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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...

Use Context

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

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

Similar products (text references)

2225177-59-1CAS 2225177-59-1

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 293339GHS Pictograms: 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.