2-(2,3-Dihydrobenzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(2,3-Dihydrobenzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 445303-12-8
Cat. No. CS-W019296
Purity≥97%
MDL No.MFCD10699453

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2-(2,3-Dihydrobenzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-W019296

Structure of 445303-12-8

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General Information

CAS No. 445303-12-8
Cat. No. CS-W019296
Purity ≥97%
MDL No. MFCD10699453
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₉BO₃
Molecular Weight 246.11
Synonym(s) 2-(2,3-dihydro-1-benzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
SMILES CC1(C)C(C)(C)OB(C2=CC=C3CCOC3=C2)O1

Description

This boronate ester features a 2,3-dihydrobenzofuran scaffold that enhances solubility and stability in aqueous and protic media. The tetramethyl-substituted dioxaborolane ring enables efficient Suzuki-Miyaura coupling under mild conditions, while the fused heterocyclic system imparts unique electronic and steric profiles. Ideal for constructing complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

2-(2,3-Dihydrobenzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its dihydrobenzofuran moiety provides structural relevance to bioactive heterocycles, while the tetramethyl-substituted dioxaborolane enhances stability and functional group tolerance. The compound facilitates efficient C–C bond formation under mild conditions, enabling straightforward access to complex arylated scaffolds in medicinal chemistry and materials synthesis.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 27.69
LogP 1.9207
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzofuran compounds

Key Words

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2-(2,3-Dihydrobenzofuran-6-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 445303-12-8

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