3-Bromo-2,6-difluorophenol

Name: 3-Bromo-2,6-difluorophenol
Brand: ChemScene
Availability: InStock
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CAS No. 221220-99-1
Cat. No. CS-0106372
Purity≥97%
MDL No.MFCD12910487

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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 221220-99-1

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General Information

CAS No. 221220-99-1
Cat. No. CS-0106372
Purity ≥97%
MDL No. MFCD12910487
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrF₂O
Molecular Weight 208.99
Synonym(s) 3-Hydroxy-2,4-difluoro-bromobenzene
SMILES OC1=C(F)C=CC(Br)=C1F

Description

3-Bromo-2,6-difluorophenol features a bromine substituent flanked by two fluorine atoms on the aromatic ring, delivering enhanced electron-withdrawal and improved metabolic stability. This trifunctional phenol integrates readily into complex synthetic sequences, particularly in medicinal chemistry and agrochemical development, where halogen-directed coupling reactions are required.

Application

3-Bromo-2,6-difluorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling site-selective functionalization via palladium-catalyzed cross-coupling reactions. The ortho-fluoro substituents enhance electrophilic reactivity while maintaining bench stability, and the phenolic hydroxyl group facilitates derivatization or protection strategies. Its defined substitution pattern supports predictable regiochemistry in heterocycle formation and transition-metal-mediated transformations.

Synthesis

Route1
- In-stock
  
  348-57-2
- ~%
- In-stock
  
  221220-99-1
References
- US6348624 B1, ; Page column 11 ;
Route2
- In-stock
  
  348-57-2
- 4111-54-0
- ~%
- In-stock
  
  221220-99-1
References
- US6329391 B1, ;

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

Quality Control

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Computational Chemistry Data

TPSA 20.23
LogP 2.4329
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Bromo-2,6-difluorophenol

CAS No. 221220-99-1

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