2-Bromo-1-methoxynaphthalene

Name: 2-Bromo-1-methoxynaphthalene
Brand: ChemScene
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CAS No. 62012-54-8
Cat. No. CS-0041682
Purity≥95%
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+
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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Structure of 62012-54-8

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Description

2-Bromo-1-methoxynaphthalene features a bromine atom at the 2-position and a methoxy group at the 1-position of the naphthalene core, creating a dual-functionalized scaffold. This arrangement enables selective coupling reactions in transition-metal-catalyzed transformations, particularly Suzuki-Miyaura and Stille couplings. The electron-withdrawing bromide and electron-donating methoxy substituents establish a polarized system ideal for directed functionalization. Bench-stable under standard conditions, it facilitates reliable incorporation into complex molecular architectures without significant decomposition.

Application

2-Bromo-1-methoxynaphthalene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The bromine atom exhibits high reactivity in Pd-catalyzed coupling processes, while the methoxy group provides ortho-directing capability and enhanced solubility. This compound demonstrates excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecule synthesis.

General Information

CAS No. 62012-54-8
Cat. No. CS-0041682
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉BrO
Molecular Weight 237.09
Synonym(s) None
SMILES COC1=C2C=CC=CC2=CC=C1Br

Computational Chemistry Data

TPSA 9.23
LogP 3.6109
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

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-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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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Key Words

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2-Bromo-1-methoxynaphthalene

CAS No. 62012-54-8

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