1-Bromo-5-nitronaphthalene

Name: 1-Bromo-5-nitronaphthalene
Brand: ChemScene
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CAS No. 5328-76-7
Cat. No. CS-0041432
Purity≥97%
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 5328-76-7

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Description

1-Bromo-5-nitronaphthalene features a nitro group positioned para to the bromine on a naphthalene core, creating a highly electron-deficient aromatic system. This configuration enables efficient cross-coupling reactions under palladium catalysis, delivering functionalized naphthalenes with high regioselectivity. The molecule exhibits excellent stability under standard bench conditions and facilitates direct incorporation into complex molecular architectures.

Application

1-Bromo-5-nitronaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl scaffolds. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the nitro group provides orthogonal functionality for subsequent reduction or electrophilic substitution. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry and materials synthesis workflows.

General Information

CAS No. 5328-76-7
Cat. No. CS-0041432
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆BrNO₂
Molecular Weight 252.06
Synonym(s) 5-bromo-1-nitro-naphthalene
SMILES O=[N+](C1=CC=CC2=C(Br)C=CC=C12)[O-]

Computational Chemistry Data

TPSA 43.14
LogP 3.5105
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H303-H318
Precautionary Statements : P280-P305+P351+P338-P310-P312

Quality Control

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Key Words

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1-Bromo-5-nitronaphthalene

CAS No. 5328-76-7

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