to introduce complex pyridine structures for research purposes.

Loading RDKit molecule structure...
InChIKey: DHNHWFXDOLYRBO-UHFFFAOYSA-NC12H14BClF3NO2 | MW 307.5

Chemical Identity

Molecular Formula

C12H14BClF3NO2

Molecular Weight

307.5 g/mol

Exact Mass

307.075821

PubChem CID

70700256

SMILES String

CC1(C)OB(c2cnc(Cl)c(C(F)(F)F)c2)OC1(C)C

Names & Synonyms

2-Chloro-3-(trifluoromethyl)-pyridine-5-boronic acid pinacol ester2-chloro-3-(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridineC12H14BClF3NO2RB2106(6-CHLORO-5-(TRIFLUOROMETHYL)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
Show all synonyms
F216124Z20447662812-Chloro-3-(trifluoromethyl)-pyridine-5-boronic acid, pinacol ester6-Chloro-5-(trifluoromethyl)pyridine-3-boronic Acid Pinacol Ester2-CHLORO-5-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3-(TRIFLUOROMETHYL)PYRIDINE741709-67-1, 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine, 2-chloro-3-(trifluoromethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, CTK8B6284, ANW-53213, RB2106, AKOS015999638, RL04811, AK-94561, KB-22070
External Identifiers
MFCD12923433SCHEMBL16618405SCHEMBL30507065DTXSID30743135AKOS015999638AS-55286SY047349DB-074793CS-0174045EN300-7364202

Catalog Overview

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine, with CAS 741709-67-1, is a highly functionalized pyridine derivative. Its structure incorporates a 2-chloro-3-(trifluoromethyl)pyridine moiety and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) group at the 5-position. This combination makes it a valuable intermediate in synthetic organic chemistry. The pinacol boronate group is a robust and widely utilized functionality for palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds.

Use Context

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

2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)pyridine, with CAS 741709-67-1, is a highly functionalized pyridine derivative. Its structure incorporates a 2-chloro-3-(trifluoromethyl)pyridine moiety and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) group at the 5-position. This combination makes it a valuable intermediate in synthetic organic chemistry. The pinacol boronate group is a robust and widely utilized functionality for palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group is known for its electron-withdrawing properties and metabolic stability, often incorporated into pharmaceuticals and agrochemicals to modulate physicochemical properties. The chlorine atom provides another site for further functionalization or substitution reactions. This compound is typically employed in the synthesis of complex heterocyclic compounds, natural product analogs, and potential pharmaceutical candidates for research use.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white solid

Physical State

Solid

Melting Point

137.0 °C

Boiling Point

264.0 °C

Density

1.4 g/cm³

Water Solubility

4.17 × 10⁻⁴ mol/L

Flash Point

175.0 °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.

Related Products / Graph Discovery

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

Related products and analog discovery will be available as catalog graph data is expanded.