1-Bromo-3,5-difluoro-2-nitrobenzene

Name: 1-Bromo-3,5-difluoro-2-nitrobenzene
Brand: ChemScene
Availability: InStock
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CAS No. 884494-38-6
Cat. No. CS-0028749
Purity≥96%
MDL No.MFCD04112501

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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-3,5-difluoro-2-nitrobenzene|CS-0028749

Structure of 884494-38-6

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General Information

CAS No. 884494-38-6
Cat. No. CS-0028749
Purity ≥96%
MDL No. MFCD04112501
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrF₂NO₂
Molecular Weight 237.99
Synonym(s) 2-Bromo-4,6-difluoronitrobenzene
SMILES O=[N+](C1=C(F)C=C(F)C=C1Br)[O-]

Description

1-Bromo-3,5-difluoro-2-nitrobenzene features a highly reactive aryl halide scaffold flanked by electron-withdrawing fluorine and nitro groups, enabling efficient coupling in cross-coupling reactions. The para-nitro substitution enhances electrophilicity, while the meta-fluorines offer orthogonal reactivity for sequential functionalization. This bench-stable, moisture-tolerant reagent integrates seamlessly into complex molecule synthesis.

Application

1-Bromo-3,5-difluoro-2-nitrobenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its ortho-bromine functionality. The electron-withdrawing nitro and difluoro groups enhance reactivity while maintaining bench stability and compatibility with diverse functional groups, facilitating efficient construction of complex heterocyclic scaffolds and substituted biaryls under standard reaction conditions.

Synthesis

Route1
- 461-96-1
- ~91%
- In-stock
  
  884494-38-6
References
- Charifson, Paul S.; Grillot, Anne-Laure; Grossman, Trudy H.; Parsons, Jonathan D.; Badia, Michael; Bellon, Steve; Deininger, David D.; Drumm, Joseph E.; Gross, Christian H.; LeTiran, Arnaud; Liao, Yusheng; Mani, Nagraj; Nicolau, David P.; Perola, Emanuele; Ronkin, Steven; Shannon, Dean; Swenson, Lora L.; Tang, Qing; Tessier, Pamela R.; Tian, Ski-Kai; Trudeau, Martin; Wang, Tiansheng; Wei, Yunyi; Zhang, Hong; Stamos, Dean Journal of Medicinal Chemistry, 2008 , vol. 51, # 17 p. 5243 - 5263

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 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-3,5-difluoro-2-nitrobenzene

CAS No. 884494-38-6

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