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

CAS 1058062-64-8Formula C13H17BF3NO2MW 287.09PubChem 66587508

This compound is a trifluoromethyl-substituted aniline derivative featuring a pinacol boronate ester group. It is primarily utilized as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions, for research purposes.

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

Chemical Identity

Molecular Formula

C13H17BF3NO2

Molecular Weight

287.09 g/mol

Exact Mass

287.130443

PubChem CID

66587508

SMILES String

CC1(C)OB(c2cc(C(F)(F)F)ccc2N)OC1(C)C

Names & Synonyms

992-308-52-AMINO-5-(TRIFLUOROMETHYL)PHENYLBORONIC ACID, PINACOL ESTER2-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-_4-(trifluoroMethyl)_benzenaMine4-(Trifluoromethyl)aniline-2-boronic acid pinacol ester(2-AMINO-5-(TRIFLUOROMETHYL)PHENYL)BORONIC ACID PINACOL ESTER
Show all synonyms
2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)aniline2-Amino-5-(trifluoromethyl)phenylboronic acid pinacol ester2-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-4-trifluoromethyl-phenylamineP11979F364030Z20447507304-(trifluoromethyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine
External Identifiers
RefChem:455956MFCD16996235SCHEMBL44941SCHEMBL30990845AKOS017343142PB19495AS-51142SY240628DB-103590CS-0054880EN300-7363765

Catalog Overview

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)aniline is an organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287. 09 g/mol. It incorporates an aniline moiety, a trifluoromethyl group, and a pinacol boronate ester. The pinacol boronate ester group is a key feature, enabling its use in various palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, to form new carbon-carbon bonds.

Use Context

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Read more catalog context

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)aniline is an organic compound with the molecular formula C13H17BF3NO2 and a molecular weight of 287.09 g/mol. It incorporates an aniline moiety, a trifluoromethyl group, and a pinacol boronate ester. The pinacol boronate ester group is a key feature, enabling its use in various palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, to form new carbon-carbon bonds. The trifluoromethyl group is a strong electron-withdrawing substituent, which can influence the electronic properties and reactivity of the molecule. This compound serves as a valuable intermediate in the synthesis of complex organic molecules, including potential pharmaceuticals and agrochemicals, for research-use applications.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white to off-white solid

Physical State

solid

Melting Point

80.0 °C

Boiling Point

300.0 °C

Density

1.3 g/cm³

Water Solubility

slightly soluble

Flash Point

160.0 °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 detailed hazard information and handling instructions before use. This product is for research use only.

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