3-(Benzyloxy)phenylboronic acid

CAS 156682-54-1C6H5CH2OC6H4B(OH)2Chemical Synthesis

3-(Benzyloxy)phenylboronic acid (CAS: 156682-54-1) is a versatile organoboron compound with the chemical formula C6H5CH2OC6H4B(OH)2 and a molecular weight of 228.05 g/mol. This compound serves as a key intermediate in organic synthesis, notably in palladium-catalyzed coupling reactions. It is a valuable reagent for the preparation of complex organic molecules and pharmaceutical intermediates, facilitating diverse synthetic transformations.

IUPAC: 3-Benzyloxybenzeneboronic acid,3-Phenylmethyloxyphenylboronic acid

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3-(Benzyloxy)phenylboronic acid (C6H5CH2OC6H4B(OH)2) — chemical structure, CAS 156682-54-1; Chemistry, fine chemical supplied by Tech Serve Solutions

Aryl Boronic AcidsBoronic AcidsChemical Synthesis

01 /Applications

Suzuki-Miyaura Coupling Reactions

Utilised as a reactant in microwave-assisted Suzuki-Miyaura coupling, enabling efficient C-C bond formation for synthesizing complex organic structures.

Fluorination Reagent Preparation

Serves as a precursor in the preparation of palladium-based, fluoride-derived electrophilic fluorination reagents, crucial for developing PET imaging agents.

Synthesis of Isoindolines

Employed in palladium-catalyzed cascade reactions for the synthesis of substituted isoindolines, a valuable class of heterocyclic compounds.

Ruthenium-Catalyzed Hydrogenation

Acts as a substrate or participant in ruthenium-catalyzed hydrogenation processes, contributing to reductive synthetic strategies.

02 /Properties

Molecular weight	228.05
Linear formula	C6H5CH2OC6H4B(OH)2
Assay	≥95%
Application	Reactant for:• Microwave Suzuki-Miyaura coupling1• Preparation of palladium-based fluoride-derived electrophilic fluorination reagent for PET imaging agents2• Synthesis of substituted isoindolines via palladium-catalyzed cascade reaction3• Ruthenium-catalyzed hydrogenation4• Suzuki coupling reactions5
Melting point	125-130 °C(lit.)

03 /Safety & handling

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)	3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

156682-54-1

MDL number

MFCD02093063

PubChem substance

24874547

05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 3-(Benzyloxy)phenylboronic acid used for?

3-(Benzyloxy)phenylboronic acid is primarily used as a reactant and intermediate in organic synthesis, particularly in palladium-catalyzed coupling reactions like Suzuki-Miyaura coupling, and in the preparation of fluorination reagents and isoindolines.

What are the CAS number and chemical formula for 3-(Benzyloxy)phenylboronic acid?

The CAS number is 156682-54-1 and the chemical formula is C6H5CH2OC6H4B(OH)2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies 3-(Benzyloxy)phenylboronic acid with an assay of ≥95%. We do not represent this product as USP, BP, or EP grade.

What are the safety considerations when handling 3-(Benzyloxy)phenylboronic acid?

Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. It is classified with WGK 3 in Germany, indicating a high hazard to water.