2,6-Dibromo-4-aminophenol

Name: 2,6-Dibromo-4-aminophenol
Brand: ChemScene
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CAS No. 609-21-2
Cat. No. CS-0008306
Purity≥95%
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+
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 609-21-2

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General Information

CAS No. 609-21-2
Cat. No. CS-0008306
Purity ≥95%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅Br₂NO
Molecular Weight 266.92
Synonym(s) 3,5-Dibromo-4-hydroxyaniline; 4-Amino-2,6-dibromophenol; Phenol, 4-amino-2,6-dibromo-
SMILES OC1=C(Br)C=C(N)C=C1Br

Description

2,6-Dibromo-4-aminophenol features two bromine substituents flanking a primary amine and phenolic hydroxyl group, enabling selective functionalization in heterocyclic synthesis. The electron-withdrawing bromines enhance regioselectivity in electrophilic substitution, while the amine and OH groups provide orthogonal reactivity for coupling reactions. This bifunctional scaffold supports efficient access to complex aromatic architectures under mild conditions.

Application

2,6-Dibromo-4-aminophenol serves as a versatile building block for the synthesis of brominated heterocycles and functionalized aromatic scaffolds. Its ortho-bromine substituents enable subsequent cross-coupling reactions, while the phenolic OH and primary amine groups offer orthogonal handles for derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthesis 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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 46.25
LogP 2.4994
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Dibromo-4-aminophenol

CAS No. 609-21-2

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