2-biphenylboronic acid

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Introduction

Introduction

2-Biphenylboronic acid, also known as 2-biphenylylboronic acid, is a valuable chemical compound with the CAS number 4688-76-0. It is widely used in organic synthesis and biochemical research due to its unique combination of a biphenyl ring and boronic acid functional groups. Below is a detailed overview of this compound, presented in a table format for clarity.

Aspect Details
CAS Number 4688-76-0
Molecular Formula C12H11BO2
Molecular Weight 198.03 g/mol
Boiling Point 404.0±38.0°C at 760 mmHg
Density 1.18 g/cm³
Melting Point 167-172°C
Appearance Grayish-white powder
Solubility Slightly soluble in methanol, insoluble in water
Storage Conditions Room temperature, protected from light, in a well-ventilated, dry place, sealed
Acidity Coefficient (pKa) 8.50±0.58
Applications Organic synthesis, Suzuki-Miyaura cross-coupling reactions, pharmaceuticals, agrochemicals, liquid crystals
Safety Information Hazard statements: R36/37/38. Safety phrases: S26. S36
Suppliers Multiple suppliers available, offering various package sizes

Chemical Properties

2-Biphenylboronic acid has a molecular formula of C12H11BO2 and a molecular weight of 198.03 g/mol. Its boiling point is 404.0±38.0°C at 760 mmHg, and its density is 1.18 g/cm³. The compound has a melting point of 167-172°C and appears as a grayish-white powder. It is slightly soluble in methanol but insoluble in water. The compound should be stored at room temperature, protected from light, in a well-ventilated, dry place, and sealed. Its acidity coefficient (pKa) is 8.50±0.58.

Applications

This compound is widely used in organic synthesis as a versatile reagent for introducing biphenyl and boronic acid moieties into different molecules. It is particularly useful in Suzuki-Miyaura cross-coupling reactions, where it serves as a boronic acid reagent. Additionally, 2-biphenylboronic acid is used in the preparation of pharmaceuticals, agrochemicals, and liquid crystals. Its ability to form boronate esters also makes it an important intermediate in various organic reactions.

Safety Information

When handling 2-biphenylboronic acid, it is important to follow proper safety procedures. The compound is classified as an irritant to the eyes, respiratory system, and skin (R36/37/38). Appropriate precautions, such as wearing protective clothing, gloves, and eyewear, should be taken. In case of contact with eyes, immediate rinsing with plenty of water and seeking medical advice are recommended (S26).

Suppliers

Several suppliers offer 2-biphenylboronic acid in various package sizes, including 1g, 5g, 10g, 25g, 50g, 100g, and 25kg. This allows researchers to purchase the quantity that best suits their needs.

Disclaimer: The above content is for reference and communication only among industry insiders, and does not guarantee its accuracy or completeness. According to relevant laws and regulations and the regulations of this website, units or individuals who purchase related items should obtain valid qualifications and qualification conditions.

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