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2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine

CAS 1321518-03-9Formula C13H17BF3NO2MW 287.09PubChem 67364860

2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine is a pyridine derivative featuring a trifluoromethyl group and a pinacol boronic ester. It serves as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions, enabling the formation of new carbon-carbon bonds in the synthesis of complex molecules for research purposes.

Loading RDKit molecule structure...
InChIKey: HWXUCKBKLLHQIS-UHFFFAOYSA-NC13H17BF3NO2 | MW 287.09

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

67364860

SMILES String

Cc1cc(B2OC(C)(C)C(C)(C)O2)cc(C(F)(F)F)n1

Names & Synonyms

961-725-42-Methyl-6-(trifluoromethyl)pyridine-4-boronic Acid Pinacol EsterD79353F7193632-(Trifluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-methylpyridine
External Identifiers
RefChem:475502MFCD18723339SCHEMBL2326400SCHEMBL29381523WCC51803BS-43723SY265710DB-292036CS-0310037

Catalog Overview

This compound, 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine, is a highly functionalized pyridine scaffold. It incorporates a methyl group, a potent electron-withdrawing trifluoromethyl group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) moiety. The pinacol boronic ester functionality makes it an excellent reagent for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, allowing for the introduction of the substituted pyridine ring into various organic frameworks. The trifluoromethyl group can impart unique electronic and lipophilic properties, which are...

Use Context

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Read more catalog context

This compound, 2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)pyridine, is a highly functionalized pyridine scaffold. It incorporates a methyl group, a potent electron-withdrawing trifluoromethyl group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) moiety. The pinacol boronic ester functionality makes it an excellent reagent for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, allowing for the introduction of the substituted pyridine ring into various organic frameworks. The trifluoromethyl group can impart unique electronic and lipophilic properties, which are often desirable in the design of novel compounds for medicinal chemistry and materials science research. This chemical is intended for Research Use Only (RUO).

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline solid

Physical State

Solid

Melting Point

123.0 °C

Boiling Point

264.0 °C

Density

1.35 g/cm³

Water Solubility

5.01 × 10⁻⁵ mol/L

Flash Point

125.0 °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. Use in a well-ventilated area or fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Refer to the Safety Data Sheet (SDS) for detailed hazard information and safe handling 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.

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.

Catalog navigation

Other public CAS pages in this catalog. These links support navigation across additional intermediates and do not imply equivalence, availability, or shared use.