p-iodophenyl boronic acid, CAS No. 5122-99-6

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5122-99-6

Catalog No. EBD14842

CAS 5122-99-6

Name p-iodophenyl boronic acid

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Basic Information

Synonyms: 4-iodobenzeneboronicacid p-iodophenylboronicacid 4-Iodophenylboronicacid p-Iodobenzeneboronicacid Benzeneboronicacid,p-iodo- (4-iodophenyl)boronicacid

Molecular Formula: C6H6BIO2

Molecular Weight: 247.83

MDL Number: MFCD01319014

Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

4-Iodophenylboronic acid is an organoboron compound featuring both a boronic acid group and an iodine substituent on a benzene ring. This bifunctional structure makes it a versatile building block in organic synthesis, particularly in cross-coupling reactions like the Suzuki-Miyaura reaction, where the boronic acid group acts as a key coupling partner. Its primary application is as a crucial synthetic intermediate in the pharmaceutical industry. It is widely used in the construction of complex molecules, including active pharmaceutical ingredients (APIs) and drug candidates. The iodine atom serves as an excellent handle for further functionalization via various metal-catalyzed reactions, enabling the synthesis of diverse biaryl and heterobiaryl structures common in many drug molecules. This compound is commercially available and is a standard reagent in medicinal chemistry and materials science research for constructing conjugated systems. Standard safety precautions for handling boronic acids and aryl iodides should be observed in the laboratory.

Physical Properties

Melting Point: 326-330 °C(lit.)

Boiling Point: 333.1 °C at 760 mmHg

Flash Point: 155.3 °C

Density: 1.95 g/cm3

Solubility: 25 g/L

Storage: 0-6°C

Analytical Data

Appearance: white crystalline powder