Benzylboronic acid pinacol ester, CAS No. 87100-28-5

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87100-28-5

Catalog No. EBD39424

CAS 87100-28-5

Name Benzylboronic acid pinacol ester

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Basic Information

Synonyms: 2-Benzyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 2-benzyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1,3,2-dioxaborolane,4,4,5,5-tetramethyl-2-(phenylmethyl)- Benzylboronicacidpinacolester 2-BENZYL-4,4,5,5-TETRAMETHYL-(1,3,2)DIOXABOROLANE benzylboronicacidpinacolest 4,4,5,5-tetramethyl-2-(phenylmethyl)-1,3,2-dioxaborolane benzylboronicacidpinacolester96% 3-hydroxy-2,3-dimethylbutan-2-ylhydrogenbenzylboronate

Molecular Formula: C13H19BO2

Molecular Weight: 218.1

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

Product Description:

Benzyl pinacol boronate is an organoboron compound featuring a benzyl group attached to a pinacol-protected boronic ester moiety. It serves as a stable, bench-stable equivalent of benzylboronic acid, which is prone to decomposition. The pinacol ester group effectively protects the boronic acid functionality, enhancing the compound's shelf life and handling properties. This reagent is a versatile synthetic building block, primarily utilized in transition-metal-catalyzed cross-coupling reactions, most notably the Suzuki-Miyaura coupling. It enables the efficient introduction of a benzyl group into various aromatic and heteroaromatic systems, facilitating the construction of diarylmethane and related structures. Its stability makes it a preferred choice over the corresponding boronic acid for many synthetic applications in pharmaceutical and materials chemistry research.

Physical Properties

Boiling Point: 65 °C/0.15 mmHg

Flash Point: >110 °C

Density: 0.980 g/mL at 25 °C

Refractivity: n20/D 1.490