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3-Chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid

CAS 2377610-82-5Formula C12H15BClNO4MW 283.52PubChem 75487199

A chlorinated pyridine derivative featuring a pinacol boronic ester and a carboxylic acid group. This versatile building block is primarily intended for research applications, particularly in organic synthesis, where it can serve as a key intermediate for constructing complex molecules via cross-coupling reactions.

Loading RDKit molecule structure...
InChIKey: PTFQQHFFOXMXKU-UHFFFAOYSA-NC12H15BClNO4 | MW 283.52

Chemical Identity

Molecular Formula

C12H15BClNO4

Molecular Weight

283.52 g/mol

Exact Mass

283.078266

PubChem CID

75487199

IUPAC Name

3-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid

SMILES String

CC1(C)OB(c2cnc(C(=O)O)c(Cl)c2)OC1(C)C

Names & Synonyms

2-Carboxy-3-chloropyridine-5-boronic Acid Pinacol Ester3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinic acid3-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinicacid
External Identifiers
MFCD27936544AT14152BS-34580CS-0177555

Catalog Overview

3-Chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid is a sophisticated organic compound with the molecular formula C12H15BClNO4 and a molecular weight of 283. 52. It incorporates a pyridine core substituted with a chlorine atom, a carboxylic acid group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) moiety. This unique combination of functional groups makes it a valuable intermediate in synthetic chemistry.

Use Context

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

3-Chloro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid is a sophisticated organic compound with the molecular formula C12H15BClNO4 and a molecular weight of 283.52. It incorporates a pyridine core substituted with a chlorine atom, a carboxylic acid group, and a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronic ester) moiety. This unique combination of functional groups makes it a valuable intermediate in synthetic chemistry. The pinacol boronic ester is particularly useful for Suzuki-Miyaura cross-coupling reactions, enabling the formation of new carbon-carbon bonds with aryl or vinyl halides. The presence of a chlorine atom and a carboxylic acid group on the pyridine ring provides additional handles for further chemical transformations, allowing for the synthesis of diverse pyridine-containing compounds. This chemical is strictly for Research Use Only (RUO).

Physical Data

Estimated

Estimated / predicted physical property values for catalog reference.

Appearance

white to off-white solid

Physical State

solid

Melting Point

165.0 °C

Boiling Point

350.0 °C

Density

1.3 g/cm³

Water Solubility

slightly soluble

Flash Point

200.0 °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 safety information before use.

Related Products / Graph Discovery

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

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