2-Bromonaphthalen-1-amine

CAS No. 771-14-2
Cat. No. CS-0102191
Purity≥97%
MDL No.MFCD11870111

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 771-14-2

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Description

2-Bromonaphthalen-1-amine features a bromine atom at the 2-position and a primary amine at the 1-position of the naphthalene core, enabling selective coupling reactions. This dual functionality supports efficient integration into pharmaceutical intermediates and functional materials. The compound exhibits robust stability under standard conditions and facilitates direct access to complex heterocyclic architectures via transition-metal-catalyzed transformations.

Application

2-Bromonaphthalen-1-amine serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Its bromine atom facilitates efficient functionalization at the 2-position of the naphthalene core, while the primary amine group provides orthogonal reactivity for further derivatization. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and heterocyclic scaffold construction.

General Information

CAS No. 771-14-2
Cat. No. CS-0102191
Purity ≥97%
MDL No. MFCD11870111
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.08
Synonym(s) 2-Bromo-1-naphthylamine
SMILES NC1=C2C=CC=CC2=CC=C1Br

Computational Chemistry Data

TPSA 26.02
LogP 3.1845
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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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2-Bromonaphthalen-1-amine

CAS No. 771-14-2

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