4-bromo-1-methyl-5-nitropyrazole

Name: 4-bromo-1-methyl-5-nitropyrazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 89607-11-4
Cat. No. CS-0036669
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-bromo-1-methyl-5-nitropyrazole|CS-0036669

Structure of 89607-11-4

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General Information

CAS No. 89607-11-4
Cat. No. CS-0036669
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrN₃O₂
Molecular Weight 206.00
Synonym(s) 4-bromo-1-methyl-5-nitro-1H-pyrazole
SMILES CN1C(=C(C=N1)Br)[N+](=O)[O-]

Description

4-Bromo-1-methyl-5-nitropyrazole features a pyrazole core functionalized with bromine, methyl, and nitro groups at positions 4, 1, and 5 respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block in medicinal chemistry for targeted scaffold diversification under standard conditions.

Application

4-Bromo-1-methyl-5-nitropyrazole serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical research. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the nitro functionality offers opportunities for selective reduction and subsequent derivatization. The methyl substitution enhances stability and modulates electronic properties, facilitating integration into complex molecular architectures with predictable reactivity.

Synthesis

Route1
- 84547-91-1
- ~87%
- In-stock
  
  89607-11-4
References
- Perevalov, V. P.; Baryshnenkova, L. I.; Andreeva, M. A.; Manaev, Yu. A.; Denisova, I. A.; et al. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983 , vol. 19, # 12 p. 1322 - 1326 Khimiya Geterotsiklicheskikh Soedinenii, 1983 , vol. 19, # 12 p. 1672 - 1675
Route2
- In-stock
  
  89717-64-6
- 77-78-1
- ~9%
- In-stock
  
  89607-12-5
- In-stock
  
  89607-11-4
References
- Newton, Christopher G.; Ollis, W. David; Podmore, Michael L.; Wright, Derek E. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 1 p. 63 - 67
Route3
- In-stock
  
  15803-02-8
- ~%
- In-stock
  
  89607-11-4
- 32683-45-7
- In-stock
  
  3994-50-1
References
- Perevalov, V. P.; Manaev, Yu. A.; Baryshnenkova, L. I.; Kanep, E. E.; Andreeva, M. A.; Stepanov, B. I. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1987 , vol. 23, # 10 p. 1081 - 1083 Khimiya Geterotsiklicheskikh Soedinenii, 1987 , # 10 p. 1350 - 1352

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 60.96
LogP 1.0908
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-bromo-1-methyl-5-nitropyrazole

CAS No. 89607-11-4

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