3-Bromo-4-fluorophenol

Name: 3-Bromo-4-fluorophenol
Brand: ChemScene
Availability: InStock
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CAS No. 27407-11-0
Cat. No. CS-W008153
Purity≥95%
MDL No.MFCD03425884

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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+
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Structure of 27407-11-0

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General Information

CAS No. 27407-11-0
Cat. No. CS-W008153
Purity ≥95%
MDL No. MFCD03425884
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrFO
Molecular Weight None
Synonym(s) 3-Bromo-4-fluorophen
SMILES OC1=CC=C(F)C(Br)=C1

Description

3-Bromo-4-fluorophenol features a fluorine atom at the para position relative to the hydroxyl group, conferring enhanced metabolic stability and electron-withdrawing character. The ortho-bromine substituent provides a reactive handle for palladium-catalyzed cross-coupling transformations. This dual-functionalized phenolic scaffold enables efficient integration into complex molecular architectures under standard conditions.

Application

3-Bromo-4-fluorophenol serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the phenolic hydroxyl offers direct functionalization or protection options. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for constructing complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- 286836-26-8
- ~%
- In-stock
  
  27407-11-0
References
- ELI LILLY AND COMPANY Patent: EP1204659 B1, 2003 ; Location in patent: Page/Page column 23 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 20.23
LogP 2.2938
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-4-fluorophenol

CAS No. 27407-11-0

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