4'-Fluoro-3'-nitroacetophenone

Name: 4'-Fluoro-3'-nitroacetophenone
Brand: ChemScene
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CAS No. 400-93-1
Cat. No. CS-W017063
Purity≥97%
MDL No.MFCD00115369

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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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4'-Fluoro-3'-nitroacetophenone|CS-W017063

Structure of 400-93-1

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General Information

CAS No. 400-93-1
Cat. No. CS-W017063
Purity ≥97%
MDL No. MFCD00115369
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆FNO₃
Molecular Weight 183.14
Synonym(s) 4-Fluoro-3-nitroacetophenone
SMILES CC(C1=CC=C(C([N+]([O-])=O)=C1)F)=O

Description

4'-Fluoro-3'-nitroacetophenone features a fluorine atom at the para position and a nitro group at the meta position relative to the acetyl substituent. This electron-deficient aryl ketone integrates readily into cross-coupling reactions, offering enhanced reactivity in palladium-catalyzed transformations. The combined electronic effects stabilize intermediates while enabling selective functionalization.

Application

4'-Fluoro-3'-nitroacetophenone serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to substituted aromatic scaffolds. Its orthogonal functional groups—fluorine for directed metallation and nitro for reduction or cyclization—facilitate sequential transformations. The ketone moiety supports nucleophilic additions and condensation reactions, while the molecule exhibits good bench stability and ease of purification, making it well-suited for multi-step synthetic sequences in API development.

Synthesis

Route1
- In-stock
  
  403-42-9
- ~77%
- In-stock
  
  400-93-1
References
- Wu, Yong-Jin; He, Huan; Sun, Li-Qiang; Wu, Dedong; Gao, Qi; Li, Hui-Yin Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 10 p. 1725 - 1728

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 60.21
LogP 1.9365
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

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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4'-Fluoro-3'-nitroacetophenone

CAS No. 400-93-1

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