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2-Trifluoromethylpyridine-5-boronic acid pinacol ester

CAS 1218790-39-6Formula C12H15BF3NO2MW 273.06PubChem 45598120

2-Trifluoromethylpyridine-5-boronic acid pinacol ester is a trifluoromethylated pyridine derivative featuring a pinacol boronic ester. It is primarily used as a versatile building block in organic synthesis, particularly for Suzuki-Miyaura cross-coupling reactions to introduce the 2-trifluoromethylpyridin-5-yl moiety into target molecules.

Loading RDKit molecule structure...
InChIKey: SOMIPHAQTXODQM-UHFFFAOYSA-NC12H15BF3NO2 | MW 273.06

Chemical Identity

Molecular Formula

C12H15BF3NO2

Molecular Weight

273.06 g/mol

Exact Mass

273.114793

PubChem CID

45598120

IUPAC Name

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

SMILES String

CC1(C)OB(c2ccc(C(F)(F)F)nc2)OC1(C)C

Names & Synonyms

801-891-62-(Trifluoromethyl)pyridine-5-boronic Acid Pinacol EsterPyridine, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)-(6-(TRIFLUOROMETHYL)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER2-(Trifluoromethyl)pyridine-5-boronicAcidPinacolEster
Show all synonyms
2-Trifluoromethylpyridine-5-boronic acid, pinacol ester5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridineF046124Z1741970751
External Identifiers
RefChem:483838MFCD11226774SCHEMBL15719116SCHEMBL29504614DTXSID80670745AKOS015892165MB09673NCGC00662910-01AS-31749SY012479DB-061986CS-0091161EN300-761559

Catalog Overview

2-Trifluoromethylpyridine-5-boronic acid pinacol ester, with CAS 1218790-39-6, is a valuable research-use chemical intermediate. It consists of a pyridine core substituted with a trifluoromethyl group at the 2-position and a pinacol boronic ester at the 5-position. The trifluoromethyl group is known for its electron-withdrawing properties and ability to enhance the lipophilicity and metabolic stability of compounds, making this moiety desirable in medicinal chemistry. The pinacol boronic ester functionality is a robust and widely utilized group for carbon-carbon bond formation, most notably through palladium-catalyzed...

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Read more catalog context

2-Trifluoromethylpyridine-5-boronic acid pinacol ester, with CAS 1218790-39-6, is a valuable research-use chemical intermediate. It consists of a pyridine core substituted with a trifluoromethyl group at the 2-position and a pinacol boronic ester at the 5-position. The trifluoromethyl group is known for its electron-withdrawing properties and ability to enhance the lipophilicity and metabolic stability of compounds, making this moiety desirable in medicinal chemistry. The pinacol boronic ester functionality is a robust and widely utilized group for carbon-carbon bond formation, most notably through palladium-catalyzed Suzuki-Miyaura cross-coupling reactions. This compound serves as a key reagent for synthesizing complex organic molecules, including potential pharmaceutical candidates and materials, by enabling the facile introduction of the 2-trifluoromethylpyridin-5-yl unit.

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white solid

Physical State

solid

Melting Point

86.0 °C

Boiling Point

262.0 °C

Density

1.3 g/cm³

Water Solubility

9.33 × 10⁻⁴ mol/L

Flash Point

120.0 °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 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 safe handling procedures. For research use only.

Related Products / Graph Discovery

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