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3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)aniline

CAS 2772658-91-8Formula C13H17BF3NO2MW 287.09PubChem 163369415

This compound is a functionalized intermediate featuring a trifluoromethyl group and a pinacol boronate ester on an aniline core. It is primarily used in organic synthesis for creating more complex molecules, particularly through cross-coupling reactions.

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

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

163369415

IUPAC Name

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

SMILES String

CC1(C)OB(c2cccc(N)c2C(F)(F)F)OC1(C)C

Names & Synonyms

H62296F5690083-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)Benzenamine
External Identifiers
SCHEMBL24457824DB-393775EN300-20786183

Catalog Overview

3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)aniline is an organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287. 09 g/mol. It incorporates a trifluoromethyl group (-CF3) and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety attached to an aniline benzene ring. The trifluoromethyl group is known for its electron-withdrawing properties and metabolic stability, while the pinacol boronate group is a versatile reagent for C-C bond formation, notably in Suzuki-Miyaura cross-coupling reactions.

Use Context

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

3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)aniline is an organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287.09 g/mol. It incorporates a trifluoromethyl group (-CF3) and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety attached to an aniline benzene ring. The trifluoromethyl group is known for its electron-withdrawing properties and metabolic stability, while the pinacol boronate group is a versatile reagent for C-C bond formation, notably in Suzuki-Miyaura cross-coupling reactions. This compound serves as a valuable building block in the synthesis of various pharmaceutical intermediates and other fine chemicals, leveraging its reactive boronate and functionalized aromatic core.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

White to off-white crystalline powder

Physical State

Solid

Melting Point

95.0 °C

Boiling Point

375.0 °C

Density

1.22 g/cm³

Water Solubility

Slightly soluble

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, 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 comprehensive safety information before use.

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: 293190GHS 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.