5-Bromo-2-chloro-4-fluorophenol

Name: 5-Bromo-2-chloro-4-fluorophenol
Brand: ChemScene
Availability: InStock
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CAS No. 148254-32-4
Cat. No. CS-0018944
Purity≥95%
MDL No.MFCD08436979

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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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5-Bromo-2-chloro-4-fluorophenol|CS-0018944

Structure of 148254-32-4

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General Information

CAS No. 148254-32-4
Cat. No. CS-0018944
Purity ≥95%
MDL No. MFCD08436979
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClFO
Molecular Weight 225.44
Synonym(s) Pyraflufen-001
SMILES OC1=CC(Br)=C(F)C=C1Cl

Description

5-Bromo-2-chloro-4-fluorophenol is a halogenated phenolic building block featuring strategically positioned bromo, chloro, and fluoro substituents. This electron-deficient aromatic scaffold enables selective coupling reactions in medicinal chemistry and materials synthesis. The hydroxyl group provides a handle for derivatization, while the orthogonal reactivity of the halogens supports sequential functionalization under standard conditions.

Application

5-Bromo-2-chloro-4-fluorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling regioselective functionalization via its complementary halogenation pattern. The molecule exhibits robust bench stability and facilitates Suzuki-Miyaura, Stille, and Negishi couplings due to the orthogonal reactivity of bromine and chlorine. Its trifunctional substitution supports efficient access to complex heterocyclic scaffolds and pharmaceutical intermediates through standard cross-coupling and electrophilic substitution protocols.

Synthesis

Route1
- 146447-08-7
- ~%
- In-stock
  
  148254-32-4
References
- US6054413 A1, ;

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 20.23
LogP 2.9472
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Chloride

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-2-chloro-4-fluorophenol

CAS No. 148254-32-4

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