3-Bromo-4-nitroaniline

Name: 3-Bromo-4-nitroaniline
Brand: ChemScene
Availability: InStock
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CAS No. 40787-96-0
Cat. No. CS-W019435
Purity≥96%
MDL No.MFCD07783047

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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+
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Structure of 40787-96-0

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General Information

CAS No. 40787-96-0
Cat. No. CS-W019435
Purity ≥96%
MDL No. MFCD07783047
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BrN₂O₂
Molecular Weight 217.02
Synonym(s) 4-Nitro-3-bromoaniline; 3-Bromo-4-nitroaniline
SMILES BrC1=C(C=CC(=C1)N)[N+](=O)[O-]

Application

3-Bromo-4-nitroaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted anilines via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the nitro group allows for selective reduction to amino functionalities or further functionalization. Its stability under standard reaction conditions and compatibility with diverse protecting groups make it a practical choice for multi-step syntheses.

Synthesis

Route1
- 577-19-5
- ~64%
- In-stock
  
  40787-96-0
References
- Makosza, Mieczyslaw; Bialecki, Maciej Journal of Organic Chemistry, 1998 , vol. 63, # 15 p. 4878 - 4888
Route2
- 19230-47-8
- ~93%
- In-stock
  
  40787-96-0
References
- Bhuiyan, M Delower H; Mahon, Andrew B.; Jensen, Paul; Clegg, Jack K.; Try, Andrew C. European Journal of Organic Chemistry, 2009 , # 5 p. 687 - 698
Route3
- In-stock
  
  621-38-5
- ~%
- In-stock
  
  5228-61-5
- In-stock
  
  40787-96-0
References
- Case; Sloviter Journal of the American Chemical Society, 1937 , vol. 59, p. 2381

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

Quality Control

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Computational Chemistry Data

TPSA 69.16
LogP 1.9395
H_Acceptors 3
H_Donors 1
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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3-Bromo-4-nitroaniline

CAS No. 40787-96-0

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