1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone

Name: 1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone
Brand: ChemScene
Availability: InStock
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CAS No. 43229-01-2
Cat. No. CS-W020202
Molecule weight350.17
Purity≥97%
MDL No.MFCD06797599

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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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1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone|CS-W020202

Structure of 43229-01-2

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General Information

CAS No. 43229-01-2
Cat. No. CS-W020202
Purity ≥97%
MDL No. MFCD06797599
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₂BrNO₄
Molecular Weight 350.17
Synonym(s) 2-Bromo-4'-benzyloxy-3'-nitroacetophenone
SMILES BrCC(C1=CC=C(OCC2=CC=CC=C2)C([N+]([O-])=O)=C1)=O

Description

This bromoketone features a para-nitro-substituted aryl ring flanked by a benzyloxy group and a reactive ketone-bearing bromoethyl side chain. It serves as a key electrophilic intermediate for C–C bond formation in synthetic organic chemistry, particularly in coupling reactions requiring controlled reactivity.

Application

1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone serves as a versatile building block for nitroaryl-containing heterocycles and functionalized aryl ketones. Its bromoacetyl moiety enables efficient nucleophilic substitution and cyclization reactions, while the benzyloxy and nitro groups provide orthogonal reactivity and enhanced solubility. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- 14347-05-8
- ~95%
- In-stock
  
  43229-01-2
References
- Givens, Richard S.; Stensrud, Kenneth; Conrad, Peter G.; Yousef, Abraham L.; Perera, Chamani; Senadheera, Sanjeewa N.; Heger, Dominik; Wirz, Jakob Canadian Journal of Chemistry, 2011 , vol. 89, # 3 p. 364 - 384
Route2
- In-stock
  
  6322-56-1
- ~%
- In-stock
  
  43229-01-2
References
- Shan, Wen-Jun; Huang, Ling; Zhou, Qi; Jiang, Huai-Lei; Luo, Zong-Hua; Lai, Ke-Fang; Li, Xing-Shu Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 4 p. 1523 - 1526
Route3
- 99-93-4
- ~%
- In-stock
  
  43229-01-2
References
- Mohan, K. Chandra; Ravikumar, K.; Vittal, T. V. S. K.; Gido, C. K. Acta Crystallographica, Section C: Crystal Structure Communications, 1994 , vol. 50, # 4 p. 627 - 629

Safety Information

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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 69.44
LogP 3.7514
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Ketone

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-(4-(Benzyloxy)-3-nitrophenyl)-2-bromoethanone

CAS No. 43229-01-2

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