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

Basic Information

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CAS Number

864771-17-5

Molecular Formula

C14H19BN2O2

Molecular Weight

258.13 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

416.7 °C at 760 mmHg

Density

1.13

Flash Point

416.7 °C at 760 mmHg

Refractive Index

1.558

SMILES

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Cc1n[nH]c2ccc(cc12)B3OC(C)(C)C(C)(C)O3

InChI

InChI=1S/C14H19BN2O2/c1-9-11-8-10(6-7-12(11)17-16-9)15-18-13(2,3)14(4,5)19-15/h6-8H,1-5H3,(H,16,17)

InChIKey

YTYTZKVFIGWLKK-UHFFFAOYSA-N

LogP

2.17052

Topological Polar Surface Area

47.14 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

345

Synonyms & References

English

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
3-Methyl-5-pinacolatoborylindazole
3-Methyl-1H-indazole-5-bonic acid pinacol ester
3-Methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indazole
3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole
3-METHYL-5-PINACOLATOBORYL-INDAZOLE
3-Methylindazole-5-boronic acid pinacol ester
3-methyl-1H-indazole-5-boronic acid pinacol ester
3-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
(3-Methyl-1H-indazol-5-yl)boronic acid pinacol ester
PubChem7816
1H-Indazole, 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
S

MDL Number

MFCD07779192

FAQ

What are the physical and chemical properties of 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5)?

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5) is a crystalline solid with a molecular weight of approximately 326.24 g/mol. It has moderate solubility in common organic solvents like dichloromethane and sulfolane. This compound is known for its reactivity in organoboron coupling reactions and its stability under standard laboratory conditions.

How is 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5) typically synthesized?

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5) is usually synthesized via a Suzuki coupling reaction using 3-methyl-1H-indazole and 2-bromobutylboronic acid as starting materials. The reaction is typically catalyzed by palladium(II) acetate and a ligand such as Xantphos, with base like triphenylphosphine. High yields are achieved under mild conditions.

What industries use 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5)?

3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5) finds applications in the pharmaceutical industry, particularly in the synthesis of complex organic molecules. It is also used in the development of new materials and sensors, contributing to advancements in polymer science and electronic devices.

What precautions should be taken when handling 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5)?

When handling 3-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 864771-17-5), it is crucial to wear appropriate personal protective equipment (PPE) including gloves and safety goggles. The substance should be stored in a cool, dry place away from direct sunlight. In case of spill, use appropriate spill cleanup materials and ensure proper disposal. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.