6-Amino-2-bromo-3-fluorophenol

Name: 6-Amino-2-bromo-3-fluorophenol
Brand: ChemScene
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CAS No. 1257535-00-4
Cat. No. CS-0157179
Purity≥97%
MDL No.MFCD18071061

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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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6-Amino-2-bromo-3-fluorophenol|CS-0157179

Structure of 1257535-00-4

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General Information

CAS No. 1257535-00-4
Cat. No. CS-0157179
Purity ≥97%
MDL No. MFCD18071061
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrFNO
Molecular Weight 206.01
Synonym(s) 3-Bromo-4-fluoro-2-hydroxyaniline
SMILES C1=CC(=C(C(=C1F)Br)O)N

Description

6-Amino-2-bromo-3-fluorophenol features a strategically positioned amino group enabling direct functionalization in medicinal chemistry. The bromine and fluorine substituents provide orthogonal reactivity and enhanced metabolic stability. This electron-deficient scaffold supports palladium-catalyzed couplings and integrates readily into bioactive heterocycles under standard conditions.

Application

6-Amino-2-bromo-3-fluorophenol serves as a versatile building block in medicinal chemistry, enabling direct functionalization at multiple sites due to its ortho-halogen and amino groups. The bromo group facilitates Suzuki-Miyaura and Stille couplings, while the amino functionality supports acylation, alkylation, and diazotization reactions. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds and API intermediates in multi-step syntheses.

Safety Information

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Computational Chemistry Data

TPSA 46.25
LogP 1.876
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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6-Amino-2-bromo-3-fluorophenol

CAS No. 1257535-00-4

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