1-Bromo-3-methoxynaphthalene

Name: 1-Bromo-3-methoxynaphthalene
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CAS No. 5111-34-2
Cat. No. CS-0105422
Purity≥98%
MDL No.MFCD18410560

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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 5111-34-2

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General Information

CAS No. 5111-34-2
Cat. No. CS-0105422
Purity ≥98%
MDL No. MFCD18410560
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₉BrO
Molecular Weight 237.09
Synonym(s) 1-bromo-3-methoxy-naphthalene
SMILES COC1=CC(Br)=C2C=CC=CC2=C1

Description

1-Bromo-3-methoxynaphthalene features a bromine atom at the 1-position and a methoxy group at the 3-position of the naphthalene core. This substitution pattern imparts enhanced solubility and reactivity in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard conditions. The electron-donating methoxy group stabilizes intermediates while maintaining high functional group tolerance.

Application

1-Bromo-3-methoxynaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki and Stille couplings. The methoxy group enhances solubility and provides orthogonal reactivity, while the bromine moiety offers high chemoselectivity for C–C bond formation. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex naphthyl-based scaffolds in medicinal chemistry and materials science 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-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 9.23
LogP 3.6109
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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1-Bromo-3-methoxynaphthalene

CAS No. 5111-34-2

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