4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane | CAS No. 312303-48-3

4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane

Basic Information

CAS Number

312303-48-3

Molecular Formula

C17H21BO2

Molecular Weight

268.16 g/mol

AD

Basic Physical Properties

Boiling Point

395.7±21.0℃ at 760 mmHg

Cc1ccc2ccccc2c1B3OC(C)(C)C(C)(C)O3

InChI

InChI=1S/C17H21BO2/c1-12-10-11-13-8-6-7-9-14(13)15(12)18-19-16(2,3)17(4,5)20-18/h6-11H,1-5H3

InChIKey

GEFOXHSKBXZYNQ-UHFFFAOYSA-N

LogP

3.447420000000002

Topological Polar Surface Area

18.46 Ų

Hydrogen Bond Donor/Acceptor

0 / 2

Synonyms & References

English

  • 4,4,5,5-tetramethyl-2-(2-methyl-1-naphthalenyl)-1,3,2-Dioxaborolane
  • 2-Methylnaphthalene-1-boronic Acid Pinacol Ester
  • 4,4,5,5-tetramethyl-2-(2-methylnaphthalen-1-yl)-1,3,2-dioxaborolane

MDL Number

MFCD22189526

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane (CAS: 312303-48-3)?

4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane is a white crystalline solid with a molecular weight of approximately 294.34 g/mol. It has a low solubility in water but is soluble in common organic solvents like dichloromethane and toluene. The compound is known for its high reactivity in boron-catalyzed reactions, particularly in Suzuki coupling reactions.

How is 4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane (CAS: 312303-48-3) typically synthesized?

4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane is typically synthesized through a multistep process involving the formation of a naphthyl boronic acid, followed by its conversion to the dioxaborolane derivative. This process requires the use of boronic acids, phenol derivatives, and catalysts such as Pd(0) complexes. The yield of the product is around 70-80%.

What industries use 4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane (CAS: 312303-48-3)?

4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane is primarily used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various biologically active compounds and is also utilized in the development of novel materials with specific properties.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane (CAS: 312303-48-3)?

When handling 4,4,5,5-Tetramethyl-2-(2-methyl-1-naphthyl)-1,3,2-dioxaborolane, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. This compound should be stored in a cool, well-ventilated area, and fume hoods should be used during its manipulation. In case of spill, it should be cleaned up carefully, and the SDS (Safety Data Sheet) should be consulted for detailed guidelines.

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