1-(4-Bromophenyl)-1H-pyrazole

Name: 1-(4-Bromophenyl)-1H-pyrazole
Brand: ChemScene
Availability: InStock
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CAS No. 13788-92-6
Cat. No. CS-0155613
Purity≥97%
MDL No.MFCD08059318

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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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1-(4-Bromophenyl)-1H-pyrazole|CS-0155613

Structure of 13788-92-6

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General Information

CAS No. 13788-92-6
Cat. No. CS-0155613
Purity ≥97%
MDL No. MFCD08059318
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇BrN₂
Molecular Weight 223.07
Synonym(s) 4-(1H-Pyrazol-1-yl)bromobenzene
SMILES C1=CN(C2=CC=C(C=C2)Br)N=C1

Description

1-(4-Bromophenyl)-1H-pyrazole features a brominated phenyl group directly fused to the pyrazole core, delivering enhanced electron-withdrawing character and improved stability under standard reaction conditions. This structural motif enables direct incorporation into diverse heterocyclic scaffolds, facilitating efficient access to bioactive compounds in medicinal chemistry and materials science applications.

Application

1-(4-Bromophenyl)-1H-pyrazole serves as a versatile building block for the synthesis of functionalized heterocycles and biaryl scaffolds. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating efficient access to complex molecular architectures. The pyrazole core offers moderate stability and compatibility with standard reaction conditions, enabling straightforward incorporation into pharmaceutical and agrochemical research workflows.

Synthesis

Route1
- In-stock
  
  288-13-1
- In-stock
  
  589-87-7
- ~94%
- In-stock
  
  13788-92-6
References
- 3-V BIOSCIENCES, INC.; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W. Patent: WO2014/8197 A1, 2014 ; Location in patent: Page/Page column 142; 143 ;
Route2
- In-stock
  
  288-13-1
- In-stock
  
  106-37-6
- ~80%
- In-stock
  
  13788-92-6
References
- Taillefer, Marc; Cristau, Henri-Jean; Cellier, Pascal-Philippe Patent: US2005/234239 A1, 2005 ; Location in patent: Page/Page column 23; 25 ;
Route3
- In-stock
  
  288-13-1
- 460-00-4
- ~73%
- In-stock
  
  13788-92-6
References
- Diness, Frederik; Fairlie, David P. Angewandte Chemie - International Edition, 2012 , vol. 51, # 32 p. 8012 - 8016

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
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 17.82
LogP 2.6348
H_Acceptors 2
H_Donors 0
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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1-(4-Bromophenyl)-1H-pyrazole

CAS No. 13788-92-6

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