1-Amino-4-bromonaphthalene

Name: 1-Amino-4-bromonaphthalene
Brand: ChemScene
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CAS No. 2298-07-9
Cat. No. CS-D1353
Purity≥98%
MDL No.MFCD00004023

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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 2298-07-9

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Description

1-Amino-4-bromonaphthalene features a bromine atom at the para position relative to an amino group on a naphthalene core, enabling selective cross-coupling reactions. The electron-rich aromatic system enhances reactivity in palladium-catalyzed transformations, while the amino functionality offers direct handle for derivatization. This compound serves as a key intermediate in synthesizing functionalized polycyclic architectures and advanced organic materials.

Application

1-Amino-4-bromonaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The amino and bromo groups provide orthogonal reactivity for sequential functionalization, while the naphthalene core offers robust stability and compatibility with diverse reaction conditions. Its bench-stable solid form facilitates handling and purification, making it well-suited for the construction of complex heterocycles and pharmaceutical intermediates.

General Information

CAS No. 2298-07-9
Cat. No. CS-D1353
Purity ≥98%
MDL No. MFCD00004023
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-1-amine
SMILES NC1=CC=C(Br)C2=C1C=CC=C2

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

Material Science Electronic Materials Organic Light Emitting Diode (OLED)

Key Words

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1-Amino-4-bromonaphthalene

CAS No. 2298-07-9

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