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

CAS 1220219-14-6Formula C14H15BF3NO2MW 297.08PubChem 59535276

This compound is a trifluoromethylated benzonitrile 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 aryl or heteroaryl groups with a trifluoromethylated benzonitrile moiety.

Loading RDKit molecule structure...
InChIKey: IUORZQUIVDCXJO-UHFFFAOYSA-NC14H15BF3NO2 | MW 297.08

Chemical Identity

Molecular Formula

C14H15BF3NO2

Molecular Weight

297.08 g/mol

Exact Mass

297.114793

PubChem CID

59535276

SMILES String

CC1(C)OB(c2ccc(C(F)(F)F)c(C#N)c2)OC1(C)C

Names & Synonyms

816-107-8Benzonitrile, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)-5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2-trifluoromethyl-benzonitrileIUORZQUIVDCXJO-UHFFFAOYSA-NCS-B0681
Show all synonyms
C12545F787914Z20497569352-(Trifluoromethyl)benzonitrile-5-boronic acid pinacol ester5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)benzonitrile5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2-(trifluoromethyl)benzonitrile
External Identifiers
RefChem:530048MFCD18383806SCHEMBL13089216VYB21914AKOS030525982SB31987NCGC00662612-01CS-14577DB-090769EN300-1165998

Catalog Overview

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)benzonitrile, with CAS 1220219-14-6, is a sophisticated organic compound designed for research and development applications. It combines a trifluoromethyl group, a nitrile group, and a pinacol boronic ester on a benzene ring. The pinacol boronic ester functionality makes it an excellent reagent for 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 and steric properties, influencing reactivity and biological activity in...

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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)benzonitrile, with CAS 1220219-14-6, is a sophisticated organic compound designed for research and development applications. It combines a trifluoromethyl group, a nitrile group, and a pinacol boronic ester on a benzene ring. The pinacol boronic ester functionality makes it an excellent reagent for 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 and steric properties, influencing reactivity and biological activity in synthesized molecules. The nitrile group can serve as a precursor for various other functional groups or participate in further synthetic transformations. This compound is valuable for synthesizing complex organic molecules, including potential pharmaceutical intermediates and materials science compounds.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white crystalline solid

Physical State

solid

Melting Point

119.0 °C

Boiling Point

289.0 °C

Density

1.45 g/cm³

Water Solubility

5.01 × 10⁻⁵ 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. Avoid contact with skin and eyes. In case of contact, rinse thoroughly with 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. This product is for research use only and not for human or animal therapeutic or diagnostic use.

Related Products / Graph Discovery

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