1-Bromo-4-(2,2,2-trifluoroethyl)benzene

Name: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 155820-88-5
Cat. No. CS-0036834
Molecule weight239.03
Purity≥95%
MDL No.None

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1-Bromo-4-(2,2,2-trifluoroethyl)benzene|CS-0036834

Structure of 155820-88-5

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General Information

CAS No. 155820-88-5
Cat. No. CS-0036834
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrF₃
Molecular Weight 239.03
Synonym(s) 1-Bromo-4-(2,2,2-trifluoroethyl)
SMILES C1=C(C=CC(=C1)Br)CC(F)(F)F

Description

1-Bromo-4-(2,2,2-trifluoroethyl)benzene features a trifluoroethyl group that imparts enhanced lipophilicity and metabolic stability, enabling efficient incorporation into bioactive scaffolds. The bromine atom serves as a robust handle for palladium-catalyzed cross-coupling reactions under standard conditions. This compound delivers high functional group tolerance and facilitates the synthesis of fluorinated aromatic systems with precision.

Application

1-Bromo-4-(2,2,2-trifluoroethyl)benzene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions with high functional group tolerance. The trifluoromethyl-containing side chain enhances metabolic stability and lipophilicity, making it valuable for medicinal chemistry applications. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of fluorinated aromatic scaffolds.

Synthesis

Route1
- In-stock
  
  680-15-9
- In-stock
  
  589-15-1
- ~67%
- In-stock
  
  155820-88-5
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT Patent: US2011/21489 A1, 2011 ; Location in patent: Page/Page column 30 ;
Route2
- In-stock
  
  84750-93-6
- ~94%
- In-stock
  
  155820-88-5
References
- Lee, Chuan-Chen; Lin, Shaw-Tao Journal of Chemical Research - Part S, 2000 , # 3 p. 142 - 144
Route3
- 383-62-0
- In-stock
  
  873-75-6
- ~39%
- In-stock
  
  155820-88-5
References
- Duan, Jian-Xing; Chen, Quing-Yun Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 6 p. 725 - 730

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 3.5539
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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1-Bromo-4-(2,2,2-trifluoroethyl)benzene

CAS No. 155820-88-5

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