2-Amino-6-bromophenol

Name: 2-Amino-6-bromophenol
Brand: ChemScene
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CAS No. 28165-50-6
Cat. No. CS-W004671
Purity≥98%
MDL No.MFCD08277300

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 28165-50-6

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Description

2-Amino-6-bromophenol features a bromine atom at the para position relative to a hydroxyl group, delivering high reactivity for coupling reactions. The amino group enhances electron density, enabling efficient participation in electrophilic substitutions and metal-catalyzed transformations. This bench-stable compound serves as a key intermediate in the synthesis of functionalized heterocycles and bioactive molecules.

Application

2-Amino-6-bromophenol serves as a versatile building block in medicinal chemistry and materials synthesis, enabling direct access to substituted heterocycles via cyclization or coupling reactions. Its ortho-directed reactivity facilitates regioselective functionalization, while the amino and phenolic groups offer complementary handles for derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, supporting efficient integration into multi-step synthetic sequences.

General Information

CAS No. 28165-50-6
Cat. No. CS-W004671
Purity ≥98%
MDL No. MFCD08277300
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNO
Molecular Weight 188.02
Synonym(s) 3-BROMO-2-HYDROXYANILINE
SMILES OC1=C(Br)C=CC=C1N

Computational Chemistry Data

TPSA 46.25
LogP 1.7369
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H410
Precautionary Statements : P264-P270-P273-P330-P391-P501

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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-Amino-6-bromophenol

CAS No. 28165-50-6

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