2,6-Difluoro-4-nitrophenol

Name: 2,6-Difluoro-4-nitrophenol
Brand: ChemScene
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CAS No. 658-07-1
Cat. No. CS-W006721
Purity≥98%
MDL No.MFCD07366521

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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 658-07-1

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General Information

CAS No. 658-07-1
Cat. No. CS-W006721
Purity ≥98%
MDL No. MFCD07366521
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃F₂NO₃
Molecular Weight 175.09
Synonym(s) WNR DQ CF EF [WLN]
SMILES OC1=C(F)C=C([N+]([O-])=O)C=C1F

Description

2,6-Difluoro-4-nitrophenol delivers a potent electron-deficient aromatic scaffold featuring two fluorine substituents at the 2 and 6 positions, which enhance metabolic stability and influence regioselective reactivity. The para-nitro group serves as a strong acceptor, enabling efficient coupling in cross-coupling and nucleophilic substitution processes. This compound exhibits excellent bench stability and solubility in common organic solvents, facilitating use in synthetic workflows requiring precise electronic tuning.

Application

2,6-Difluoro-4-nitrophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to fluorinated heterocycles and functionalized aromatic scaffolds. Its electron-deficient aromatic ring facilitates nucleophilic aromatic substitution, while the phenolic hydroxyl group allows for direct derivatization or protection. The molecule exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for multi-step synthetic sequences requiring precise regiocontrol.

Safety Information

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GHS Pictogram :	GHS No : GHS05,GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

TPSA 63.37
LogP 1.5786
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2,6-Difluoro-4-nitrophenol

CAS No. 658-07-1

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