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

CAS 2121511-95-1Formula C13H17BF3NO2MW 287.09PubChem 131697690

This compound is a trifluoromethylated pyridine derivative featuring a pinacol boronic ester group. It is primarily used as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions to introduce complex pyridine scaffolds in research and development.

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

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

131697690

SMILES String

Cc1cc(B2OC(C)(C)C(C)(C)O2)cnc1C(F)(F)F

Names & Synonyms

863-527-23-Methyl-2-trifluoromethylpyridine-5-boronic acid pinacol ester3-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridineMKRQKERJLKEFSI-UHFFFAOYSA-NE91633
Show all synonyms
Z2049918921
External Identifiers
RefChem:503938MFCD18726736CS-28669CS-0189311EN300-7354060

Catalog Overview

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine, identified by CAS 2121511-95-1, is a sophisticated organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287. 09 g/mol. It incorporates a trifluoromethyl group, a methyl group, and a pinacol boronic ester moiety on a pyridine core. The pinacol boronic ester functionality makes it highly reactive in various palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds.

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Read more catalog context

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine, identified by CAS 2121511-95-1, is a sophisticated organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287.09 g/mol. It incorporates a trifluoromethyl group, a methyl group, and a pinacol boronic ester moiety on a pyridine core. The pinacol boronic ester functionality makes it highly reactive in various palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, enabling the formation of new carbon-carbon bonds. The trifluoromethyl group often imparts unique electronic properties and metabolic stability to target molecules, making this compound valuable in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. It serves as a key intermediate for introducing substituted pyridine rings into more complex molecular architectures for research purposes.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

123.0 °C

Boiling Point

282.0 °C

Density

1.3 g/cm³

Water Solubility

1.32 × 10⁻⁴ mol/L

Flash Point

165.0 °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 of dust or vapors. 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 comprehensive safety information before use in a research setting.

Related Products / Graph Discovery

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

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