1-(3-bromophenyl)-2,2,2-trifluoroethan-1-one

Name: 1-(3-bromophenyl)-2,2,2-trifluoroethan-1-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 655-26-5
Cat. No. CS-0044510
Purity≥97%
MDL No.MFCD00511232

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-(3-bromophenyl)-2,2,2-trifluoroethan-1-one|CS-0044510

Structure of 655-26-5

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General Information

CAS No. 655-26-5
Cat. No. CS-0044510
Purity ≥97%
MDL No. MFCD00511232
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrF₃O
Molecular Weight 253.02
Synonym(s) 3-Bromo-2,2,2-Trifluoroacetophenone
SMILES FC(F)(F)C(C1=CC=CC(Br)=C1)=O

Description

This trifluoromethyl ketone features a 3-bromophenyl group attached to a reactive α,α,α-trifluoroacetone scaffold. The electron-withdrawing trifluoromethyl moiety enhances electrophilicity at the carbonyl carbon, enabling efficient nucleophilic addition reactions. Bench-stable and moisture-tolerant, it serves as a key building block for pharmaceutical intermediates and functionalized aromatics in synthetic chemistry workflows.

Application

1-(3-bromophenyl)-2,2,2-trifluoroethan-1-one serves as a versatile building block for the synthesis of trifluoromethylated aryl ketones and heterocyclic scaffolds. Its stability under standard reaction conditions and compatibility with palladium-catalyzed cross-coupling reactions enable efficient access to functionalized biaryl systems. The trifluoromethyl ketone moiety facilitates nucleophilic addition and acts as a key electrophilic handle in medicinal chemistry lead optimization.

Synthesis

Route1
- In-stock
  
  618-89-3
- In-stock
  
  81290-20-2
- ~66%
- In-stock
  
  655-26-5
References
- 3-DIMENSIONAL PHARMACEUTICALS, INC. Patent: WO2003/99805 A1, 2003 ; Location in patent: Page 118 ;
Route2
- In-stock
  
  434-45-7
- ~60%
- In-stock
  
  655-26-5
References
- Kogon, Alexander A.; Bochkariov, Dmitry E.; Baskunov, Boris P.; Cheprakov, Andrew V. Liebigs Annalen der Chemie, 1992 , # 8 p. 879 - 882
Route3
- In-stock
  
  446-63-9
- ~10%
- In-stock
  
  655-26-5
References
- Cheng, Huicheng; Pei, Yu; Leng, Faqiang; Li, Jingya; Liang, Apeng; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng Tetrahedron Letters, 2013 , vol. 54, # 33 p. 4483 - 4486

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 3.1941
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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1-(3-bromophenyl)-2,2,2-trifluoroethan-1-one

CAS No. 655-26-5

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