2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Basic Information

View in Editor

CAS Number

610768-32-6

Molecular Formula

C12H18BNO2

Molecular Weight

219.09 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

198-205°C

Boiling Point

306.5℃ at 760 mmHg

Density

1.023

Flash Point

139.2℃

Refractive Index

1.489

SMILES

View in Editor

Cc1ccc(cn1)B2OC(C)(C)C(C)(C)O2

InChI

InChI=1S/C12H18BNO2/c1-9-6-7-10(8-14-9)13-15-11(2,3)12(4,5)16-13/h6-8H,1-5H3

InChIKey

JEECGGXGHJUYMN-UHFFFAOYSA-N

LogP

1.6892199999999997

Topological Polar Surface Area

31.35 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Safety Information

View Safety Information

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
2-Methylpyridine-5-boronic acid, pinacol ester
2-Picoline-5-boronic acid pinacol ester
2-Picoline-5-boronic acid pinacolate
6-Methylpyridine-3-boronic acid pinacol ester
Pyridine,2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
6-Methyl-3-pyridylboronic Acid Pinacol Ester
2-(6-Methyl-3-pyridyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
2-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

MDL Number

MFCD08669608

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 610768-32-6)?

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a solid, crystalline compound with a molecular weight of approximately 362.43 g/mol. It has low water solubility and moderate solubility in organic solvents like DMF and DMSO. This compound shows high reactivity in boron-containing reactions, such as cross-coupling reactions. It is stable under normal conditions but should be handled in a fume hood to avoid inhalation and contact with skin.

How is 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 610768-32-6) typically synthesized?

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine can be synthesized through a palladium-catalyzed coupling reaction. The synthesis involves the reaction of 2-methylpyridine with 4,4,5,5-tetramethyl-2-borabicyclo[2.2.1]heptane in the presence of a palladium catalyst and a base. The reaction yields a high selectivity and good yield, making it a useful intermediate for organic synthesis.

What industries use 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 610768-32-6)?

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is primarily used in the pharmaceutical and polymer industries. It serves as an important intermediate in the synthesis of drugs and polymers. Additionally, it finds applications in sensors and materials science for its unique chemical properties.

What precautions should be taken when handling 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 610768-32-6)?

When handling 2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area, preferably in a fume hood. Spills should be cleaned up using appropriate absorbents and disposed of according to safety guidelines. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.