1-Bromo-4,5-difluoro-2-nitrobenzene

Name: 1-Bromo-4,5-difluoro-2-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 321-17-5
Cat. No. CS-0098709
Purity≥98%
MDL No.MFCD06808551

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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-Bromo-4,5-difluoro-2-nitrobenzene|CS-0098709

Structure of 321-17-5

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General Information

CAS No. 321-17-5
Cat. No. CS-0098709
Purity ≥98%
MDL No. MFCD06808551
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrF₂NO₂
Molecular Weight 237.99
Synonym(s) 4,5-DIFLUORO-2-NITROBROMOBENZENE
SMILES O=[N+]([O-])C1=CC(F)=C(C=C1Br)F

Description

1-Bromo-4,5-difluoro-2-nitrobenzene features a highly reactive bromine site paired with electron-withdrawing fluorine and nitro groups, enabling efficient cross-coupling and functionalization. This trifunctional aryl halide delivers precise structural control in pharmaceutical intermediates and advanced materials synthesis under standard conditions.

Application

1-Bromo-4,5-difluoro-2-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its activated aryl bromide functionality. The ortho-nitro and difluoro substituents provide strong electron-withdrawing effects, enhancing reactivity in nucleophilic substitution and facilitating sequential functionalization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthetic sequences requiring precise regiocontrol.

Synthesis

Route1
- 348-61-8
- ~%
- In-stock
  
  321-17-5
References
- Cervena; Sindelar; Kopicova; et al. Collection of Czechoslovak Chemical Communications, 1977 , vol. 42, # 6 p. 2001 - 2017
Route2
- 367-11-3
- ~%
- In-stock
  
  321-17-5
References
- Cervena; Sindelar; Kopicova; et al. Collection of Czechoslovak Chemical Communications, 1977 , vol. 42, # 6 p. 2001 - 2017

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 43.14
LogP 2.6355
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4,5-difluoro-2-nitrobenzene

CAS No. 321-17-5

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