4-Bromo-2-naphthalenamine

Name: 4-Bromo-2-naphthalenamine
Brand: ChemScene
Availability: InStock
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CAS No. 74924-94-0
Cat. No. CS-0040520
Purity≥98%
MDL No.MFCD17012399

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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 74924-94-0

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Description

4-Bromo-2-naphthalenamine features a bromine substituent at the 4-position and an amino group at the 2-position of the naphthalene core, creating a highly functionalized scaffold. This electron-rich aromatic system enables efficient coupling in cross-coupling reactions, particularly under palladium catalysis. The molecule exhibits good stability under standard conditions and serves as a key intermediate in the synthesis of advanced pharmaceuticals and functional materials.

Application

4-Bromo-2-naphthalenamine serves as a versatile building block in the synthesis of functionalized naphthalene derivatives. Its bromine and amino groups enable straightforward cross-coupling reactions and electrophilic substitutions, facilitating access to complex heterocyclic systems and pharmaceutical intermediates. The compound exhibits good bench stability and is readily purified by recrystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science applications.

General Information

CAS No. 74924-94-0
Cat. No. CS-0040520
Purity ≥98%
MDL No. MFCD17012399
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.08
Synonym(s) 4-Bromonaphthalen-2-amine
SMILES NC1=CC(Br)=C2C=CC=CC2=C1

Computational Chemistry Data

TPSA 26.02
LogP 3.1845
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

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

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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4-Bromo-2-naphthalenamine

CAS No. 74924-94-0

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