(4-Bromonaphthalen-1-yl)boronic acid

Name: (4-Bromonaphthalen-1-yl)boronic acid
Brand: ChemScene
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CAS No. 145965-14-6
Cat. No. CS-0041436
Purity≥98%
MDL No.MFCD08701764

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
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-Bromonaphthalen-1-yl)boronic acid|CS-0041436

Structure of 145965-14-6

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General Information

CAS No. 145965-14-6
Cat. No. CS-0041436
Purity ≥98%
MDL No. MFCD08701764
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BBrO₂
Molecular Weight 250.88
Synonym(s) Boronic acid, (4-bromo-1-naphthalenyl)-
SMILES BrC1=C2C=CC=CC2=C(B(O)O)C=C1

Description

This boronate moiety integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, delivering high functional group tolerance and stability under standard conditions. The bromine substituent enables sequential derivatization, while the naphthalene scaffold provides robust π-conjugation for advanced materials synthesis.

Application

(4-Bromonaphthalen-1-yl)boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki-Miyaura conditions. The boronic acid moiety exhibits excellent bench stability and tolerates a range of functional groups, facilitating its use in the synthesis of biaryl scaffolds common in pharmaceutical and materials chemistry. Its bromine substituent provides orthogonal reactivity for further diversification via subsequent coupling or metalation processes.

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 40.46
LogP 1.2821
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Naphthalenes

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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(4-Bromonaphthalen-1-yl)boronic acid

CAS No. 145965-14-6

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