4-Bromo-3-phenyl-1H-pyrazole

Name: 4-Bromo-3-phenyl-1H-pyrazole
Brand: ChemScene
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CAS No. 13808-65-6
Cat. No. CS-W020606
Purity≥95%
MDL No.MFCD09027561

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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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General Information

CAS No. 13808-65-6
Cat. No. CS-W020606
Purity ≥95%
MDL No. MFCD09027561
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂
Molecular Weight 223.07
Synonym(s) Pyrazole, 4-bromo-3-phenyl- (8CI); 4-Bromo-3-phenylpyrazole; 3-phenyl-4-bromo-1H-pyrazole
SMILES BrC1=CNN=C1C2=CC=CC=C2

Description

4-Bromo-3-phenyl-1H-pyrazole integrates a bromine substituent at the 4-position and a phenyl group at the 3-position, enabling efficient cross-coupling transformations. This electron-deficient heterocycle serves as a key scaffold in medicinal chemistry and materials science, offering enhanced stability and predictable reactivity under standard conditions.

Application

4-Bromo-3-phenyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine atom provides high reactivity in Suzuki, Stille, and Negishi couplings, while the phenyl and pyrazole moieties offer robust functional group tolerance and structural rigidity. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis workflows in API development.

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 28.68
LogP 2.8392
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-3-phenyl-1H-pyrazole

CAS No. 13808-65-6

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