2-Amino-3-fluorophenol

Name: 2-Amino-3-fluorophenol
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CAS No. 53981-23-0
Cat. No. CS-W019180
Purity≥98%
MDL No.MFCD07368754

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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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General Information

CAS No. 53981-23-0
Cat. No. CS-W019180
Purity ≥98%
MDL No. MFCD07368754
Storage -20°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆FNO
Molecular Weight 127.12
Synonym(s) 6-Fluoro-2-hydroxyaniline
SMILES NC1=C(C=CC=C1F)O

Description

2-Amino-3-fluorophenol features a strategically positioned fluorine atom adjacent to a hydroxyl group, enabling enhanced electronic modulation and metabolic stability. The ortho-amino functionality facilitates direct coupling in heterocyclic synthesis, while the phenolic OH supports hydrogen bonding in molecular recognition. This bifunctional scaffold integrates seamlessly into bioactive scaffolds and functional materials under standard conditions.

Application

2-Amino-3-fluorophenol serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive scaffolds. Its ortho-amino and hydroxyl groups exhibit complementary reactivity, facilitating electrophilic substitution, cyclization, and metal-catalyzed coupling reactions. The compound demonstrates good bench stability and compatibility with common protecting group strategies, supporting efficient purification and integration into multi-step synthetic sequences.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2512
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H319-H335
Precautionary Statements : P262-P280-P304+P340

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Computational Chemistry Data

TPSA 46.25
LogP 1.1135
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-3-fluorophenol

CAS No. 53981-23-0

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