1256781-73-3

Basic information

• Product Name: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester
• Synonyms: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester;2-(2-Chloro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1256781-73-3
• Molecular Formula: C₁₃H₁₈BClO₃
• Molecular Weight: 268.54422
• Mol File: 1256781-73-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 358.8±32.0 °C(Predicted)
• Appearance: /
• Density: 1.12±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester(1256781-73-3)
• EPA Substance Registry System: 2-Chloro-5-Methoxyphenylboronic acid pinacol ester(1256781-73-3)

Safety Data

• Hazardous Substances Data: 1256781-73-3(Hazardous Substances Data)

Usage

General Description

2-Chloro-5-Methoxyphenylboronic acid pinacol ester is a chemical compound that belongs to the class of boronic acid pinacol esters. It is a boronic acid derivative that contains a chlorine atom and a methoxy group on a phenyl ring. 2-Chloro-5-Methoxyphenylboronic acid pinacol ester is often used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds through Suzuki-Miyaura cross-coupling reactions. The pinacol ester moiety in the compound provides stability and enhances its reactivity, making it a valuable tool in the synthesis of pharmaceuticals, agrochemicals, and materials. Additionally, it can also be used as an intermediate in the production of other advanced organic compounds.

Upstream product

• 325142-84-5 3-methoxyphenylboronic acid pinacol ester 
• 623-12-1 4-chloromethoxybenzene 
• 73183-34-3 bis(pinacol)diborane 
• 128-09-6 N-chloro-succinimide 

Relevant articles and documents

Metal-free halogenation of arylboronate with N-halosuccinimide

Efficient bromination and chlorination of aryl pinacol boronates were accomplished without the addition of metal reagent. The reaction proceeded efficiently with electron-rich arylboronates or heteroarylboronates in DMF or acetonitrile, to afford mono-, di-, or trihalogenated aryl pinacol boronates.

Rhodium-catalyzed intermolecular C-H silylation of arenes with high steric regiocontrol

Regioselective C-H functionalization of arenes has widespread applications in synthetic chemistry. The regioselectivity of these reactions is often controlled by directing groups or steric hindrance ortho to a potential reaction site. Here, we report a catalytic intermolecular C-H silylation of unactivated arenes that manifests very high regioselectivity through steric effects of substituents meta to a potential site of reactivity. The silyl moiety can be further functionalized under mild conditions but is also inert toward many common organic transformations, rendering the silylarene products useful building blocks. The remote steric effect that we observe results from the steric properties of both the rhodium catalyst and the silane.