4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole

Name: 4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 35128-56-4
Cat. No. CS-0093679
Molecule weight244.00
Purity≥98%
MDL No.None

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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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4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole|CS-0093679

Structure of 35128-56-4

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General Information

CAS No. 35128-56-4
Cat. No. CS-0093679
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrN₃O₃
Molecular Weight 244.00
Synonym(s) 2,1,3-Benzoxadiazole,4-bromo-7-nitro
SMILES O=[N+](C1=CC=C(Br)C2=NON=C21)[O-]

Description

4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole features a rigid, electron-deficient heterocyclic core that enhances photostability and facilitates efficient energy transfer. The para-disubstituted arrangement of bromine and nitro groups enables direct functionalization in cross-coupling reactions. This compound serves as a high-performance fluorophore scaffold for bioconjugation and probe development under standard conditions.

Application

4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to complex scaffolds via palladium-catalyzed cross-coupling reactions. Its bromine and nitro groups provide orthogonal reactivity for sequential functionalization, while the oxadiazole core offers enhanced stability and favorable electronic properties for downstream applications in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  35036-93-2
- ~49%
- In-stock
  
  35128-56-4
References
- UNIVERSITY OF DURHAM Patent: WO2009/34396 A2, 2009 ; Location in patent: Page/Page column 77-78 ;
Route2
- In-stock
  
  608-30-0
- ~83%
- In-stock
  
  35128-56-4
References
- Salvati, Mark E.; Balog, James Aaron; Pickering, Dacia A.; Giese, Soren; Fura, Aberra; Li, Wenying; Patel, Ramesh N.; Hanson, Ronald L.; Mitt, Toomas; Roberge, Jacques Y.; Corte, James R.; Spergel, Steven H.; Rampulla, Richard A.; Misra, Raj N.; Xiao, Hai-Yun Patent: US2004/77605 A1, 2004 ; US 20040077605 A1 Title/Abstract Full Text Show Details Salvati, Mark E.; Mitt, Toomas; Patel, Ramesh N.; Hanson, Ronald L.; Brzozowski, David; Goswami, Animesh; Chu, Linda Nga Hoong; Li, Wen-sen; Simpson, James H.; Totleben, Michael J.; He, Weixuan Patent: US2005/119228 A1, 2005 ; US 20050119228 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H315-H319
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 82.06
LogP 1.8935
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Bromo-7-nitrobenzo[c][1,2,5]oxadiazole

CAS No. 35128-56-4

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