3-Bromo-1-naphthalenamine

Name: 3-Bromo-1-naphthalenamine
Brand: ChemScene
Availability: InStock
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CAS No. 90766-34-0
Cat. No. CS-0040521
Purity≥96%
MDL No.MFCD13180525

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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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Description

3-Bromo-1-naphthalenamine delivers a reactive bromine handle at the 3-position of the naphthalene core, enabling direct coupling in palladium-catalyzed cross-coupling reactions. The primary amine group provides a site for conjugation, facilitating synthesis of functionalized arylamines. This bifunctional scaffold supports efficient access to complex heterocycles and advanced materials under standard conditions.

Application

3-Bromo-1-naphthalenamine serves as a versatile building block in the synthesis of functionalized naphthalene derivatives. Its bromine and primary amine groups enable sequential cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig amination, facilitating access to complex heterocyclic scaffolds. The compound exhibits good bench stability and is readily purified by crystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science.

General Information

CAS No. 90766-34-0
Cat. No. CS-0040521
Purity ≥96%
MDL No. MFCD13180525
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.09
Synonym(s) 3-Bromonaphthalen-1-amine
SMILES NC1=C2C=CC=CC2=CC(Br)=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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3-Bromo-1-naphthalenamine

CAS No. 90766-34-0

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