4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane | CAS No. 1036378-83-2

4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane

Basic Information

CAS Number

1036378-83-2

Molecular Formula

C24H25BO2

Molecular Weight

356.27 g/mol

AD

Basic Physical Properties

CC1(C)OB(OC1(C)C)c1cc(cc(c1)c1ccccc1)c1ccccc1

InChI

InChI=1S/C24H25BO2/c1-23(2)24(3,4)27-25(26-23)22-16-20(18-11-7-5-8-12-18)15-21(17-22)19-13-9-6-10-14-19/h5-17H,1-4H3

InChIKey

DZVYZTRVAYXJNI-UHFFFAOYSA-N

LogP

5.319800000000005

Topological Polar Surface Area

18.46 Ų

Hydrogen Bond Donor/Acceptor

0 / 2

Synonyms & References

English

  • 1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[1,1':3',1''-terphenyl]-5'-yl-
  • 2-([1,1':3',1''-terphenyl]-5'-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

MDL Number

MFCD32068249

FAQ

What are the physical and chemical properties of 4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane (CAS: 1036378-83-2)?

4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane is a solid at room temperature, with a molecular weight of approximately 413.4 g/mol. It is slightly soluble in common organic solvents such as dichloromethane and acetonitrile. Chemically, it is known for its reactivity in boron-containing reactions, particularly in Suzuki-Miyaura couplings. This compound has a melting point around 115°C and is stable under normal laboratory conditions.

How is 4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane (CAS: 1036378-83-2) typically synthesized?

4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane can be synthesized via a multistep process. Typically, it involves the protection of the active boron site using a protective group, followed by coupling with a functionalized boronic acid or ester. Reaction conditions often include palladium catalysts and base additives. The yield of the final product is generally moderate to high, with selectivity towards the desired product.

What industries use 4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane (CAS: 1036378-83-2)?

4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane finds applications in various industries, particularly in pharmaceuticals for drug synthesis, and in polymer chemistry for the preparation of functional materials. It is also used in the synthesis of semiconductors and as a reagent in analytical chemistry for sensor development.

What precautions should be taken when handling 4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane (CAS: 1036378-83-2)?

When handling 4,4,5,5-Tetramethyl-2-(1,1':3',1''-terphenyl-5'-yl)-1,3,2-dioxaborolane, it is important to use proper Personal Protective Equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood. Spills should be cleaned up using appropriate chemical spill kits. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.

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