2-Amino-3,4-difluorobenzoic acid

Name: 2-Amino-3,4-difluorobenzoic acid
Brand: ChemScene
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CAS No. 158580-94-0
Cat. No. CS-0037720
Molecule weight173.12
Purity≥97%
MDL No.MFCD09743511

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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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2-Amino-3,4-difluorobenzoic acid|CS-0037720

Structure of 158580-94-0

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General Information

CAS No. 158580-94-0
Cat. No. CS-0037720
Purity ≥97%
MDL No. MFCD09743511
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅F₂NO₂
Molecular Weight 173.12
Synonym(s) None
SMILES C1=CC(=C(C(=C1C(=O)O)N)F)F

Description

2-Amino-3,4-difluorobenzoic acid features a strategically positioned amino group flanked by two fluorine atoms on the aromatic ring, delivering enhanced electron-withdrawing effects and improved metabolic stability. This configuration supports direct incorporation into bioactive scaffolds, particularly in kinase inhibitors and pharmaceutical intermediates, where controlled polarity and hydrogen-bonding capacity are critical. The compound exhibits robust bench stability and compatibility with standard coupling protocols.

Application

2-Amino-3,4-difluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via standard amide coupling and electrophilic substitution reactions. Its ortho-amino and difluoro substituents provide enhanced metabolic stability and modulate electronic properties for targeted receptor interactions. The compound exhibits good bench stability, facilitates straightforward purification, and functions effectively in both solution-phase and solid-phase synthesis workflows.

Safety Information

Download SDS

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 63.32
LogP 1.2452
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Amino-3,4-difluorobenzoic acid

CAS No. 158580-94-0

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