4 - Chlorophenylboronic acid pinacol ester, CAS No. 195062-61-4

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195062-61-4

Catalog No. EBD6009

CAS 195062-61-4

Name 4 - Chlorophenylboronic acid pinacol ester

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Basic Information

Synonyms: 2-(4-Chloro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 2-(4-chlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1,3,2-dioxaborolane,2-(4-chlorophenyl)-4,4,5,5-tetramethyl- 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chlorobenzene 4-chlorophenylboronicacid,pinacolester 4-chlorobenzeneboronicacid,pinacolester 4-chlorophenylboronicacidpinacolester97%

Molecular Formula: C12H16BClO2

Molecular Weight: 238.52

MDL Number: MFCD05663875

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

Product Description:

4-Chlorophenylboronic acid pinacol ester is an organoboron compound, specifically a protected boronic acid derivative. It features a chlorophenyl group attached to a pinacol boronate ester functional group. This compound is a stable, crystalline solid that is less prone to protodeboronation compared to its corresponding free boronic acid, making it a valuable and widely used reagent in synthetic chemistry. Its primary application is as a versatile building block in Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for forming carbon-carbon bonds. The presence of the chlorine substituent on the aromatic ring provides an additional orthogonal reactive site, allowing for sequential functionalization. This makes it a crucial intermediate in the synthesis of complex molecules, particularly in pharmaceutical research for constructing biaryl scaffolds found in many drug candidates, agrochemicals, and advanced materials. The compound is commercially available from major chemical suppliers and is handled under standard laboratory conditions, though appropriate precautions should be taken due to its potential toxicity and irritant properties. Its stability and reactivity profile have cemented its role as a fundamental tool in modern organic synthesis.

Physical Properties

Melting Point: 50-55 °C(lit.)

Boiling Point: 308.678 °C at 760 mmHg

Flash Point: >110 °C

Density: 1.103 g/cm3

Storage: 2-8°C