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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)picolinonitrile

CAS 2222333-25-5Formula C13H14BF3N2O2MW 298.07PubChem 142754683

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)picolinonitrile is a trifluoromethylated picolinonitrile derivative featuring a pinacol boronate ester group. This compound serves as a versatile building block in organic synthesis, particularly for constructing complex molecules with pyridine and trifluoromethyl functionalities.

Loading RDKit molecule structure...
InChIKey: GSMWLWXKSMLCIC-UHFFFAOYSA-NC13H14BF3N2O2 | MW 298.07

Chemical Identity

Molecular Formula

C13H14BF3N2O2

Molecular Weight

298.07 g/mol

Exact Mass

298.110042

PubChem CID

142754683

IUPAC Name

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

SMILES String

CC1(C)OB(c2cnc(C#N)c(C(F)(F)F)c2)OC1(C)C

Names & Synonyms

GSMWLWXKSMLCIC-UHFFFAOYSA-N
External Identifiers
SCHEMBL22160371CS-28664CS-0356818

Catalog Overview

This research-use chemical, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)picolinonitrile, is a highly functionalized intermediate. It combines a picolinonitrile core, a trifluoromethyl group, and a pinacol boronate ester. The boronate ester moiety is crucial for cross-coupling reactions, such as Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group introduces unique electronic and steric properties, often enhancing chemical stability, lipophilicity, and biological activity in target molecules.

Use Context

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

This research-use chemical, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trifluoromethyl)picolinonitrile, is a highly functionalized intermediate. It combines a picolinonitrile core, a trifluoromethyl group, and a pinacol boronate ester. The boronate ester moiety is crucial for cross-coupling reactions, such as Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group introduces unique electronic and steric properties, often enhancing chemical stability, lipophilicity, and biological activity in target molecules. The picolinonitrile unit provides a nitrogen-containing heterocycle with a nitrile functionality, offering further synthetic handles for diverse chemical transformations. This compound is valuable for researchers engaged in the synthesis of novel pharmaceuticals, agrochemicals, and advanced materials.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white solid

Physical State

Solid

Melting Point

125.0 °C

Boiling Point

380.0 °C

Density

1.3 g/cm³

Water Solubility

Insoluble

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 with appropriate personal protective equipment (PPE), including gloves, eye protection, and a lab coat. Work in a well-ventilated area or fume hood to avoid inhalation. Prevent skin and eye contact. Do not ingest. Always consult the Safety Data Sheet (SDS) for comprehensive safety information, handling procedures, and emergency measures. Store in a cool, dry place, away from incompatible materials.

Related Products / Graph Discovery

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

Similar products (text references)

2223035-07-0CAS 2223035-07-0
1309959-35-0CAS 1309959-35-0

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 29333990GHS Pictograms: GHS06, 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.