5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine | CAS No. 652148-93-1

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

Basic Information

CAS Number

652148-93-1

Molecular Formula

C11H15BClNO2

Molecular Weight

239.51 g/mol

AD

Basic Physical Properties

Density

1.14

B1(OC(C(O1)(C)C)(C)C)C2=NC=C(C=C2)Cl

InChI

InChI=1S/C11H15BClNO2/c1-10(2)11(3,4)16-12(15-10)9-6-5-8(13)7-14-9/h5-7H,1-4H3

InChIKey

RWOCXFPQPISTSD-UHFFFAOYSA-N

LogP

2.0342000000000002

Topological Polar Surface Area

31.35 Ų

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

257

Synonyms & References

English

  • 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan -2-yl)pyridine
  • A835021
  • 5-Chloropyridine-2-boronic acid, pinacol ester
  • 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • 652148-93-1
  • AKOS015943657
  • EN300-1706356
  • Pyridine,5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 5-Chloropyridine-2-boronic acid pinacol ester
  • CBB14893
  • MFCD06798260
  • FT-0704815
  • J-517273
  • BS-28941
  • F15067
  • AB29886
  • 5-CHLORO-2-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE
  • DTXSID20655152
  • 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
  • 5-Chloro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine
  • 5-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER
  • 5-Chloropyridine-2-boronic acid pinacolate

MDL Number

MFCD06798260

Customs Code

2934999090

FAQ

What are the physical and chemical properties of 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 652148-93-1)?

5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a crystalline compound with a molecular weight of approximately 321.05 g/mol. It has limited solubility in common organic solvents. The compound is known for its reactivity in Suzuki coupling reactions. It forms a stable solid at room temperature and is stable under normal conditions.

How is 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 652148-93-1) typically synthesized?

5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is typically synthesized through a boronation reaction of 5-chloropyridine with 4,4,5,5-tetramethyl-2-borono-1,3,2-dioxaborolane in the presence of a palladium catalyst and a base such as potassium carbonate. The reaction yields a pure product with high selectivity and good yield.

What industries use 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 652148-93-1)?

5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine finds applications in pharmaceutical and materials science industries. It is used as a key intermediate in the synthesis of complex organic molecules and as a boron source in organoboron chemistry for the preparation of functionalized boron-containing compounds.

What precautions should be taken when handling 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 652148-93-1)?

When handling 5-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, it is important to wear appropriate personal protective equipment (PPE) including gloves, safety glasses, and a lab coat. The substance should be stored in a cool, dry place away from heat sources. Spills should be handled carefully, and the Material Safety Data Sheet (MSDS) should be consulted for specific instructions on proper disposal and emergency procedures.

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