4-(Pyridin-2-ylmethoxy)phenylboronic acid

Name: 4-(Pyridin-2-ylmethoxy)phenylboronic acid
Brand: ChemScene
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CAS No. 1228180-82-2
Cat. No. CS-0178606
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-(Pyridin-2-ylmethoxy)phenylboronic acid|CS-0178606

Structure of 1228180-82-2

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General Information

CAS No. 1228180-82-2
Cat. No. CS-0178606
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₂BNO₃
Molecular Weight 229.04
Synonym(s) None
SMILES OB(C1=CC=C(OCC2=NC=CC=C2)C=C1)O

Description

4-(Pyridin-2-ylmethoxy)phenylboronic acid features a pyridin-2-ylmethoxy group attached to a phenylboronic acid scaffold, combining heterocyclic recognition with boronate reactivity. This configuration enhances solubility and stability in aqueous media while enabling efficient Suzuki-Miyaura coupling under mild conditions. The para-positioned boronic acid facilitates selective cross-coupling, and the pyridine moiety offers coordination potential for metal catalysts or supramolecular interactions. Ideal for constructing complex biaryl architectures in medicinal chemistry and materials science.

Application

4-(Pyridin-2-ylmethoxy)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The pyridinylmethyl ether moiety provides enhanced stability and solubility compared to simpler arylboronic acids, while the boronic acid group exhibits reliable reactivity under standard coupling conditions. Its functional group tolerance facilitates downstream modifications, making it well-suited for medicinal chemistry and materials synthesis applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 62.58
LogP 0.3404
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(Pyridin-2-ylmethoxy)phenylboronic acid

CAS No. 1228180-82-2

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