5-Bromo-2-naphthalenamine

Name: 5-Bromo-2-naphthalenamine
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CAS No. 116400-84-1
Cat. No. CS-0654246
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+
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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 116400-84-1

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General Information

CAS No. 116400-84-1
Cat. No. CS-0654246
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrN
Molecular Weight 222.08
Synonym(s) None
SMILES NC1=CC=C2C(Br)=CC=CC2=C1

Description

5-Bromo-2-naphthalenamine delivers a brominated naphthalene scaffold with a primary amine at the 2-position, enabling direct coupling in cross-coupling and electrophilic substitution reactions. The electron-rich aromatic system supports efficient functionalization under mild conditions, while the pendant amine facilitates derivatization. This compound serves as a key intermediate in pharmaceutical and agrochemical synthesis, particularly for nitrogen-containing heterocycles.

Application

5-Bromo-2-naphthalenamine serves as a versatile building block in the synthesis of functionalized naphthalene derivatives. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the amino functionality supports electrophilic substitution and amide formation. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

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 : H302
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 26.02
LogP 3.1845
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Naphthalene compounds

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5-Bromo-2-naphthalenamine

CAS No. 116400-84-1

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