4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol

Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol
Brand: ChemScene
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CAS No. 1560648-02-3
Cat. No. CS-0088581
Purity≥97%
MDL No.MFCD22414577

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol|CS-0088581

Structure of 1560648-02-3

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General Information

CAS No. 1560648-02-3
Cat. No. CS-0088581
Purity ≥97%
MDL No. MFCD22414577
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₉BO₃
Molecular Weight 270.13
Synonym(s) 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol
SMILES CC(O1)(C)C(C)(C)OB1C2=C3C(C=CC=C3)=C(O)C=C2

Description

This naphthalenol boronate integrates readily into Suzuki-Miyaura coupling reactions under mild conditions. The tetramethylborolane moiety ensures high stability and compatibility with diverse functional groups, while the phenolic hydroxyl enables direct derivatization or metal chelation. Bench-stable and moisture-tolerant, it streamlines access to complex biaryl architectures in medicinal chemistry and materials synthesis.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The naphthyl scaffold provides structural rigidity and π-conjugation beneficial in materials and pharmaceutical synthesis. The pinacol boronate moiety offers excellent bench stability, mild reaction conditions, and tolerance to various functional groups, facilitating efficient C–C bond formation under standard catalytic protocols.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 38.69
LogP 2.8446
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-1-ol

CAS No. 1560648-02-3

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