4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE, CAS No. 128376-64-7

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128376-64-7

Catalog No. EBD472355

CAS 128376-64-7

Name 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZALDEHYDE

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Basic Information

Synonyms: 4-Formylphenylboronicacidpinacolcyclicester AKOSBRN-1133 4-formylphenylboronicacidpinacolate 4-formylphenylboronicacid,pinacolcyclicester 4-formylphenylboronicacid,pinacolester 4-Formylbenzeneboronicacid,pinacolcyclicester 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)benzaldehyde 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborinan-2-yl)benzaldehyde 4-Formylbenzeneboronicacid,pinacolester 4-Formylphenylboronicacidpinacolester

Molecular Formula: C13H17BO3

Molecular Weight: 232.08

MDL Number: MFCD17976607

Categories: Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

Product Description:

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is a bifunctional organic building block featuring a pinacol boronate ester and an aldehyde group. The boronate ester moiety serves as a key handle for Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds with aryl or vinyl halides. Simultaneously, the aldehyde group allows for further functionalization via reductive amination, condensation, or Grignard addition. This compound is widely utilized in medicinal chemistry for the synthesis of drug-like molecules, particularly as a versatile fragment in the construction of biaryl structures and heterocyclic scaffolds. It is also employed in materials science for the preparation of conjugated polymers and organic electronic materials. The compound is typically a white to off-white solid, stable under standard storage conditions, and should be handled with standard laboratory safety precautions.

Physical Properties

Melting Point: 55-58°C

Boiling Point: 341.316 °C at 760 mmHg

Flash Point: 160.223 °C

Density: 1.063 g/cm3

Analytical Data

Appearance: Light yellow powder