4-Bromo-5-nitro-1H-pyrazole

Name: 4-Bromo-5-nitro-1H-pyrazole
Brand: ChemScene
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CAS No. 89717-64-6
Cat. No. CS-W008972
Purity≥96%
MDL No.MFCD01114992

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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 89717-64-6

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Description

4-Bromo-5-nitro-1H-pyrazole features a fused heterocyclic core bearing bromine and nitro groups at adjacent positions, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. The electron-deficient pyrazole ring enhances reactivity toward nucleophiles, while the bench-stable nature facilitates handling under standard conditions.

Application

4-Bromo-5-nitro-1H-pyrazole serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization at the bromo and nitro positions. Its dual electrophilic handles facilitate palladium-catalyzed cross-coupling and reduction protocols under standard conditions. The molecule exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis of complex scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 89717-64-6
Cat. No. CS-W008972
Purity ≥96%
MDL No. MFCD01114992
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₂BrN₃O₂
Molecular Weight 191.97
Synonym(s) 4-Bromo-3-nitro-1H-pyrazole; 4-Bromo-3-nitro pyrazole
SMILES O=[N+](C1=NNC=C1Br)[O-]

Computational Chemistry Data

TPSA 71.82
LogP 1.0804
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Bromo-5-nitro-1H-pyrazole

CAS No. 89717-64-6

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