N-(4-Bromo-2-nitrophenyl)acetamide

Name: N-(4-Bromo-2-nitrophenyl)acetamide
Brand: ChemScene
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CAS No. 881-50-5
Cat. No. CS-0153992
Purity≥98%
MDL No.MFCD00024299

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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+
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N-(4-Bromo-2-nitrophenyl)acetamide|CS-0153992

Structure of 881-50-5

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General Information

CAS No. 881-50-5
Cat. No. CS-0153992
Purity ≥98%
MDL No. MFCD00024299
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂O₃
Molecular Weight 259.06
Synonym(s) N-(4-bromo-2-nitro-phenyl)ethanamide
SMILES CC(NC1=C([N+]([O-])=O)C=C(Br)C=C1)=O

Description

N-(4-Bromo-2-nitrophenyl)acetamide features a brominated, electron-deficient aromatic ring paired with a reactive acetamide group, enabling direct incorporation into cross-coupling and heterocyclic synthesis. This bench-stable scaffold facilitates rapid access to functionalized biaryls and nitrogen-containing heterocycles under standard conditions.

Application

N-(4-Bromo-2-nitrophenyl)acetamide serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted anilines and heterocyclic scaffolds. The bromo and nitro groups provide orthogonal handles for palladium-catalyzed cross-coupling and selective reduction, respectively. Its bench-stable nature and compatibility with standard functional group transformations facilitate reliable synthesis of complex intermediates in API development workflows.

Synthesis

Route1
- 108-24-7
- 106-40-1
- ~93%
- In-stock
  
  881-50-5
References
- Tetrahedron, , vol. 69, # 45 p. 9422 - 9427
Route2
- In-stock
  
  103-88-8
- ~91%
- In-stock
  
  881-50-5
References
- Chemistry Letters, , # 1 p. 48 - 49
Route3
- In-stock
  
  875-51-4
- 75-36-5
- ~79%
- In-stock
  
  881-50-5
References
- US2002/35266 A1, ;

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

TPSA 72.24
LogP 2.3157
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

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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N-(4-Bromo-2-nitrophenyl)acetamide

CAS No. 881-50-5

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